mature couple standing in wine tasting room smiling and drinking wine

Questions to Ask on a Second Date

So, you made it past the first date and things went well! Making it to the second date is an exciting step! The initial jitters are gone, and now it's time to get to know each other a bit better. A second date is the perfect opportunity to dig a little deeper and see if there’s a real connection.

But what do you ask? If your questions are too surface-level, you might never make it past small talk. However, you also run the risk of asking a question that’s far too personal for a second date if you’re not careful.

For the second date, these questions can be slightly more personal, but they don’t ask for your date to reveal anything too intimate about themself. This is the kind of question that is perfect for a second date, allowing you to deepen your connection without getting too intense. Use this post as inspiration for when you’re trying to keep the conversation going, or to fill an awkward silence.

Questions About Relaxation and Leisure

Understanding how your date likes to relax and spend their weekends provides insights into their lifestyle and compatibility with your own. These questions help you see if your downtime habits align and if you can envision spending leisure time together harmoniously. It’s a great way to discover common interests and find activities you might enjoy together.

  • What's your favorite way to relax after a long day?
  • What's your favorite way to spend a weekend?
  • Is there a hobby or interest you’ve recently picked up?

"What's your favorite way to relax after a long day?"
Everyone has their own way of unwinding. This question can give you insight into their self-care routines and what they find comforting. Plus, it might give you ideas for future relaxing activities together.

Questions About Values and Influences

These questions explore the values and influences that shape your date’s life. They can lead to meaningful conversations about personal growth, priorities, and what they cherish in relationships. It’s a great way to see if your core values align and to connect on a deeper level.

  • What's the best advice you’ve ever received?
  • If you won the lottery tomorrow, what would you do?
  • I’d love to know more about your friends.
  • What's the most interesting book you’ve read?
  • What do you value most in friendships?
  • What's a cause or charity that’s important to you?
  • What are you passionate about?

"If you won the lottery tomorrow, what would you do?"
This question is fun and imaginative. It can reveal a lot about your date’s priorities and how they might handle a sudden windfall. Whether they’d travel the world, start a business, or give to charity, it’s an interesting way to see what they value.

Questions About Personal Achievements and Aspirations

Discussing personal achievements and future aspirations allows your date to share significant moments and dreams with you. It shows that you’re interested in their journey and future goals, fostering a sense of support and encouragement in your budding relationship.

  • What's something you’re really proud of?
  • What's one thing you’ve always wanted to try but haven’t yet?
  • What's something not career-related on your bucket list?
  • What accomplishment outside of your career has given you the most satisfaction?
  • If you had a month off with no responsibilities, how would you spend it?
  • Where do you see yourself in five years in terms of personal growth and well-being?

"What’s something you’re really proud of?"
Everyone has accomplishments they’re proud of, whether big or small. This question allows your date to share a significant moment in their life, giving you a glimpse into their achievements and what they value.

Fun and Playful Questions

These questions add a playful element to your date, making the conversation lively and entertaining. Discovering hidden talents and favorite meals can lead to fun stories and maybe even plans for a karaoke night or a culinary adventure.

  • What's your go-to karaoke song?
  • Do you have any hidden talents?
  • What's your dream vacation?
  • What's the best meal you’ve ever had?
  • Do you have any travel traditions or rituals?

"What’s your go-to karaoke song?"
This is a fun and playful question that can lead to some laughs. Even if your date isn’t a singer, everyone has that one song they’d belt out in a karaoke bar. It’s a light-hearted way to share music tastes and maybe even plan a future karaoke night.

Rules for Asking Questions on a Date

When asking questions on a second date, keep things genuine and light-hearted. Show real interest in your date by listening actively and sharing your own stories too. Avoid overly personal or controversial topics to keep the mood positive and fun. Respect boundaries and pay attention to body language to ensure your date is comfortable. Aim for a balanced conversation where both of you can share and connect. By being present and attentive, you can make your second date enjoyable and meaningful, setting the stage for a deeper connection.

These questions are designed to help you move beyond small talk and get to know your date on a more personal level while still respecting more private or controversial topics. Every conversation is a two-way street, so remember to share your own experiences and thoughts as well. Keep it light, engaging, and genuine, and you’ll have a second date to remember.


40 year old woman smiling at her phone and standing in front of window with city in background

How to Make Time for a Relationship

They say time is the best gift you could ever give someone because you are essentially sharing a piece of your life with them that you can never get back. Seeing as how my primary Love Language is Quality Time, I tend to agree. So, how do you make time for a relationship when you’re being pulled in a hundred different directions?

One of the most common complaints among couples is that their partner doesn’t put enough time or effort into the relationship to the point that it has become completely one-sided

We find time for the things that matter most to us in life. If you want to prioritize your relationship, you have to start finding time to focus on your partner. 

Set Your Priorities

We all have a finite amount of time, and the way we choose to spend it says a lot about what we value. In a world where we're constantly juggling work, family, social obligations, and personal interests, it's easy to let our relationships take a backseat. But if a loving partnership is important to you, prioritizing what truly matters is essential.

First and foremost, assess your commitments and identify the other non-negotiables. Maybe it's your job, your kids, or a personal passion. Once you've established these, look at your schedule and find where you can carve out time for your relationship.

It's about making deliberate choices. If your relationship is a priority, then treating it as such in your daily life is crucial. You might have to sacrifice a few hours of Netflix or delegate a work task, but the reward is a deeper, more meaningful connection with your partner.

This is also about setting boundaries. Sometimes, saying "no" to less important engagements can free up time for the people who matter most. This doesn't mean neglecting other aspects of your life, but rather finding a balance that allows you to invest in your relationship. It could be as simple as scheduling a regular date night or as significant as planning a vacation to reconnect.

Organize Regular Outings

We’re all busy with work, travel, and family responsibilities; if you can’t fit a date into your calendar every week, then make up for it by whisking her off for a weekend getaway.

We all experience ruts in our relationships from time to time. Things start to feel monotonous and boring. Sound familiar? Try getting out of your routine. Instead of going to the same places all the time, try that spicy new spot that just opened up. Attend a pop-up art exhibit. Learn a new sport or skill together. 

The point is, if being in love is important to you, then you have to make time for a relationship in your life. If you need to delegate some projects to ensure you’re out of the office on time every Friday night, then do it. 

A good way to encourage more date nights is to buy season tickets somewhere. If it’s already paid for, and you know you have an empty box waiting on you, you’re more likely to find time to go.

And yes, if necessary...pencil in intimacy. It’s not sexy to put it on the calendar, but if that’s the only way to guarantee it happens, then write it in big letters and underline it in red. 

Forget Your Phones

Being a busy person in a relationship often means maximizing the little time you're able to spend together. The key word of Quality Time is quality. It’s impossible to feel in tune with someone who is more focused on iTunes. When you're together, try to put away distractions and focus on one another.

