Dating and Relationship Advice from the team at Executive Matchmakers

man sitting a bar and shaking a woman's hand as she approaches hims

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.

Read More


woman sitting on couch writing in a journal

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.

Read More


man pouring champagne into a glass for a woman

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?

Read More


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.

Read More


woman standing in front of small crowd of business people

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.

Read More


heterosexual couple relaxing in a pool at sunset and looking at each other wearing sunglasses

Dating with a Difference in Age: Does it Really Matter?


Does a difference in age make a relationship different? Well, it depends on whom you ask. For most outsiders, relationships with significant age differences tend to raise eyebrows. However, for many couples, the fear of judgment isn’t enough to wane true love.

Read More


mature couple standing in wine tasting room smiling and drinking wine

Questions to Ask on a Second Date


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.

Read More


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


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.

Read More