Hampton vs Heylo

Pricing

Hampton is priced at $$$$ (Annual membership (pricing disclosed during application process)), while Heylo comes in at Free (Free to use; Heylo takes a small percentage when groups collect payments).

Format & matching

Hampton uses groups of 8 per core group, compared to Heylo’s Varies, and both use manual / self-select matching.

How they work

Hampton: Head to joinhampton.com and submit an application. Hampton is invitation-only with an ~8% acceptance rate — you'll need to be an active founder or CEO of a tech-enabled business with at least $3M in annual revenue, $3M in capital raised, or a $10M+ previous exit. If accepted after a paper screening, structured interview, and community veto process, you pay an annual membership fee and get placed into a Core group of eight curated founders in your city. Your Core group meets in person ten times a year, facilitated by a trained moderator. Beyond that, you get access to local chapter events (dinners, workshops, signature experiences) and a private Slack network of 1,000+ members for rapid Q&A on business and personal topics.

Heylo: A group leader creates a branded group page on Heylo with their logo, colors, and a custom URL. They post events with all the details — location, time, registration caps, guest policies — and members get notified by push notification and email. Members RSVP, pay if there's a fee, and join event-specific group chats to coordinate. The leader can collect recurring membership dues, require waivers, screen new members before letting them in, and track attendance over time. Members manage everything from the app or web — no separate payment apps, no email threads, no spreadsheets.

What to love

Hampton: Extremely curated membership — ~8% acceptance rate ensures high-caliber peers. Core groups of 8 create real accountability and trust over time. In-person only meetings in your city — no Zoom calls pretending to be community. No-solicitation policy means nobody is trying to sell you anything. Bootstrapped company with long-term vision — not optimizing for a VC exit.

Heylo: Replaces GroupMe, Venmo, Google Forms, and email chains with a single platform. Completely free to use with no paywall or usage limits — Heylo only takes a cut of payments. Branded group pages with custom URLs look professional and are easy to share. Built-in payment collection, waivers, and member screening solve real operational headaches. Works on iOS, Android, and web so nobody is left out.

Reality check

Hampton: Pricing is not transparent — you have to apply just to learn the cost. Strict eligibility requirements exclude early-stage founders. Currently in 16 cities — if you're not in one, you're out of luck. No app — everything runs through a website and Slack.

Heylo: Not a friend-matching app — you need to already know about a group or start your own. Discovery of groups is limited; there's no curated marketplace of communities to browse. The platform's value scales with group size — solo users won't get much from it. Heylo's transaction fee on payments may not work for groups with tight budgets.

Søren's take

On Hampton: Hampton isn't for most people, and that's the point. If you're a tech founder doing $3M+ in revenue and you're tired of generic networking events full of people pitching you, this is the real deal. The Core group model — eight people, same group, ten meetings a year — creates the kind of trust and candor you can't get from a conference or a Slack community alone. The price tag and exclusivity will turn off a lot of people, but for the founders who get in, the ROI is reportedly massive. Just know that this is a long-term commitment, not a casual membership you dip into.

On Heylo: Heylo isn't a friendship app in the traditional sense — it's the infrastructure that makes community groups actually work. If you're running a running club and juggling Venmo requests, GroupMe threads, and Google Form RSVPs, Heylo consolidates all of that into one clean platform. The fact that it's free (they only take a cut when money changes hands) is a huge deal for volunteer-run groups. The limitation is discovery: Heylo doesn't help you find a group, it helps groups run better. If you're a group leader, this is a no-brainer. If you're looking for friends, you'll need to find the group first — but once you do, Heylo makes the experience seamless.