He Was BORED at Meta so decided to Built 2 Startups | The Story of Shashank & Plutus

What if everything your financial advisor ever told you was designed to benefit *them*, not you? On this episode of the 1st10 Podcast, Boris Epstein sits down with Shashank Chiranewala, founder of Plutus, to unpack the unconventional journey that took him from investment banking to product leadership at Microsoft and Meta - and ultimately into building fintech startups. Shashank takes us through an unconventional founder journey: spotting a painful gap in U.S. immigration software while applying for his own green card at Meta, building a SaaS solution in a week out of sheer intellectual curiosity, getting acquired within 18 months - and then launching his *next* company before the ink on the acquisition paperwork had dried. Shashank is currently building Plutus to tear down the wall between everyday investors and the kind of sophisticated, research-driven portfolios that only hedge funds and ultra-wealthy individuals have historically been able to access.Specifically, don't miss the part where Shashank delivers blunt insights on Big Tech bloat, startup culture, hiring founding engineers, and how small elite teams can outperform massive organizations.PS: At Plutus, Shashank and his lean team of six are building a marketplace that matches everyday investors with bespoke, research-backed portfolios across 60+ themes and risk profiles, executing those strategies automatically inside the investor's own brokerage account. And right now, they're looking for their next founding engineer.Chapters00:00 Teaser02:04 Introductions & Ice-breakers06:04 The personality trait that keeps pushing him into startups09:22 A startup to solve his own problem12:06 The uncomfortable reality of Big Tech17:25 "AI probably won’t kill too many jobs"18:57 How a startup accidentally got acquired22:43 A spreadsheet with 70 startup ideas24:11 The investing problem that sparked a new company28:31 An investing system that's been rigged against you34:23 How Plutus is helping unlock hedge-fund-style portfolios37:58 Big Banks sell you stuff you don't need42:35 The DNA of Plutus' six-person startup team45:04 What it takes to join this team - and what you'll get50:48 Why Plutus doesn't sell AI (but uses a ton of it)53:13 The 5x-10x productivity boost from AI toolsQuotes:"I was routinely in meetings with 15 engineers getting paid over a million dollars a year!" - Shashank Chiranewala (13:42) "If you don’t have $100 million, you’re basically locked out of elite investment strategies." - Shashank Chiranewala (32:30) "No AI is ever supposed to be the customer product." - Shashank Chiranewala (51:12) "The broker has nothing to do with an actual investment strategy. Their incentives are completely misaligned. They want you to trade. They make money on commissions." - Shashank Chiranewala (39:49)"We're just building for the customer. And my customer needs to manage their money better." - Shashank Chiranewala (51:12)Follow:Spotify: https://podcasters.spotify.com/pod/show/1st10podcast Amazon: https://music.amazon.com/podcasts/7e8ec9af-f38c-4cd9-8c68-1c1dd4516b 27/1st10-podcastApple: https://podcasts.apple.com/us/podcast/1st10-podcast/id1760411207 Podcast: https://www.1st10.com/podcast YouTube: https://www.youtube.com/@1st10podcast Links:Shashank Chiranewala on LinkedIn: https://www.linkedin.com/in/shashank-chiranewala/Plutus (website): https://www.runplutus.comPlutus (LinkedIn): https://www.linkedin.com/company/runplutus/Seattle entrepreneurs raise cash for new startup aiming to democratize thematic portfolio investing - GeekWire: https://www.geekwire.com/2025/seattle-entrepreneurs-raise-cash-for-new-startup-aiming-to-democratize-thematic-portfolio-investing/Citrini Research: https://www.citriniresearch.comMusic by Roman Senyk from PixabayProducer: Shrikant Joshi