Thirdspaces – We Found a Problem, But Not a Business

25 Jul 2025

What was the idea?

A marketplace for booking NYC bars and restaurants for group events, starting with large-party events like birthdays. Think “Opentable for large groups” where you select the packages and sign the contract up-front, rather than via forms and emails.

How did we form the idea?

While having burgers at Jackson Hole in the Upper East Side, my cofounder Jin and I imagined renting the restaurant to throw our own party. But there’s no easy way to book it. That gap reminded us how painful it was to book wedding welcome events. Unclear pricing, unclear venue availability, and slow replies. We saw the same problems when we and our friends tried to book NYC bars and private dining rooms for birthday parties. We realized we could make bookings easier for birthday parties, weddings, and other group events.

What did we try?

We marked the start of our company by creating a Slack workspace on June 12th, 2025. We focused on enabling instant booking at NYC bars and private dining rooms for birthday parties. We envisioned a mobile-friendly search engine for finding NYC bars and restaurants. One that displays private event spaces, packages, real-time pricing, and availability, all with instant booking.

We quickly validated the idea with friends who have also gone through the existing process: Submitting a form, receiving availability and a PDF with details over email, selecting the packages, and finally e-signing the contract. It seemed a no-brainer: consumers preferred the seamless and transparent approach. So, we scraped venues that were in trusted lists like Infatuation and Timeout, and what we knew was trendy. We created a landing page getthirdspaces.com, and an Instagram account. We were ready to go.

We based the initial market size on a fee-based pricing model for confirmed bookings. This was a fairly large opportunity in NYC alone. We realized our model depended on venues using the platform… without them, we couldn’t take a fee. So, we pivoted the initial search engine plan to instead focus on a tool that helps bars/restaurants manage their private events inquiries. Thus, they maintain the pricing and availability data we need for the consumer experience, and we can charge for confirmed bookings.

We started a spreadsheet to track outreach and began cold-calling bars near us. We also visited bars and became friends with a bartender who was kind enough to derail our research by giving us free drinks. We quickly learned our main competition was inaction, such as using email (maybe a form), phone, or walk-ins. Second, was Tripleseat, a heavy-weight event CRM platform. We also saw some newer companies like PerfectVenue and WaltzIn used.

From these conversations, we learned:

We also spoke with a few folks who are working on similar event booking companies and learned:

Despite the headwinds, we built and tested three prototype flows to demo to bars and restaurants. Through three iterations, we quickly learned that event booking is a messy inconsistent process. This led to two major decisions:

  1. Solution approach: Simplify packaging + processes and re-educating owners, or supporting their existing, often inconsistent, processes.
  2. Target customer: Start with either bars or resteraunts, since each has a different booking flow and sales cycle.

In the end, we made a third and final decision: to shut down ThirdSpaces.

Why we’re stopping

We found a problem. But:

So, what did we learn?

First, marketplaces only work when both sides care. Consumers want speed in booking, simplicity in picking packages, and fairness in pricing. They’d happily use ThirdSpaces. But, venues aren’t incentivized to change and digitize, thus we don’t have the data for the consumers. Jumpstarting this marketplace is difficult. We respect how PerfectVenue is directly taking on Tripleseat’s CRM business to get the restaurants on their platform before they, one day, make their shift to instant booking.

Second, move fast to learn fast. Want to learn about a competitor? Request a demo and message them on LinkedIn. Want to talk to users? Reach out directly, show up where they are, or ask someone for an intro. Need a landing page? Pick a domain and launch it. Keep making forward progress. You’ll learn more and waste less time thinking.

Third and last, use AI sparingly for anything other than web searches and proofreading. Real learnings come from talking to people and connecting your own dots. AI won’t give you real user feedback. And generating endless prototypes is like pulling a slot machine. It’s addictive, but rarely useful. Be deliberate. Think clearly. That’s what actually drives progress.

What we’d do differently next time

Final thoughts

We’re walking away with lessons we couldn’t have gained any other way.