Dating and Relationship Advice from the team at Executive Matchmakers

The 2022 Holiday Gift Guide


Every winter, Christmas comes and goes. But, for those dating in December, there’s one pesky question that stays evergreen: What should I get for the one most special to me? Gift-giving is never easy. But, if your significant other seems to already have all they could ever wish for, the pressure to impress can feel downright impossible.

Those who “have it all” tend to agree that their most meaningful presents usually weren’t the most expensive. They were great, however, because they were given with love. Worried you’ll need a Christmas miracle to pull off the perfect gift for your partner? Here’s our guide for giving to someone who already has it all.

Read More


Prenuptial Agreements – What are they?


When asked to sign a prenup, it can cause a hurricane of emotions. It often causes people to feel as if their fiancée doesn't trust them or know them. We understand that many thoughts and feelings are connected with prenups, so we will help you maneuver through this complex concept.

We found through our research that prenups do not need to imply a lack of trust or lack of confidence that the marriage will last. Therefore, we want to help couples face this crucial conversation about their finances and their future.

We've created a guide to answer questions about navigating your prenup.

Read More


Couple discusses love and politics over red wine in the kitchen

All is Fair in Love and Politics: Dating Across the Aisle


I think we can all agree we’re living through one of the most politically charged moments in recent history, regardless of which side you align with at the polls. Like all great social changes, this has led to a shift in the way people view deal breakers and dating. All is fair in love and politics.

Find a way to discuss your differences without getting too passionate or heated. Try to get to the core reason of why the other person feels the way they do. I would be willing to bet both of your conflicting beliefs stem from a place of hope for a better world.

After all, isn’t that what we all want? We may have varying ideas for how to achieve a better world, or even what a better world looks like, but I like to believe we all have a similar endgame. 

Read More


Elderly Couple On a Boat at Sunset - Love After Loss

Love After Loss: A Widower’s Guide


According to the Holmes and Rahe Scale of major stressful life events, the death of a spouse is rated as the most stressful thing someone can experience, followed closely by divorce. When you’re in the midst of such a life-altering shift, the last thing you’re thinking about is finding love after loss.

But when you’re ready to start dating again, this guide is for you. If you’re a widower who is ready to find love after loss, we want to help you!

Read More


Couple Looks Out Over City - Make Time For a Relationship

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?

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. 

Read More


Couple in Successful Relationship on Beach

Four Key Components of a Successful Relationship


Our founder Charlee, wrote a piece for a magazine in 2008. Her advice was so timeless, we decided to bring it back in 2021. The four key components of a successful relationship are—play, participate, prioritize, and plan. 

Love is an actionable verb. You have to wake up every single day and choose to love your partner. Make her laugh. Plan things to make her feel appreciated. Make her a priority in your life. 

Read More


Couple Traveling Together on Private Jet

Traveling Together For the First Time


Experiencing new things together—places, food, art, culture, anything can help solidify the bond you have already created. Traveling together, sharing experiences, romantic moments, getting away from the daily grind—all of these things cause your brain to release the happy hormones.

But we’ve all heard disaster stories of couples who broke up in every country on their European trip or fought their way across the Caribbean islands. How do you keep your romantic rendezvous from being a trip of terror?

Read More


Woman Reading Dictionary of Dating at Museum

Executive Matchmaker’s Dictionary of Dating


The world of dating has changed rapidly in recent decades. If you’re recently divorced or widowed after a long marriage, things will look a lot different to you than the last time you were trying to woo a woman. So, we thought it would be helpful to develop a Dictionary of Dating with all the new terms from dating apps to hookup culture and everything in between. 

Read More


Couple Toasting on the Beach - Five Apology Styles

Five Apology Styles: How to Say I’m Sorry


Dr. Gary Chapman, creator of the Five Love Languages, also co-authored a book titled When Sorry Isn’t Enough: Making Things Right with Those You Love with Dr. Jennifer Thomas. In it, they present Five Apology Styles: Expressing Regret, Accepting Responsibility, Genuinely Repenting, Making Restitution, and Requesting Forgiveness. 

Chapman and Thomas suggest we rely on the Five Love Languages to make restitution by assuring the injured party of our love for them.

For instance, if your partner’s Love Language is Gifts and her Apology Style is Making Restitution—consider making flowers part of your apology. 

Read More


Couple in Bed Together Sharing Intimacy

The Right Time for Intimacy: How Soon is Now?


Think about the first time you met the person you’re seeing. Focus on the time you first had that flutter inside you. You know, that beautiful, indescribable cosmic rush between your head, your heart, and perhaps...your loins? That’s right. Today we’re talking about sex and intimacy!

It's a rush that for some, quickly advances one’s carnal desire to have a sexual relationship early on when first dating. Pepper in a Pandemic and likely your rules of—let’s call it, engagement when dating likely went out the window, along with 2020.

Read More