Real Friends Don't Need to Be Chased.
Ollyeo Does The Work.
Need a change? New in town? Tired of the planning fatigue?
Olly is your AI social wingman for real-life connection. He wants to help get you out of your shell. We proactively find your people, plan the meetup, and send you the invite. You just have to say Yes.
Join hundreds of locals waiting for better connections.
Meaningful Connections Shouldn’t Be So Hard.
Here’s How Ollyeo Helps.
Let’s face it – building meaningful connections as an adult can be awkward, isolating, and exhausting. Whether you’ve just moved to town, became a parent, or want to expand your circle - you're not alone.
1 in 3 adults
feels lonely every week.
Ollyeo’s mission is simple: to make saying "hello" effortless.
Meet Olly, Your AI Social Wingman
No awkward intros. Olly learns about you and curates people and makes plans you’ll vibe with - and helps break the ice.
Curated Small Groups
Skip the big meetups. You’ll meet in low-pressure, small group settings (3–6 people) that feel natural and welcoming.
Zero Awkwardness
If you need it, Olly keeps the convo flowing with fun questions and gentle nudges. You’re never left wondering what to say.
Local & Walkable
Events happen in your neighborhood - gyms, art studios, parks, cafes, restaurants, breweries, makerspaces, and more - so you discover both people and local places.
No Swiping
This isn’t a dating app. It’s not social media. It’s real people, in real life, at the right moment.
Do things you like
Not everything needs to be a restaurant or bar, it can be anything you enjoy doing.
We’re on a mission to make the world
more connected IRL.
And nearby: Greenwich, Westport, Darien, Wilton
Olly isn't a chatbot.
He's a proactive wingman who learns what you like and facilitates outings with people you'll actually click with. No swiping, no awkward planning.
Made for You.
Olly creates specific circles for where you are in life.
New to Town
New to the area? Skip the lonely adjustment period and meet fellow newcomers instantly.
Parents
Lifestyle changed? Find other parents who need a new circle, a playdate (and a coffee) as much as you do.
Students
Break out of your dorm bubble and make new friends-without the social anxiety.