Meet Garrett: The Midwestern Gentleman Who Will Make You a Regular

Meet Garrett, a Chicago-based software professional who works with restaurants— which makes perfect sense considering he comes from a long line of restaurant owners. The hospitality industry isn't just his job; it's in his DNA.

When Garrett's at home, he's cooking something elaborate and interesting (the man literally spent two weeks at gelato school in Italy, because why not?). When he's out, you'll find him at one of his regular haunts where he's turned work contacts into genuine friendships. And if he's really smitten with a date? He'll bring her to one of these spots to truly dazzle her. That's the move.

What makes this Ohio native special is this perfect blend of midwestern hospitality and cosmopolitan sophistication. He won't sneak a peek at the menu ahead of time—he wants to be fully present in the experience as it unfolds. That's someone who actually knows how to enjoy life. And yes, he loves college football, though interestingly roots for the Northwestern Wildcats (O-H-I...OH NO?).

Now here's where things get interesting: Garrett plays on a competitive euchre team that meets weekly. Yes, competitive euchre is a thing, and yes, it's incredibly complex. Devin tried to understand the rules during the interview and maybe got it by the end (let's just say Devin will not be joining her local league anytime soon). But the best part was when we created relationship scenarios based on euchre strategy, and it actually worked perfectly. We've decided that euchre players could make excellent partners.

Garrett is charming, smart, and exceptional company. He's looking for someone who shares his enthusiasm for the people around them, appreciates good food, and has travel stories to swap. Most importantly, he wants someone with her own passions and hobbies—someone who gets that his weekly euchre nights and Saturday football games aren't quirks to tolerate, but interests that make him who he is.

Do you know a woman in Chicago who can match Garrett's energy for life?

Does she have her own hobbies and interests she's passionate about?

Can she appreciate someone who treats dining as an experience, not just a meal?

Is she the kind of person who would enjoy the experience of sitting at a cocktail bar and chatting with the staff?

If you know her, let's connect her with Garrett. Details below 👇