We’re addicted to our devices enough as it is. If you find yourself reaching for your devices during quality time more often than you'd like, try instituting a no-phones rule for certain activities, like during mealtimes. This removes the temptation and allows you to focus on one another more easily.

From sleep to sex, studies show there are countless reasons why leaving your phone outside of the bedroom at night is a good idea, as well. You should also think about banning them from coming out too often on date nights. In the early stages of a relationship, you don’t always get to spend the amount of time with your significant other that you want, so you have to make the most of the time you do get. 

Carve Out Time for Communication

Whenever possible, go to bed together at the same time and include communication as part of your nightly routine. Living together can make it easier to take your time together for granted, but a nightly check-in can serve as a reminder to appreciate one another. While you’re getting ready for bed and snuggling in for the night, use that time to connect.

Even if you’re in different parts of the world, take a few moments in the evening to check in with one another emotionally. They say that absence makes the heart grow fonder, and perhaps there's something to the old cliche, but it's so much nicer to stay connected from afar. Facetime is a beautiful invention, but regular phone calls and texts throughout the day are nice too.

Ask one another the following questions each night before bed.

  1. Is there anything on your heart you want to talk about?
  2. Did I do anything today that upset you?
  3. What was your highlight and lowlight of today?
  4. Are you looking forward to and/or dreading anything about tomorrow?
  5. What do you need from me to make tomorrow a good day?

Time is our most valuable resource. It’s finite and we never know how much of it we have left. How do you want to spend it? If falling in love and building a partnership is important to you, then you have to make time for a relationship in your world.

The good news is, with Executive Matchmakers, we take most of the time-consuming work out of dating. You don’t have to weed through dating apps or attend every (un)Happy Hour in town. We introduce you directly to exceptional, like-minded, relationship-ready women


man and woman holding hands at dinner table

The Three Month Rule: What It Is and Why It Matters

When you start dating someone new, every moment can feel exciting and full of possibilities. But as the initial butterflies begin to settle, you might find yourself wondering, "Is this relationship going anywhere?" Enter the three-month rule—a widely recognized guideline in the world of romance that suggests the first three months of a relationship are crucial for determining its future. In this blog post, we'll explore the three-month rule in depth, talk about why it matters, and illustrate how you can use it in your romantic relationships.

What Is the Three-Month Rule?

The three-month rule is a timeframe that many people in the dating world use to evaluate the potential of a new relationship. It suggests that within the first three months, you should have enough information and experience with your partner to decide whether you want to continue the relationship or move on. This period allows you to get past the initial infatuation and see each other more clearly, both the good and the not-so-good aspects.

Why Three Months?

Three months is often considered the sweet spot because it's long enough to get to know someone beyond the surface level but not so long that you waste time if the relationship isn't right for you. Here's why this timeframe works well:

Getting Comfortable

In the beginning, the excitement of a new relationship can overshadow everything else. You're getting to know each other, sharing firsts, and the novelty makes every moment thrilling. This phase, often called the "honeymoon period," is characterized by a surge of feel-good hormones like dopamine and oxytocin. These chemicals can make everything seem perfect, glossing over potential issues.

After about three months, these intense feelings start to stabilize. You and your partner begin to relax and show more of your true selves. This is crucial because long-term relationships are built on authenticity and comfort, not just excitement. By three months, you’re likely to see each other in a variety of situations—both good and bad—which gives a more accurate picture of compatibility.

Routine and Reality

The first few dates are often carefully planned, exciting, and somewhat idealized. However, as time goes on, you start to settle into more of a routine. You might spend more time doing everyday activities together—cooking dinner, running errands, or just hanging out at home.

These ordinary moments are important because they reveal how you and your partner function in a typical day-to-day setting. You get to see how they handle stress, their habits, their reactions to minor inconveniences, and their general demeanor when they're not trying to impress you. By the end of three months, you should have a pretty good idea of how they fit into your life and vice versa.

Red Flags and Green Flags

Three months provide enough time to identify both red and green flags in your relationship. Red flags are warning signs that something might be off, such as consistent dishonesty, disrespect, or incompatible life goals. Green flags, on the other hand, are positive indicators like kindness, reliability, and shared values.

Early in a relationship, it’s easy to overlook red flags because of the initial attraction and desire to make things work. However, as time progresses, these issues can become more apparent. For example, you might notice patterns in how your partner handles disagreements, how they treat others, or how they manage their responsibilities. Identifying these flags helps you make an informed decision about whether to continue the relationship.

What to Look for in the First Three Months

The first three months can’t tell you everything about how a relationship might work out, but there are some signs to look for. Having important similarities or differences in the following areas can help you judge your overall compatibility moving forward.

  • Communication Style: How well do you and your partner communicate? Good communication is the cornerstone of a healthy relationship. Pay attention to how your partner expresses their feelings, handles conflicts, and listens to you. Are they open and honest? Do they respect your opinions and feelings?
  • Shared Values and Goals: Are your values and life goals aligned? While you don't need to agree on everything, having similar values and goals can make a relationship smoother and more fulfilling. Discuss topics like family, career aspirations, and lifestyle preferences to see if you're on the same page.
  • Consistency and Reliability: Is your partner consistent in their behavior and reliable? Trust is built on consistency. Notice if they follow through on their promises and if their actions match their words. Reliability is a key indicator of a partner's commitment and respect.
  • Emotional Support: Does your partner provide emotional support? A healthy relationship involves being there for each other during both good and bad times. Assess if your partner is empathetic and supportive when you need them.
  • Fun and Enjoyment: Do you enjoy spending time together? Having fun and enjoying each other's company is essential. Whether it's shared hobbies, humor, or simply feeling comfortable around each other, mutual enjoyment strengthens your bond.

Making the Decision

As you approach the three-month mark, take some time to reflect on your relationship. Consider these questions:

  • Do I feel happy and content with my partner?
  • Do we communicate well and resolve conflicts healthily?
  • Do we share similar values and goals?
  • Is my partner consistent and reliable?
  • Do we support each other emotionally?
  • Do we genuinely enjoy our time together?

If your answers are mostly positive, your relationship has strong potential. However, if you find yourself doubting or feeling unhappy, it might be time to reconsider.

Tips for Navigating the Three-Month Mark

The decision to get serious in a relationship can be a nerve wracking one, no matter what you choose to do ultimately. Here are a few tips for getting through this transitional period:

Have an Honest Conversation: Discuss your feelings and thoughts with your partner. An open and honest conversation can help clarify where you both stand and what you want moving forward.

Trust Your Instincts: Listen to your gut feelings. If something feels off or you're not as invested as you'd like to be, it's okay to acknowledge that.

Be Patient and Kind: Remember, every relationship is unique. Be patient with yourself and your partner as you navigate this timeframe. Kindness and understanding go a long way.

Don’t Rush Decisions: While the three-month rule is a helpful guideline, it's not a strict deadline. If you need more time to make a decision, that's perfectly fine. The goal is to build a healthy and fulfilling relationship, not to meet an arbitrary timeline.

