Jack Fine

I’ve been building Stevie in private. Now I’m building in public. Stevie is an all-in-one AI travel concierge that helps you plan and book trips while earning points designed to be backed by index funds — not points that expire, sit idle, or get devalued. I’ll be sharing product updates, lessons, mistakes, and the process as I build. Comment with any questions — would love feedback.

@agazdecki The chaos is real, but building something you actually care about makes it worth it.

Entrepreneurs choose a chaotic path in life. They work insanely hard for sometimes decades to build their startup because they’re driven by purpose and love building. Shout out to all the crazy ones.

@ankurnagpal This is exactly what we’re building with Stevie. AI travel that learns your preferences, rewards, and style over time.

A startup I'd love to use and invest in: AI for booking travel Give me a Whatsapp bot for booking travel that has full context on my loyalty programs, credit card and travel preferences The AI books for me, and slowly learns how I like to travel making switching costs high

@skift Travel is moving from search and compare to ask and execute.

Agentic AI isn’t just changing travel - it’s challenging the legacy systems behind it. As Vivek Bhogaraju explains, the shift is toward AI agents that can execute tasks, not just generate responses. 📰 Read more: hubs.li/Q04fY36p0

@CricTalk29 launching fast. You learn faster from users than assumptions.

Hey Founders🧑‍💻 What matters more in the beginning? - Launching fast.🚀 - Improving consistently.🔁 Which one helped you more? 👇

@danmartell A-players raise the ceiling. B-players lower the standard.

Your team reflects your standards. Not your intentions.

@travelhacked This is why rewards need a multiplier. Points sit idle while everything else gets more expensive. Stevie helps turn travel rewards into value that can grow while you sleep.

Transfer Chase points to Southwest and get a 30% transfer bonus! Now until June 5th

@CesareDadamo Polishing the final touches now. Shipping next week :)

What holds you back from shipping today? What do you think would happen?

Fun fact: Americans have $33B+ in unused credit card rewards sitting idle. Comment your points balance and I’ll show how Stevie would optimize it.

@garyleff This is exactly where AI wins. Learn my taste, skip the tourist traps, book what actually fits me.

The Travel Review Trap In Europe — How I Avoid Bad Hotels And Restaurants Built For Tourists - View from the Wing viewfromthewing.com/the-travel-rev…

@cyberspacenexus 100%. Trust has to come before scale.

@JckFine AI + financial data high value target have you stress tested your data handling?

I’ve been building Stevie in private. Now I’m building in public. Stevie is an all-in-one AI travel concierge that helps you plan and book trips while earning points designed to be backed by index funds — not points that expire, sit idle, or get devalued. I’ll be sharing product updates, lessons, mistakes, and the process as I build. Comment with any questions — would love feedback.

@sherifgjini anything is possible!

Founders, is it possible to raise a dead product after multiple fails?

@TheCryptoBolt building an audience I believe

Hardest skill in tech today? A. Writing code B. Solving real problems C. Building an audience D. Learning continuously

@Priya_Upadhyay_ going with product market fit

Which is better : 1. To have a perfect tech stack or 2. A perfect product market fit.

@S_N_SH_E_ not yet, but eventually

Be honest: Do you really believe someone with zero technical depth can build a long-term tech company using only AI tools?

@Steezehuman points that don't lose value to inflation

what's more valuable than money?

@GurpriyaSidhu agree with this

Fail more. Get comfortable with failing. If you are only winning, you are not taking audacious bets. Wins build confidence. Failures build character.

@DudeWhoInvests great content

90,000 followers is pretty damn cool. Never ever thought my account would get this big. Thank you to everyone supporting my passion in any way possible. Posting content is super fun for me and the fact that people follow me and read my stuff is awesome. I love you guys. ❤️

@Gavel_on_X Exactly. You create momentum by showing up before you feel ready.

You can’t wait for inspiration. You have to go after it with a club. Jack London