Dating and Relationship Advice from the team at Executive Matchmakers

a couple looking lovingly at one another on a walk downtown. they are invested in gettign theor relationship past the honeymoon phase

From a Spark to a Flame: Getting Past the Honeymoon Phase


Relationships naturally evolve over time, and welcoming this change can help both partners stay engaged and fulfilled. Instead of expecting things to stay the same, recognize that each new phase brings opportunities to discover new aspects of each other and to build something even stronger. 

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a woman at her laptop trying to accomplish all her tasks without help. she struggles with hyperindependence at work and in her love life.

The Hyperindependent Person & Dating


Breaking free from hyperindependence isn’t easy. It’s a process of unlearning habits that may have protected you in the past but are now holding you back from deeper, more fulfilling relationships. By allowing yourself to be vulnerable, trusting others, and finding balance, you can start building connections that are stronger, healthier, and more satisfying.

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a man and woman on a date. she is talking and doesn't realize she's begun oversharing about her past.

Oversharing – Too Much, Too Fast


Meeting new people can be very intimidating. Often dating anxiety leads men and women to overshare on a first date or at the beginning of a possible relationship. While it may seem like a great way to build a quick connection or get difficult topics out of the way, it isn't building a solid foundation for a stable relationship.

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a woman talking on her cell phone, looking frustrated. she is struggling with people pleasing, and setting boundaries is difficult for her.

Stop Putting Yourself Last: How People Pleasing Sabotages Your Dates


Recognizing people-pleaser tendencies is a great first step toward making positive changes. Learning how these patterns appear in your life will help you shift from people-pleasing to engaging in a way that supports genuine connection. It’s important to remember that you can be both kind and assertive—true to yourself without sacrificing your core values.

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How to Ask Someone for a Date

How to Ask Someone on a Date


Asking someone on a date can feel scary, but at the end of the day it’s just a question. You can do this. Be brave, find the right moment, and tell them you’re interested. You’ll never know what sparks might fly until you ask them out.

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a man and woman having a communication breakdown. her arms are crossed and she is turned slightly away from him. it looks like their relationship is not working out.

Is Your Relationship on the Rocks? 10 Signs it’s Not Working Out


If you feel happier apart than with your partner, it might be time to evaluate whether the relationship is still meeting your needs. These signals aren’t necessarily deal-breakers, but they suggest the need for open conversations and reflection on your future together.

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a type-a couple enjoying a dinner together at a nice table by the ocean.

How to Make a Type-A Relationship Work: Tips for High-Achieving Couples


Being in a relationship where both partners are type-A personalities can feel like an exhilarating dance between two powerhouses. You’re both driven, organized, and goal-oriented, which means you share a deep understanding of each other's need for control and structure. But when two strong-minded individuals come together, it can sometimes be a challenge to find balance. So, is there anything you can do about it?

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a man and woman on a date. he is talking about his career in an interesting and engaging way.

How to Talk About Your Career Without Boring Your Date


Talking about your career on a date can be tricky, but it doesn’t have to be boring. By focusing on storytelling, keeping things relatable, and engaging your date in the conversation, you can share this important part of your life without losing their interest.

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a circle of women with their hands in the center preparing for a

The Science Behind Women’s Intuition


History and science both agree women’s intuition is more than just a myth. Listen to that little voice in your head; trust your gut. It might just save you a lot of heartbreak.

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