Jon Boles

Founder and CEO of Avintiv Media

Age: 30

@jonboles

Boles is a Midwest guy at heart (he is from Milwaukee) with a passion for people and values thoughtfulness in a partner. He cares about the experiences in life that you never want to forget—now, he dreams of finding a partner to enjoy those moments with.

What do you look for in a partner?

She has to be kind, caring, authentic, vulnerable but also independent where she can hold her own. Wants to be a better version of herself each and every day. Doesn't grow complacent or lazy. Someone who has their own career going. Someone that can hold a true authentic conversation about life and everything in it. Not just surface level.

What is your dream date?

Honestly, my dream date is hopping on a plane, going to Europe or an island with just the clothes on our back. No computers, bags of clothes—nothing! I'd want to experience someone for the first time at their most authentic self and just live those days or weeks on the edge and get to know each other with no distractions, walls up or barriers.

Christine Ferris (not pictured)

Marketing brand manager for True Food Kitchen

Age: 29

@christinemferris

As the brand manager for True Food Kitchen, Ferris’ life is certainly busy. Some weeks she may be attending store openings across the country or coordinating photoshoots for seasonal menu rollouts, while other weeks she may be planning out marketing calendars for all 25 stores or hosting events with new team members—like Oprah. Ultimately, Ferris’ life is anything but ordinary or routine. Similarly, she likes to be surprised in her dating life, as well.

What is one thing that most people don’t know about you?

In elementary school, our gym teacher taught us a skill most people have never heard of: cupstacking. Yes, it’s an actual “sport”—look it up! When I was 6 years old, I won the Colorado Cupstacking Championship and was the fastest cupstacker of my age group. Challenge me, I dare you!

What do you look for in a partner?

I look for someone who is loyal, driven, has a sense of humor and a willingness to pick up and do something adventurous. Summed up: Someone who makes me want to be a better version of myself.