Final Thoughts

The three-month rule is popular in the dating world for good reasons. It provides a balanced timeframe to move past initial infatuation and start seeing the real dynamics of a relationship. However, this check-in occurs early enough in your relationship that you haven't had time to get too serious yet. By focusing on shared values, consistency, and trusting your gut in the first three months, you can make a well-informed decision about your relationship's future.


woman on golf course holding her club and looking into the distance

Imbalance in Your Relationship: Should You Stay or Should You Go?

Nothing in life is even, fair, or balanced. There is always a give and take, credits and debits. But what happens when there’s a significant imbalance in your relationship for a long period of time? When one of you isn’t pulling your weight and the other's love tank is running on fumes?

Relationships are never 50/50, despite couples unfairly using this as the golden rule. Sometimes the split is 60/40 or even a 25/75 ratio. Life throws different challenges at us—work stress, family obligations, personal health. Shifting efforts is common and expected.

When it becomes a problem is when those inequities remain imbalanced long-term. Partnerships don’t run on autopilot. Both parties must take the driver’s seats at times. Great partnerships have two sets of keys and you both need to drive from time to time.

A strong relationship is flexible and resilient, adapting to these fluctuations with grace. When both partners recognize and effectively communicate about shifts in their dynamic, they can support each other better and maintain a healthy relationship.

You Get Out What You Put in

My great-grandmother would always give me this advice:

With anything you do, the outcome will always reflect the amount of effort you put into it.

If you’re not expending the energy it takes to keep your relationship going, it will suffer. 

Relationships aren’t passive pleasures. They require continual effort and constant work. When one person stops actively participating, both people feel the effects. One person can only carry the weight for so long before it fails.  

Think of your relationship as a garden. Without regular tending—watering, weeding, and nurturing—it won’t flourish. Your consistent effort encourages the trust, intimacy, and growth that your relationship needs to thrive. For a healthy relationship garden, both partners need to invest time and effort.

Don't Put Your Effort Into Overdrive

So what happens when there is an imbalance in your relationship and your partner is perfectly content with cruising along in the passenger seat? If your primary Love Language is quality time or acts of service, you probably tend to make life pretty easy for them.

Years ago, I had a boyfriend whose job required him to move every two years. It was a financially sound, yet nomadic life best suited for someone single. When we first met, we were only an hour apart. But soon, visiting him required a flight instead of a tank of gas.

Before every move, we set expectations of how often we needed to talk on the phone and see one another before he moved on to the next new town.

I should note, made a conscious decision to view each of his relocations as a positive thing. Now, we could experience so many new firsts together.

So, taking two planes to see him was an adventure resulting in new shared experiences instead viewing it as a detriment of distance. After years of this, I paused one day and realized how much inequity of effort there really was in my relationship. His life became so easy. He no longer had to get on a plane, or drive to see me because he knew, even expected, me to do all the leg work of travel. He no longer had to try, because he knew I would.

What do you do when your relationship is out of balance and your partner is content to coast? If your love language is also quality time or acts of service, you might find yourself making all of the effort for them. Over time, this can lead to burnout and resentment, so try to talk it out before you reach this point. Often when resentment begins to grow, it can be difficult to weed out. It's best to nip it in the bud and bring your relationship into a more balanced state.

Does the Weight of Your Effort Need to Go on a Diet?

In my own case, I realized that all of the growth, strength, and longevity of this long-distance relationship was solely attributed to the heaviness of the sacrifices and effort that I put in.

So, I stopped. I went on an effort diet. I stopped getting on planes. I stopped driving hours through multiple states. I stopped getting a house sitter for my pets. I simply stopped putting that level of effort into us, with the belief that he would jump into the driver’s seat.  

Guess what? We crashed and burned. Connectivity and communication halted. It is not easy to let go of the heaviness of your efforts, but at what point do you demand to fix the imbalance in your relationship? When it was his turn, he dropped the ball. I often would talk to him about it, inviting him to visit or join in on various activities in my city to no avail.  

Could I have continued as I had been? Yes. But, why would anyone opt to stay with someone who consciously chooses to not try? As a result, our relationship faded away, but sometimes break ups are positive thingsSometimes, letting go of your efforts is hard, but it’s necessary to see if your partner will meet you halfway.

This experiment can be revealing; it shows whether your partner values and respects your contributions. An effort diet isn’t about playing games or testing your partner but about creating space for a healthier, more balanced dynamic. If your partner rises to the occasion, take the opportunity to begin meeting one another in the middle again. If they don’t step up, it might be time to reconsider the relationship.

Divorce Your Effort

If there is an imbalance in your relationship, and things aren’t 50/50 don’t panic. Just like life, relationships consist of constant ebb and flow. If there is no shift in the weight of your effort compared to your partner’s for a significant length of time, that’s when you need to take action.

Relax your level of effort and allow your partner to take the wheel. 

You will quickly see whether they’re a true partner, or your relationship’s success falls solely on your shoulders. If that’s the case, disengage from the imbalance in your relationship and reinvest that effort into yourself.

Invest in Yourself

If your partner isn’t willing to put in the effort for your relationship, it’s time to reinvest in yourself. Taking care of your mental and emotional health is crucial for your well-being and future relationships.

Investing in yourself means pursuing your passions, nurturing your friendships, and prioritizing your mental and physical health. When you're able to recognize your worth, you refuse to settle for less than you deserve. By focusing on personal growth and self-love, you'll attract healthier, more fulfilling relationships. Remember,

The most important relationship you’ll ever have is with yourself. When you value and respect yourself, others will too. Self care is healthy for you and for your future relationship. Then, you can focus on finding a partner who wants to invest in you. Never doubt it, you are worth the effort.


woman using headphones and computer to video chat

Long-Distance Date Ideas

Being in a long-distance relationship can be challenging, but it also offers a unique opportunity to get creative with how you spend time together. While you may not be able to hold hands or share a meal at the same table, there are countless ways to stay connected and keep the romance alive from miles apart. Whether you're new to long-distance dating or a seasoned pro looking for fresh ideas, this post is packed with date ideas to help bridge the gap between you.

Tips for Creating Connection When You're Long Distance

Maintaining a strong connection in a long-distance relationship can be challenging, but it is certainly achievable with effort and creativity. Read on for some valuable tips for creating meaningful moments of connection, no matter how far apart you are.

