Handwrytten Sends 6 Million Fake Handwritten Notes a Year and Makes $10M
Top Founders
How do you build a $10M business by teaching robots to write handwritten notes with real pens, and do it with zero outside investment for 12 straight years? David Wachs sold his text message marketing company for eight figures in 2012, started Handwrytten the next day, and has bootstrapped it to 200 custom-built robots in a Phoenix facility sending 350,000 notes per month. He owns 100% of the company, took $350K in profit last year, and is targeting $10 to $11M in revenue this year. You'll learn: Why David thinks physical CapEx is now a competitive moat in the AI era, and why he is glad he...
info_outline
Featherless: $3.6M Revenue Running 6,700 Open Source AI Models — Eugene Cheah
Top Founders
How do you go from a pricing experiment inside a failing product to $3.6 million in annual revenue with 10,000 customers — in under two years and with zero paid marketing? Eugene Cheah is the co-founder and CEO of Featherless.ai, the largest open source LLM inference provider on Hugging Face. He co-created RWKV, the first attention-free AI architecture under the Linux Foundation, and today runs a 27-person team serving customers that pay anywhere from $25 a month to $2 million a year. You'll learn: Why Featherless started as an accident — a pricing experiment that outperformed the...
info_outline
Gather AI: $15M Revenue With Drones and 170% Net Retention - Sankalp Arora
Top Founders
How do you build a $15M revenue business by teaching autonomous drones to find missing sneakers in warehouses, and get customers to more than double their spend every single year? Sankalp Arora is the founder and CEO of Gather AI, a physical AI company that uses autonomous drones and computer vision to track inventory in real time across warehouses. He holds a PhD in robotics from Carnegie Mellon, built the world's first safe autonomous helicopter for DARPA, and today has 30 to 40 customers paying an average of $500K per year with net revenue retention of 170%. You'll learn: Why Sankalp...
info_outline
Tive Hit $100M Revenue After a Down Round and $10K in the Bank
Top Founders
How do you go from $10,000 left in the bank and a down round to $100 million in annual revenue — without ever seriously considering quitting? Krenar Komoni is the founder and CEO of Tive, a hardware-plus-SaaS company that tracks shipments in real time across trucks, ships, and planes worldwide. He started in his basement in 2015, charging his father-in-law $19.99 a month, and today has 1,300 customers — nine of which pay over $1 million per year — at a $545 million valuation. You'll learn: Why Krenar almost went bankrupt twice and laid off 75% of his team — and what kept him going...
info_outline
Golf Genius: $53M ARR, $10M Self-Funded, Zero VC — Mike Zisman
Top Founders
How do you build a $53M ARR software company, stay profitable for eight straight years, and give 60% of the cap table to your employees — without ever taking a venture check? Mike Zisman is the founder and CEO of Golf Genius, the dominant tournament management and handicapping platform for golf clubs worldwide. He self-funded $10M of his own money as interest-free debt, did 10 acquisitions before hitting $60M in revenue, and today sits on $14M cash while printing 20% EBITDA margins with 300 employees across the US and Cluj, Romania. You'll learn: Why Mike structured his entire $10M...
info_outline
$28M Series A at $100M Val: The Pest Control SaaS Nobody Saw Coming
Top Founders
How do you build a $100M SaaS company by charging apartment residents $5 a month to keep rats out of their bedroom? Justin Clements is the co-founder and CEO of PestShare, an on-demand pest control platform embedded inside property management software. He bootstrapped from 2019 to 2020, raised just $5M over two rounds, then closed a $28M Series A at a $100M valuation in 2025, the same year he crossed $10M ARR. You'll learn: — Why PestShare's revenue model is structured like a warranty, and why that makes it nearly impossible to churn — The difference between contracted ARR and live...
info_outline
He Lost $50/User to Build a $30M ARR AI Empire (Fathom)
Top Founders
How do you go from 0 to $30 million in ARR in just 3 years while purposely losing money on every single free user? Richard White is the founder and CEO of Fathom, a free AI meeting assistant used by hundreds of thousands of professionals daily. After running UserVoice for nearly two decades, Richard entered the hyper-competitive AI transcription war against giants like Zoom, Otter, and Firefly. Instead of playing the traditional VC game, he gave the product away, lost $50 per user, and built an absolute rocket ship that dominates through bottom-up distribution. You’ll learn: — Why...
