Fayl Tales
Behind every startup success story is a trail of mistakes, pivots, broken plans and brilliant comebacks.
Fayl Tales is the podcast where entrepreneurs, founders, investors and early employees share the real side of building something new - the failures that shaped them, the lessons they learned the hard way, and the resilience it takes to keep going.
Hosted by Loveth, each episode dives into the raw, funny and honest moments most business stories leave out - so you can learn faster, fail smarter, and feel less alone on your own journey.
Follow the show for weekly conversations that prove: failure isn’t the end, it’s part of the story.
Fayl Tales
Why Group Trips Never Happen and How Jay Raval Is Trying to Fix It
Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.
If you’ve ever tried to plan a group trip and watched it fall apart in the group chat… this one’s for you.
In this episode, I sit down with Jay Raval, co-founder of Troopa — an AI-powered travel planning platform built around one simple truth: someone always ends up doing all the work.
Jay walked away from a stable consulting career to build a startup that’s part AI, part collaboration tool, and very human. We talk about what it’s actually like to make that leap — the self-doubt, the imposter syndrome, the messy middle, and the mistakes you only see once you’re in it.
We cover:
- Why quitting consulting “sounded like a stupid decision”
- The reality of building an AI product (and how expensive APIs get… fast)
- Why “build it and they’ll come” is a lie
- Underestimating marketing and distribution from day one
- Being told by a VC not to raise money
- Building in public without becoming a self-help guru
- And why travel planning is emotional, not just logistical
This is a candid, grounded conversation about startups, risk, and learning as you go, not just the highlight reel.
Follow us on all platforms!
Instagram ~ @fayltales
Tiktok ~ @fayltales
LinkedIn ~ @fayltales