  • Surprise Each Other: Send unexpected gifts, handwritten letters, or even a surprise food delivery. These small gestures show that you’re thinking of each other.
  • Create Traditions: Establish little rituals that are unique to your relationship, like a weekly movie night or a daily good morning text. These traditions create a sense of continuity and shared experience.
  • Be Honest and Open: Share your feelings and thoughts openly. Being transparent about your emotions can help you develop a sense of trust and understanding. Consistent and open communication allows you to give and receive emotional support from a distance.
  • Use Technology: Leverage technology to feel closer. Send each other flirty texts throughout the day. Set up a regular schedule for video calls or to spend time together doing something else virtually. Apps for video chats, synchronized movie nights,, and even online games can make the distance feel shorter.
  • Plan Visits: Whenever possible, plan visits to see each other. Having a countdown to your next meeting can boost your spirits and give you something to look forward to.
  • Talk About the Future: Discuss your future plans and goals. If possible, have a plan for your lives and careers to eventually bring you to the same place. Focus on the positives of your relationship as much as possible. Remind each other why you’re together and the strength of your bond, even when things get tough. This reinforces your commitment to each other and helps you stay focused on your shared dreams.

Long Distance Dates

Being in a long-distance relationship can be tough, but it also gives you a chance to get creative. Ask your partner out on a date. It's important to make time for one another, even when you're separated by distance. Whether you’re miles apart for a few months or navigating a longer stretch, here are some fun and engaging date ideas to help you feel closer, no matter the distance.

1. Synchronize Your Movie Night

Who says you need to be in the same room to enjoy a movie together? Apps like Teleparty allow you to synchronize your watching experience between two or more screens. Pick a movie, grab some snacks, and hit play at the same time. Use video chat to share your reactions and discuss your favorite scenes. For added fun, make it a theme night with matching snacks or costumes based on the movie you’re watching.

2. Cook the Same Meal

Cooking can be a delightful and intimate experience, even from afar. Choose a recipe you both like, gather the ingredients, and cook together via video call. Compare your final dishes and enjoy a virtual dinner date. This way, you can share the experience of making and eating a meal together.

3. Play Online Games Together

If you’re both into gaming, there are plenty of online multiplayer games you can play together. From cooperative games to competitive ones, find something you both enjoy. If gaming isn’t your thing, try solving online puzzles or escape rooms together. It’s a great way to team up and have fun.

4. Virtual Tours and Museum Visits

Explore new places together without leaving your home. Google Arts & Culture allows you to virtually explore the collections of some of the world's most renowned museums. Many museums and landmarks also offer their own virtual tours. Pick a location, take the tour, and discuss what you see. You could explore the Louvre, the Smithsonian, or even take a virtual walk through a foreign city.

5. Book Club for Two

If you both love reading, start a mini book club. Choose a book to read at the same time and set dates to discuss different sections. This gives you something to look forward to and provides plenty of conversation topics. Plus, you can learn more about each other’s tastes and thoughts.

6. DIY Art Projects

Get artsy with a virtual craft night. Pick a project you both can do, like painting, drawing, or even digital art. Share your progress and final pieces over video chat. Not only is it a fun way to spend time, but you also get a keepsake from the date.

7. Plan Your Future Adventures

Use this time to plan future trips and activities you want to do together. Create a shared document or a vision board with ideas, pictures, and notes. It gives you both something to look forward to and shows that you’re committed to your future together.

8. Trivia and Quiz Nights

Challenge each other with trivia questions or take online quizzes together. You can find quizzes on just about any topic, from movies and music to history and science. It’s a fun way to test your knowledge and learn new things.

9. Virtual Stargazing

If you both enjoy astronomy, plan a night to look at the stars. Use an app to identify constellations and share what you see through video chat. You could even create a stargazing playlist to listen to while you enjoy the night sky together.

10. Exercise Together

Stay active by doing a workout together. Whether it’s yoga, a dance class, or a simple workout routine, it’s a great way to stay connected and healthy. Encourage each other and maybe even set some fitness goals together.

A Little Effort Goes a Long Way

Long-distance relationships come with their own set of challenges, but with a little creativity, you can make the distance feel a lot shorter. Try out these date ideas and tips to keep the romance and fun alive. The effort you put into staying connected will only make your relationship stronger.


a man stands with a group of well-dressed friends. he wants to know how to tell people you're working with a matchmaker.

How to Tell People You’re Working with a Matchmaker

When Jill’s matchmaker introduced her to Mike, she couldn’t help but believe she had finally found The One. Not only was he incredibly handsome–but he was kind, funny, and called when he said he would. In Jill’s mind, Mike was perfect in every way.

The only problem? One pesky question that kept coming up every time she talked about him to her friends.

“So, how did you guys meet?”

Jill hated the question. She wasn’t a liar, but she wasn’t necessarily ready to share the truth either.

Although she loved Mike, it made her anxious to imagine her entire social circle knowing that she had hired a matchmaker.

Doubts swirled through her mind: What will they think of me? Will they judge me for not finding love on my own? Will they laugh at me behind my back?

The Matchmaking Stigma

There are lots of myths regarding professional matchmaking memberships. One of the biggest is that these services are only for those unable to find love on their own. That, obviously, couldn’t be further from the truth. People seek out matchmakers out of frustration, not desperation.

At its core, matchmaking is about taking control of your love life. Those who seek out matchmakers realize that it is the best way to save time, energy, and money while dating. Most importantly, matchmaking is the surest way to find real, lasting love in the modern dating market.

Despite finding positive results from matchmaking, many members continue to feel shame about using any sort of dating service. They might experience enormous success with their matchmaker yet feel like they’re holding a dirty secret from everyone else in their life!

It can be incredibly embarrassing, then, when a friend or family member asks about the origins of your relationship and you don’t know how to respond.

It’s important to remember that matchmaking is nothing to be ashamed about. Dating should be a happy experience that is free from any fear of judgment from others.

However, when the feelings persist, it’s helpful to know how to respond to curious friends.

How to Answer the “How Did You Meet?” Question

“So, how did you two meet?”

If that question makes you stop in your tracks, don’t stress. Thankfully, there are several ways to approach the subject–and it doesn’t always mean sharing all the intimate details of your private life.

If you’re asked about your relationship and you don’t know how to answer, here are a few fool-proof ideas of what to say.

Keep it Vague

If the idea of telling friends and family that you are working with a matchmaker makes you want to hide in the corner, don’t worry. You’re not alone. Many clients prefer to keep things discrete, especially during the early stages of their dating journey.

Here are some responses that are so general, they’re guaranteed not to raise eyebrows.

“A friend in common introduced us. We’ve been inseparable ever since!”

To make it all sound even more casual, you can even name-drop your matchmaker! Matchmaking is something that’s gone on among friends since the dawn of time. By mentioning that a “friend” set you up, you’re able to authentically tell your story while avoiding unnecessary curiosity.

“We met through our mutual friend, Marie! She kept telling us that we’d be a great fit for each other. Finally, she set us up on a blind date. Turns out, she was right!”

“Our friend, Marie, introduced us! She’s a natural matchmaker.”

With these answers, you technically won’t be lying, either.

If you’re not ready to tell the whole truth, or you just don’t feel like getting into it at the moment, there’s no issue with keeping things vague. Honestly, your love life is no one’s business but you and your partner’s.

Short and Sweet

Some clients tend to think that, because matchmaking is such a unique way to meet someone, they need to tell everyone that asks all the nitty-gritty details about their experience. Take the pressure off yourself–and the conversation–by just saying it how it is.

