Private, Bootstrapped, & Profitable: How Rajesh Jain Scaled to Over $100M As a Solo Founder
SaaS Interviews with CEOs, Startups, Founders
Release Date: 12/24/2024
Woah! Unicorn Founder Quits Unicorn During $213M Raise, Launches Something Bigger
SaaS Interviews with CEOs, Startups, Founders
Ry Walker, serial entrepreneur and founder of Tembo.io, walked away from his first company, Astronomer.io (yes the Coldplay one) during their $213 million Series C in 2022. The company was doing tens of millions in revenue. Now, he's building Tembo.io, an AI developer teammate that's already processing 1,000+ merged pull requests for 200 organizations just 2 months after pivoting. He previously co-founded Astronomer in 2015, which has raised $380-390 million total and is now estimated at $80-100 million ARR, but took a rare secondary exit in 2022 to return to his true passion: early-stage...
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He Makes $20m/Yr Selling Digital Robots to Companies
SaaS Interviews with CEOs, Startups, Founders
Bassem Handy, CEO of Briq.com, survived the VC apocalypse by firing 215 humans and replacing them with robots, growing from burning $1M/month to hitting $25M ARR with just 135 employees. After raising $50M including a peak-bubble Tiger Global round, he took a flat $150M valuation in 2024 and used his own robot technology to automate 80% of his sales team, achieving the lowest customer acquisition costs in company history. In this episode, he reveals exactly how he got 600 companies to pay him $2,000-$5,000/month for robots that process 2.6 million automation minutes monthly, and his plan to...
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How This 25 Year Old College Kid Built a $500K/Month App Empire
SaaS Interviews with CEOs, Startups, Founders
Sid Bendre and his co-founders at Oleve built a $6 million ARR mobile app empire with just 6 people, generating $500,000 monthly revenue and 10-30% profit margins from their education apps Quizzard and Unstuck. Their first TikTok video exploded to 2.3 million views overnight, converting to 10,000 users instantly, and they've since scaled to 4 million total downloads by running 6-7 A/B tests simultaneously and building AI agents that automatically find app store arbitrage opportunities. In this episode, Sid reveals their exact "milk the alpha" playbook for building million-dollar apps in any...
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My Agent Army Brings Me $500,000 Per Month (Exploding SaaS)
SaaS Interviews with CEOs, Startups, Founders
Romain Torres bootstrapped ARCads.ai from zero to $6 million ARR in just 16 months with only 5 employees, achieving an extraordinary $1.2 million in revenue per employee while staying completely profitable. He launched in January 2024, hit $5,000 MRR in his first week, crossed $1 million ARR by June 2024, and recently added $1 million in new ARR in a single month between April and May 2025. His secret weapon is an arsenal of over 100 AI agents built in Gumloop that automate everything from competitor research to content creation, allowing his tiny team to serve 4,000+ customers and compete...
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AI Tool Hits $3.2m Revenue in 18 Months Using 7 Growth Tactics (Copy!)
SaaS Interviews with CEOs, Startups, Founders
Ricardo Ghekiere bootstrapped BetterPic.io from $3,000 to $270,000 monthly revenue in just 12 months, building a $3.2M revenue AI headshot empire with 13 people and zero churn using a one-time purchase model. His affiliate program converts at 12% (versus the industry standard of 0.5-1%) with just 7 top performers driving $77,000 monthly revenue, while generating $230,000 revenue per employee. In this episode, Ricardo screen-shares his actual affiliate dashboard and revenue metrics, revealing his 7-channel growth system that compounds SEO, affiliates, and free tools to capture 500 daily leads...
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Mobile App King: 2 Lines of Code Make Him $3.6 Million Per Year
SaaS Interviews with CEOs, Startups, Founders
Jake Mor is the founder of Superwall (superwall.com), a mobile app paywall platform that generates $3.6 million ARR with just 12 employees by powering over 100 million paywall views monthly for 3,000 customers. His company processes $25-50 million in customer revenue each month and has built over 4,000 custom paywalls while facilitating 4-5 million new user conversions monthly across their customer base. Jake reveals his exact hybrid PLG-to-enterprise strategy that starts customers at $200-300 monthly on self-serve plans then graduates them to $1,000-1,500 negotiated enterprise deals, plus his...
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How I Built It: $6M/Year Email AI Platform (Bootstrapped)
SaaS Interviews with CEOs, Startups, Founders
Alan de Souza built Reachbox.ai (Zapmail), an AI-powered cold email outreach platform offering email warmups, campaign automation, and lead enrichment. He scaled from zero revenue to $6 million ARR in just 18 months, serving 4,500 paying customers at $110 average revenue per user while growing 25% month-over-month with only 7.5% churn rate. His 27-person team generates $230,000 in revenue per employee, with 280 active affiliates driving 35% of all customers through a 20% lifetime commission program that pays out over $50,000 monthly. In this episode, Alan reveals how he added $5 million ARR in...
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Bootstrapper Hits $3.5m, 0 Team Members using new 3x Growth Formula
SaaS Interviews with CEOs, Startups, Founders
John Rush went from building 7 VC-backed startups as a CTO to creating a $3.5 million ARR empire of 20+ AI tools, with his biggest product SEO bot generating $120,000 monthly recurring revenue using just a 2-person team. He reveals his exact 30-30-30 growth formula (30% SEO, 30% cross-promotion, 30% social media) and how his listing bot makes over $50,000 per month selling one-time payments to 1,000 new customers monthly who want access to his database of 20,000+ directories. In this episode, John screen-shares his actual Stripe dashboard showing the revenue growth and breaks down how he...
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How I Built my AI Tool SubMagic to $667k/Month With a Tiny Team and No Funding
SaaS Interviews with CEOs, Startups, Founders
28-year-old French founder David Zitoun bootstrapped Submagic to $8 million ARR in just 3 years with only 13 employees, generating $615,000 revenue per employee without raising a single dollar of VC funding. He reveals how he hit $1 million ARR in exactly 90 days using the most generous affiliate program in SaaS - paying 30% lifetime commissions to 10,000+ affiliates who now drive $1.6 million of his annual revenue while processing 5-10,000 new signups daily. David breaks down his contrarian playbook including why 70% of his team has no college degrees, how he converts 2,500 new customers...
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18 Year Old Got Paid $2.9m Last Month for New AI Mobile App
SaaS Interviews with CEOs, Startups, Founders
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