info_outline
How 1Mind Hit $1M in 3 Months Selling $100k AI Sales Agents
Top Founders
How do you hit $1 million in contracted revenue in three months and achieve 211% net dollar retention in your first year? Amanda Kahlow is the founder and CEO of 1Mind, an AI platform building go-to-market superhumans that replace SDRs, AEs, and sales engineers. You’ll learn: - How to sell AI software for $100,000 to $400,000 using flat subscription pricing instead of metered models. - The unit economics of replacing 89 SDRs and 19 sales engineers with a single custom agent. - How they maintain 80 to 90 percent SaaS margins while running heavy LLM operations. - The strategy...
info_outline
Selling Check for $400M, Now Building a $1.5M ARR AI Startup
Top Founders
How do you build a $1.5 million ARR enterprise AI platform after previously selling a fintech startup for nearly $400 million? Ahikam Kaufman is the CEO of SafeBooks AI, an agentic data automation platform for the office of the CFO. You’ll learn: - How to charge $125,000 ACVs by pricing against the cost of an accounting headcount. - Why the company raised a $15 million seed round just to build their initial data architecture. - How they landed a $300,000 engagement in their first year of going to market. - The exact strategy Ahikam used to distribute $25 million in retention bonuses during a...
info_outline
How Flossy Reached $4M ARR With AI Dental Receptionists
Top Founders
How do you survive shutting down during the pandemic, pivot a heavily funded business model, and rebuild a team of 8 into a $4M ARR AI powerhouse? Miles Beckett is the CEO of Flossy, a verticalized AI receptionist that automates patient booking and engagement for dental practices. After successfully building and exiting two previous startups for tens of millions, Miles raised a $15M Series A for a dental discount plan. When the market shifted, he pivoted the company entirely to voice AI, made hard cuts to the team, and found explosive product-market fit. Today, Flossy is growing 60 to 70...
info_outlineHow do you turn a niche offline sports business into $3M in contracted ARR across 200 locations, while raising $8M and keeping pricing simple on a per-unit basis?
Ben Borton is the Co-Founder of PodPlay Technologies, a vertical SaaS platform powering pickleball and racquet sport venues. What started as internal software for his own ping pong spaces is now a $3M contracted ARR business serving 200 locations and roughly 2,000 courts, with ACVs ranging from $10k–$15k and an $8M Series A completed in 2025.
This business is interesting because it didn’t start as software. Ben built PodPlay to solve utilization and operations inside his own physical venues, where courts generated $30 per hour at 70% utilization. The SaaS product is now growing faster than the brick-and-mortar business — proving that real-world operational pain can be the most durable GTM wedge in vertical software.
You’ll learn:
— How Ben validated the SaaS by first using it inside a venue doing $100k–$400k in annual revenue
— The exact per-court pricing model and why ACVs land between $10k–$15k for larger operators
— How software-only contracts at $2k–$6k expand into $10k+ hardware-inclusive deals
— Why 70% court utilization at $30/hour created the margin profile to fund early product development
— How founder-led sales drove growth from first external customers in 2023 to $3M contracted ARR
— The GTM motion behind signing 200 locations without a traditional enterprise sales team
— How viral video sharing from players became an organic acquisition channel for physical venues
— Why vertical SaaS embedded in real-world workflows wins over generic booking tools
— How spinning out the software into a separate entity unlocked an $8M Series A
— What operators should consider before raising capital versus compounding through cash flow
Ben’s background spans fintech, hedge funds managing $300M AUM, and early-stage investing before launching his own venues in 2020. He opened PingPod during COVID, optimized for utilization and unit economics, and then spun out the internal software into PodPlay once external demand became clear. The capital raise was deliberate: sell 13–18%, accelerate distribution, and double down on category leadership.
This episode is for founders building vertical SaaS, operators sitting on proprietary workflow data, and investors looking for software businesses born out of real revenue. If you’re thinking about pricing per unit, founder-led GTM, or when to separate software from services, this is a masterclass in capital-efficient category creation.
• Watch this episode on YouTube: https://www.youtube.com/watch?v=SB8bmy8LylI
• Connect with Ben: https://podplay.app/
• Connect with Nathan: FounderPath.com