“We met through a matchmaker.”

The fact that you met your significant other in a unique way does not mean that you have to overexplain your story every time someone asks. Often the question “how did you meet?” is nothing more than a friendly conversation starter. It doesn’t necessarily indicate deep interest on the part of the asker. By just saying the bare minimum, you not only normalize the experience of working with a matchmaker but avoid risking overwhelming the listener with details for which they didn’t ask.

Those who do want to know more about your story will ask. If that happens, don’t assume they are judging you. Sometimes, people will ask more questions just for the sake of keeping the conversation flowing. Assume their interest is purely curious and not out of a place of negativity.

At that point, feel free to elaborate–but don’t feel pressured to go into depth about your entire story. Only say what you’re comfortable saying and nothing more.

Embrace the Originality

So what you didn’t meet your significant other in college, at work, or through mutual friends? You’re too original for that!

While meeting people the old-fashioned way tends to be the most socially acceptable way to find love, it doesn’t make for a very interesting story. Embrace your originality being forthright about working with a matchmaker.

The best part is, you don’t have to wait until you’ve found love to tell them! The fact that you’re trying something new is something of which to be proud. Sharing your progress with others might encourage them to take more risks in their love life, too.

Own your matchmaking experience with openness. Here are some ideas of what you could say to others even before you’re asked:

“Hey, did you know I started working with a matchmaker? I’ve already got my first date lined up next week!”

“I have to tell you about this guy my matchmaker set me up with! He’s so handsome and we really hit it off on our date. My matchmaker really knows what she’s doing.”

Matchmaking is a privilege and something that not everybody can afford. It’s also sort of a love-life power move. Make it clear that you were willing to invest for the best with these responses:

“I can’t afford to waste any time on guys who aren’t in my league. My matchmaker ensures that all of my dates are actually qualified to be with me.”

“There are so many women who just want me for my money. Working with a matchmaker is the safest way for a man in my position to date.”

These answers show that you are confident in your decision, that you take love very seriously in your life, and that your time is too important to waste. People will likely want to know more about you and what led you to this decision.

Even if all it took was your matchmaker making a simple introduction, the fact that you meet your significant through a matchmaker is unique in its own right.

So, if you’re out with friends and you sense the conversation coming to a lull, remember that you’ve got something special up your sleeve that makes your love story instantly more intriguing. Channel your inner Bonnie Raitt and give ‘em something to talk about!

Trust Yourself

At the end of the day, you joined a matchmaking service for a reason. No, not because you were desperate or weren’t capable of finding love on your own. It was because you knew in your heart that matchmaking was the surest, simplest method to find your ideal match.

You know what’s best for you and your life. So, don’t worry about the opinions of others. Remember to trust yourself and your decisions.

Once you finally meet that special someone, you’ll know that what’s most important isn’t how you met, but that you’re together now.


a woman looks at her phone wondering how to be better at flirting over text

How to Flirt Over Text: Your Guide to Better Messaging

Imagine you meet someone interesting at a friend’s party, and you’ve exchanged numbers. You want your texts to stand out and create a spark, but what do you say?

Flirting over text can be a blast. It can help you add excitement and fun to your conversations. In today's world, where we often chat through screens, knowing how to flirt via text will not only make your messages more fun, it could actually be a make or break moment for your new connection!

Whether you're just starting to get to know someone or want to add some spark to an existing connection, your texting game can make a big difference. In this blog post, we'll share simple tips and tricks to help you flirt like a pro over text.

Start By Saying Hi

Kick off your conversation with a warm and casual greeting to set a positive tone. A simple "Hey there! How's your day going?" or "Hi! What have you been up to today?" can go a long way in breaking the ice. This approach shows that you're approachable and genuinely interested in starting a conversation.

According to Dr. Darcy Sterling, a licensed clinical social worker and relationships expert, when you're flirting over text it’s not as simple as turning on the charm all at once. Flirting that way can be like flipping a switch, which is confusing and possibly off-putting for your texting partner. It can help, she says, to think of flirting more like a dial that you slowly turn up over time. Start small and turn it up only if they’re receptive.

A positive attitude is contagious—your good vibes will likely make the other person feel happy and excited to chat with you. By keeping it light and friendly, you create a comfortable space for the other person to respond.

Examples:

  • "Hey! How's your day going?"
  • "Hi there! 😊 What are you up to?"

Give Genuine Compliments

A sincere compliment can make a big impact; it lets them know that you’re interested and not afraid to show it. Instead of generic praises, focus on something unique about the person you're texting. Maybe they have a great sense of humor, a captivating smile, or a passion for something that really stands out. Let them know what you genuinely appreciate about them.

A heartfelt compliment not only makes the other person feel good but also shows that you’re paying attention and genuinely interested in who they are, not just trying to play the field.

Examples:

  • "I love your smile in your profile picture!"
  • "You always know how to make me laugh."

Use Emojis

Emojis are a great tool to make your flirty texts more engaging and expressive. They help convey your tone and emotions, adding a playful and lighthearted touch to your messages. Emojis can help the other person understand if you’re joking, teasing, or being charming.

For instance, a wink 😉 can suggest a flirty vibe, while a heart ❤️ can show affection. Some others that flirty texters tend to send are the “see-no-evil” monkey 🙈, the “eyes looking” 👀, and the smiling devil 😈. These all add a little mischief to your messages, so sprinkle them in when you’d like to be a little more playful.

Other emojis are understood to have an overtly sexual meaning. A flirty emoji can make your messages more exciting, but sending an eggplant might not get the reaction you intend.

Examples:

  • Are you always this charming, or is it just with me?😉
  • I think you might just be my favorite notification. 🙈

Ask Open-Ended Questions

When you’re flirting over text, asking open-ended questions is a powerful way to keep the conversation lively and engaging. Instead of questions that have a simple “yes” or “no” answer, try asking questions that encourage the other person to share more about themselves.

For example, instead of asking, “Did you have a good day today?” ask, “What did you do today that made you smile?” This approach not only keeps the conversation flowing but also shows genuine interest in the other person’s experiences and thoughts, helping to build a deeper connection.

Examples:

  • What's something about you that you think I’d find surprising? 👀
  • What’s your favorite way to spend a lazy weekend?

Be Playful, Not Sexual

Don’t be scared to have fun and let your personality shine! One great way to do this is by being playful in your messages. You can gently tease or share light-hearted jokes to create a warm and engaging atmosphere. The goal isn’t to put your date down or to hurt their feelings, so keep it lighthearted and pay attention to their reaction.

For instance, if they mention a funny incident, you might playfully tease them about it or make a clever joke to keep the conversation light and enjoyable. This approach not only shows that you’re paying attention but also helps build a connection by highlighting your playful side. While this can go a long way to build your connection, we recommend using this approach sparingly, especially early on when you’re still getting to know one another.

Examples:

  • "I bet I could beat you in a game of [favorite game]."
  • "If you keep being this cute, I might get distracted all day."

Share a Little About Yourself

Opening up about your interests and hobbies is a great way to create a connection and make your flirty texts more engaging. When you share what you're passionate about, it gives the other person a glimpse into your world and invites them to share their own interests too.

Whether it's talking about your love for hiking, your favorite TV shows, or a hobby you’re really into, these personal tidbits can spark interesting conversations and help build a bond. Plus, it shows that you’re open and genuine, which is always attractive.

It can be easy to get caught up talking about yourself sometimes. When you’re flirting over text, be sure to pull the conversation back around to them. This is also an easy way to work in an opportunity to ask them on a date.

Examples:

  • "Do you like art? I’ve seen lots of museums, and I think you’d fit right in with the masterpieces."
  • "I’ve been having a great time learning how to cook. I’d love to make you a meal sometime"

Know When to End the Conversation

Pay close attention to their responses when you're flirting over text. Are they replying quickly and enthusiastically, or are their messages becoming shorter and less frequent? If they seem less engaged, it might be a sign they need a break or they’re not feeling the spark.

If they start to seem disinterested or if their responses are lukewarm, it’s a good idea to give them some space. This shows you respect their boundaries and aren't just pushing for more conversation.

For example, you might send a message like this:

"I can't stop thinking about your smile. Would love to see it in person over coffee sometime! 😍"

…and receive a response like one of these:

  • "Hey, that's so nice of you to say! I really appreciate it. Coffee sounds great—I'm always up for hanging out with friends!"
  • “Aww, you’re so sweet! Coffee sounds nice, but I’m really swamped with work right now.”
  • Hey! A coffee date sometime would be fun. I’ll let you know when I’m free?”

This is subtle, but reading between the lines can help you determine whether to give the conversation a break. If they seem busy, distracted, or just generally uninterested in romantic connection, take it as a sign. While these responses don’t necessarily communicate disinterest, it’s still a good idea to step back a little. If they’re interested, they’ll respond when they’re ready.

End the conversation on a high note. Wrap things up while the chat is still lively and enjoyable. This leaves them looking forward to your next message rather than feeling exhausted by the conversation. A good way to do this is to say something like, "I’ve got to run, but I’ve really enjoyed chatting. Let’s catch up later!"

By knowing when to end the conversation, you keep the interaction positive and make them excited for your next text. This balance of engaging chat and respectful distance can help build a stronger connection over time.

Examples:

  • "I have to go now, but I can't wait to talk to you again!"
  • "I'll talk to you later. Have an awesome day!"
  • "I'll let you get back to your day. Chat later!"

Tips for Success

Be Yourself: Authenticity is incredibly attractive when flirting over text. When you’re true to who you are, your natural charm shines through, making your texts feel genuine and engaging. Avoid trying to be someone you're not, as honesty is the key to building a real connection.

Timing: Timing is everything. Don’t overwhelm the person with too many messages all at once. Give them space to respond and keep the anticipation alive. Spacing out your texts shows that you’re considerate and have a life outside of your phone.

Patience: Let the conversation flow naturally. Don’t feel pressured to rush it. Enjoy the process of getting to know each other and let the relationship develop at its own pace. Patience not only shows respect but also builds a stronger foundation for your connection.

Confidence: Be confident but not arrogant. Confidence is appealing and shows that you’re comfortable with who you are. A confident text can be playful and flirty, but remember to keep it balanced. Arrogance can be a turn-off, so aim to be self-assured without coming across as boastful.


Why Are Executives Drawn to Matchmaking?

In the bustling world of business, executives face countless challenges daily. From managing teams to closing deals, the pressure is immense. But amidst all this chaos, there's one area where many high-ranking professionals are seeking a helping hand: their romantic lives.

Matchmaking is an age-old practice that’s becoming increasingly popular among executives. But why are so many leaders turning to professional matchmakers?

The Unique Challenges Executives Face

Being an executive isn't just a job—it's a lifestyle. These high-powered individuals have packed schedules that often demand their attention from dawn till dusk. For many, this leaves little room for personal pursuits, including dating. These are a few of the unique challenges executives face in their search for love.

Limited Free Time: Executives are constantly on the go. Their days are filled with back-to-back meetings, strategy sessions, and business trips. By the end of the day, there's often no energy left for social activities, let alone the time-consuming process of dating. Finding the time to meet new people, go on dates, and nurture a relationship can seem almost impossible.

High Expectations: Even when executives carve out time for dating, the traditional dating scene often doesn't fit their lifestyle or expectations. Long hours and unpredictable schedules can make it difficult to commit to regular dates. In addition, typical casual dating activities like mini golf or ice cream dates might not appeal to someone with more sophisticated tastes.

Privacy Concerns: For high-profile executives, privacy is paramount. Using dating apps or attending casual meet-ups can feel too public. There’s always the fear that their personal lives could become news, potentially impacting their professional image and responsibilities. The idea of their dating escapades becoming office gossip or, worse, making headlines, is a major deterrent.

What Makes Matchmaking So Appealing?

For many executives, enlisting the help of a matchmaker is more than just a personal choice—it’s a strategic decision.

The dating scene can be stressful and time-consuming. We alleviate this burden by handling the initial stages of dating, from introductions to planning dates, reducing the overall stress for busy executives.
Lindsay Mills, Director of Matchmaking

Here’s why investing in a matchmaking service can be incredibly beneficial:

  • Time Efficiency: Matchmakers do the legwork, screening potential partners based on the client’s preferences and values. This means you only meet people who are truly compatible, saving you time and energy.
  • Personalization: Unlike algorithms on dating apps, matchmakers provide a human touch. They get to know their clients personally, understanding their lifestyle, goals, and what they’re truly looking for in a partner.
  • Quality Over Quantity: When you work with a matchmaker, you won’t waste every Saturday on a first date that goes nowhere. Instead, you’ll get to skip the awkward dinners and only meet potential partners who are worth your time.
  • Privacy and Discretion: For many executives, privacy is paramount. Matchmaking services offer a confidential way to date, ensuring that personal details remain secure and away from the public eye.
  • Expertise and Guidance: Matchmakers are professionals who specialize in relationships. They offer valuable insights, advice, and support throughout the dating process, helping executives navigate the complexities of finding a meaningful connection.

The Modern Matchmaking Experience

In today's fast-paced world, finding the right partner can be challenging, especially for busy executives. Matchmakers are not just about setting up dates. They take a meticulous approach to find the perfect match for their clients. Modern matchmakers use a blend of science, intuition, and personalized attention to help their clients find love.

Here’s how they do it:

Many matchmakers start with comprehensive personality assessments. This is a tool that helps both matchmakers and clients to gain a clear understanding of what kind of partner would best suit the client’s needs.

These tests help identify the traits, values, and preferences that are most important to their clients. By understanding these core aspects, matchmakers can pinpoint compatible partners. This also starts off an ongoing conversation between the client and matchmaker that will continue throughout the matchmaking journey.

To get a deeper sense of their clients’ needs and desires, matchmakers often also conduct detailed interviews. This one-on-one time allows matchmakers to gather insights into clients' past relationships, future goals, and what they truly seek in a partner.

Beyond assessments and interviews, experienced matchmakers rely on their intuition and expertise. They consider the nuances of personality and chemistry that can’t be captured on paper. Their personal touch helps in making more meaningful and successful matches.

Support Beyond Matching

Matchmaking services often extend beyond just finding a match. Many offer additional support to ensure their clients are not only ready to meet the right person but also prepared to maintain a healthy relationship.

I'm definitely an emotional support person for my clients. As matchmakers, we provide more than logistical assistance. We’re a safe space for executives to express their vulnerabilities and receive constructive feedback on their dating experiences.
Lindsay Mills, Director of Matchmaking

A matchmaker can help your date go off without a hitch. It's hard enough to date without a packed schedule and a high-pressure career. The extra support matchmakers offer to executives helps them to not only meet potential partners, but to make a great first impression as well. Here are some of the ways matchmakers help their clients beyond making introductions:

  • Dating Skills Improvement: Matchmakers provide guidance on how to navigate the dating world, offering tips on communication, etiquette, and building connections.
  • Confidence Building: They help clients boost their self-esteem and approach dating with a positive mindset, making them more attractive and open to potential partners.
  • Relationship Readiness: Coaching ensures that clients are emotionally and mentally prepared to invest in a relationship, fostering long-term success.
  • Concierge Service: Matchmakers are not only invaluable resources for helping you navigate a date successfully, they can plan it for you too! A matchmaker can make restaurant reservations and other essential plans for your date beforehand to ensure everything goes smoothly without you lifting a finger.

In the fast-paced world of business, finding love can often take a backseat. However, with the rise of professional matchmaking services, executives no longer have to choose between a successful career and a fulfilling personal life. By turning to matchmakers, they can efficiently and discreetly find meaningful connections, ensuring that their hearts are as fulfilled as their resumes.


How to Set Your Relationship Goals—Before You Meet “The One”

When you’re wading through a sea of potential partners, you may find many promising connections, but it can be difficult to find your way to the right person for you. Setting relationship goals is a great way to guide you on your journey to finding a long-term partner.

All too often, we see clients who were in mismatched relationships—one partner wanted kids, the other didn't. One partner wanted to build their career, the other wanted to settle down. These core compatibility issues can bring a relationship to a standstill.

While there’s nothing wrong with being career-driven or wanting a family, both of these things can lead to major issues if partners aren’t in agreement about how they’ll affect your lives together. By setting a relationship goal for yourself, you can avoid wasting time in relationships that can’t give you what you want.

Here are some tips to help you set effective relationship goals:

Reflect on Past Experiences

Every relationship teaches us something about ourselves and about what we need from a partner. By reflecting on previous experiences, you can learn from your history. This can help you unpack your past and make informed decisions about your future.

What worked well in your past relationships? What didn't? Consider the qualities you appreciated in your previous partners and the ones that were deal-breakers. Use this reflection to shape your future goals.

For example, you might have really appreciated a partner who took time to plan for your birthday and anniversaries. On the other hand, another partner who constantly cancels plans because they have “something come up last minute” might not be the one for you.

By looking back on your past relationships, you can start to recognize patterns in your behavior or in the behavior of your partners. This could include tendencies to avoid conflict, struggles with communication, or recurring issues that led to the end of the relationship. Recognizing these patterns empowers you to address them and work towards healthier dynamics in future relationships.

Clarify Your Values

Reflect on what matters most to you in a relationship. These core values serve as the foundation of your partnership. They could range from honesty and communication to respect, empathy, and shared life goals. Take the time to identify which values resonate with you deeply.

Ask yourself questions like, "What qualities do I admire in others?" and "What behaviors make me feel loved and understood?" Clarifying your values provides clarity on what you need to feel fulfilled in a relationship.

Once you've established your values, get specific about what you're seeking in a partner. Your list should include traits that align with your values. For example, if you value honesty, kindness, and family, focus more on these traits when you’re dating. Someone who is physically attractive won’t make a good partner for you if your values are out of alignment.

Ask yourself questions like, "What qualities do I admire in others?" and "What behaviors make me feel loved and understood?"

Consider personality traits, interests, lifestyle preferences, and long-term aspirations. Ideally, you’ll be looking for the kind of person who compliments your strengths and supports your growth. Being clear about your desires helps you articulate your needs and preferences to potential partners, increasing the likelihood of finding a compatible match.

Prioritize Compatibility, but Stay Open-Minded

When setting relationship goals, it’s crucial to prioritize compatibility while staying open-minded. Aim to find someone compatible with you on multiple levels, including emotional, intellectual, and lifestyle compatibility. Look for someone who shares your values, interests, and life goals to increase the likelihood of a successful long-term relationship.

  • Emotional compatibility involves understanding and supporting each other’s feelings, being open and vulnerable, and handling disagreements calmly.
  • Intellectual compatibility means sharing interests and enjoying conversations, as well as having similar ways of solving problems and making decisions.
  • Lifestyle compatibility includes aligning daily routines like sleep patterns and eating habits, as well as sharing similar goals for the future, such as career ambitions and views on family.

While it's important to have standards and know what you want, it's also essential to stay open-minded and flexible with your expectations. Knowing what you want is good, but being too strict can lead you to miss out on great people. Staying open-minded helps you find potential in unexpected places.

Be willing to give people a chance even if they don't fit your ideal criteria perfectly. Unexpected connections can lead to wonderful relationships.

Sometimes, the person who doesn’t meet all your criteria initially can turn out to be exactly what you need from a partner. People and relationships change over time, and recognizing this can strengthen your future relationship. Embracing differences can offer you chances to learn from your partner’s different perspectives.

It’s important to have standards that reflect your needs and values, but don’t be so rigid that you miss out on great potential partners. Instead of just checking off a list, focus on how you feel with the person. Consider how well you connect. This balanced approach helps you find someone who fits well with you and allows your relationship to grow and adapt over time.

Ask For Support

When it comes to setting your relationship goals, seeking support can be an invaluable part of the process. Friends and loved ones often know you well and can provide honest feedback. They can also help you identify patterns in your past relationships and create goals that align with your values and desires. They can also offer the emotional support you need to stay committed to your goals.

If you prefer professional assistance, matchmakers bring expertise in understanding personality types and compatibility. They can help you define goals based on your preferences and lifestyle and introduce you to potential partners who align with those goals.

If you crave more professional guidance, a dating coach could be the right choice for you. Dating coaches can teach essential skills like effective communication and confidence-building, as well as offer objective feedback and strategies to enhance your dating experiences. For deeper issues that might hinder your goal setting, they can help you work through past relationship problems and guide you to setting realistic and healthy goals.

You don’t have to navigate the dating world alone—support from friends, loved ones, or professionals can be incredibly beneficial in achieving your relationship aspirations.

Final Thoughts - Be Patient

Setting relationship goals requires patience because it's not just about finding any partner; it's about finding the right one for you. Allow yourself to take the time you need to understand yourself better, to learn from past relationships, and to explore what you truly desire in a partner. Try to slow down and enjoy the process of meeting new people—discovering commonalities and understanding differences.

Being patient also means not settling for less than what you deserve. Rushing into a relationship just for the sake of being in one can lead you to dissatisfaction and heartache in the long run. Instead, take the time to evaluate potential partners, consider their values and goals, and assess whether they align with yours.

Setting relationship goals involves introspection and self-awareness. You need to know what you want and need from a relationship before you can effectively communicate that to a partner. This requires patience with yourself as you explore your own desires, boundaries, and deal-breakers.

A note on self-awareness: While connections with others are important, it’s absolutely essential that you don’t neglect your relationship with yourself. Take time to get to know or reconnect with who you are inside. A therapist can offer extra support as you work toward healing emotional injuries caused by trauma and past experiences.

Ultimately, by being patient and setting clear relationship goals, you increase your chances of finding a compatible long-term partner who not only enriches your life but also shares your vision for the future. Trust the process and remember that good things come to those who wait.


Maintain Your Work-Life Balance While Dating

Juggling a successful career and a fulfilling dating life can feel like walking a tightrope. As a career-driven professional, you put a huge amount of energy into your work. Still, while you're striving for success and advancement, it's essential not to neglect your personal life. When you're looking for a partner, a healthy work life balance includes time for dating and relationships.

In the midst of busy schedules and demanding work commitments, it's easy for dating to take a backseat. While pursuing a successful career is undoubtedly important, when you’re looking for a relationship, it's also crucial to prioritize your potential partners. This will help to make the people you date feel valued and cherished.

An important aspect of a relationship is making your partner feel special and appreciated when you're together, regardless of your career obligations or aspirations. Finding the right balance between work and dating is crucial for our overall well-being and happiness.

Here are some practical tips to help you maintain a healthy equilibrium:

Prioritize Your Time

Just as you prioritize tasks at work based on urgency and importance, apply the same principle to your personal life. Set aside dedicated time for dating and stick to it. Treat it as an important commitment, just like you would a work meeting or deadline.

To Dr. Ali Abdal, author of “Feel Good Productivity: How to Do More of What Matters to You,” the secret is choosing yourself. This might sound counterintuitive for dating, but in the end, choosing a compatible partner is an investment in your future happiness. By taking time to invest seriously in your dating journey, you—together with your future partner—are building the beginnings of a deep well of connection and fulfillment.

“I know a bunch of entrepreneurs who have sold companies for hundreds of millions who don’t have a wife and kids—yet. Or they’ve said ‘Oh, no I’m still doing the single thing,”. People I’ve spoken to in their 30s, a couple people even approaching their 40s as well, who have said ‘Honestly, if I had my time again, I would take dating way more seriously,’ because they feel that missing aspect of commitment and building something and investing in a family.”

Dr. Ali Abdal, “Feel Good Productivity: How to Do More of What Matters to You

Take control of your schedule by planning ahead. Use tools like calendars or scheduling apps to block out time for both work and personal activities. This proactive approach can help prevent work from encroaching on your dating life and vice versa.

In a busy career-driven life, it's not always about the quantity of time you spend with your partner, but the quality. Make the most of the time you have together by being present, attentive, and engaged. Put away distractions like phones or work emails to focus entirely on your date.

Communicate Boundaries

Open and honest communication is key in both your professional and personal relationships. The simple truth is that sometimes work will need to come first, and that’s okay. Clearly communicate your boundaries and availability to the person you’re dating. Let them know about your work commitments and when you're available to spend quality time together.

Be flexible and adaptable when it comes to both work and dating. Sometimes unexpected deadlines or last-minute meetings may arise, and that's okay. Similarly, be understanding if your partner has commitments that require flexibility. It's all about finding a balance that works for both of you.

Be realistic about what you can feasibly handle in terms of work life balance and dating. Striving for perfection in either area can lead to burnout and disappointment. Instead, set realistic expectations for yourself and your relationships, focusing on connection rather than perfection.

Self-Care Matters

Don't forget to prioritize self-care amidst your hectic schedule. Taking care of your physical, mental, and emotional well-being is essential for maintaining balance. Make time for activities that recharge you, whether it's exercising, meditating, or pursuing hobbies you enjoy.

Don’t be afraid to take things off your plate! Consider whether hiring a service to help with household tasks such as laundry, organizing, or lawn care is right for you. Even at the best of times, chores and home maintenance can be overwhelming. When our schedules get too full, every spare moment of relaxation counts.

Professional services exist for just about any task you can think of. Here are a few you can look into to enhance your self care, and in turn, your dating life:

  • A dry-cleaner or laundry service can take the never-ending piles of washing and folding off your hands.
  • A stylist can help you optimize your wardrobe and choose your go-to date outfits.
  • If you don’t have the bandwidth for daily walks, hiring a dog walker is a great option to make sure your furry friends still get the care they need.
  • A personal chef or meal prep service can alleviate the stress of meal planning and cooking with delicious, customized meals. (This also comes in handy for planning at-home dinner dates and special occasions!)
  • A professional organizer can help you streamline your living space, creating a more functional and aesthetically pleasing environment.
  • Hiring a gardening or yard work service can keep your outdoor space looking neat and healthy without you having to lift a finger.

Amidst the chaos of work and dating, remember to stay present and mindful. Practice mindfulness techniques to stay grounded and focused on the present moment, whether you're at work or on a date. Being mindful can enhance your overall work life balance and deepen your connections with others.

Evaluate and Adjust Regularly

Finally, periodically evaluate how well you're balancing work and dating. Reflect on what's working and what's not, and be willing to make adjustments as needed. Your priorities and circumstances may change over time, so it's essential to stay flexible and adapt accordingly.

Tip: If you’re having a tough time in the dating scene, you don’t have to go it alone. A relationship pro can help you take stock of your dating history. Consider talking with a matchmaker or dating coach about your past experiences and your current approach. They can help you identify patterns, introduce you to new strategies, and introduce you to some incredible potential partners.

There’s also no shame in taking a break from the dating game for a while. For many reasons, it can be helpful to step back. If you find yourself deriving more of your self-worth or feelings of validation from dating than you’re comfortable with, for example, it could be time to focus on yourself for a bit.

Busy times at work might also cause you to step back from the dating scene. At times when you’re putting in more hours than usual, such as near the deadline for an important project or a busy season for your clients might make it necessary to put romance on the back burner for a while.

Just remember that your romantic life is important too and come back around to dating when you have the capacity. It's not about achieving perfect work life balance, but rather finding a harmonious blend that brings fulfillment and happiness to both your career and your love life.