Top Founders

How do you grow an AI phone system to 5,000 customers and roughly $3M ARR in under two years while still aiming for $10M in revenue this year? Jeremy Goillot is the founder and CEO of The Mobile First Company, which launched Allo as its first product. Allo is an AI phone system and dialer for small businesses, now serving around 5,000 customers with average revenue above $160 per month and a goal...

How do you turn $200K into a $9.7M ARR SaaS company with a $100M valuation by buying IP instead of building from scratch? Joey Gilkey is the founder of TitanX, a sales intelligence platform generating $9.7M ARR after launching in 2024. The company serves enterprise sales teams with contracts ranging from $24K to $250K annually, with its largest deals exceeding seven figures. What makes TitanX inte...

How do you grow a customer support SaaS to over 1,000 customers and $10M–$25M in ARR in one of the most crowded software categories, without trying to outspend the giants on marketing? In this episode, Nathan sits down with Grant Stanis, CEO of TeamSupport. The company provides B2B customer support software used by more than 1,000 companies and generates between $10M and $25M in annual recurring r...

How do you rebuild a declining cybersecurity company into a $70M revenue platform with ~$25M EBITDA after buying it back for under $10M, while scaling primarily through acquisitions and debt instead of venture capital? Gary Guseinov is the CEO of Realdefense, a consumer cybersecurity and privacy platform that generates roughly $70M in annual revenue with $20–25M in EBITDA. Gary originally founded...

How do you build an AI SaaS company to $1M+ ARR with just a few dozen customers and raise a Series A at a 20x+ revenue multiple while competing against general-purpose AI tools? Tal Kirschenbaum is the Co-Founder and CEO of Ledge, an AI-native financial close platform helping finance teams automate the month-end close process. Just three years after writing the first line of code, Ledge has reache...

How do you turn a failed public ecommerce company into a $5M ARR enterprise SaaS platform serving ~$2M+ contracts — while rebuilding with capital efficiency after bankruptcy and avoiding the growth-at-all-costs playbook? In this episode, Nathan sits down with Jared Yaman, co-founder of Spresso and former founder of Boxed, the bulk ecommerce company that scaled to $187M in revenue before its IPO an...

How 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...

How do you build a vertical SaaS company to ~$50M ARR serving 6M homes — after bootstrapping to $5–10M without outside capital — and then 10x with a minority PE round instead of giving up control? Ben Currin is the CEO of Vantaca, a vertical SaaS platform powering community association management companies. Since launching in 2018, Vantaca has grown to ~500 customers managing 50,000 communities an...

How do you scale a vertical SaaS platform to $12M ARR while navigating the aggressive valuation overhang of 2021 and a founding team transition. Matt Spiegel is building Lawmatics into a dominant legal CRM by leveraging a serial founder playbook that prioritizes high ARPU and agentic AI over traditional SaaS metrics. Matt Spiegel is the founder and CEO of Lawmatics, a legal marketing and CRM platf...

Siddharth Sinha is the co-founder and CEO of Dresma , an AI-powered platform helping global brands create studio-quality e-commerce imagery, videos, and localized content at scale. Launched in 2020, Dresma helps brands like Puma localize product imagery across markets using AI models, data intelligence, and automated workflows. The company now serves ~28 customers, generates ~$2M ARR, and has grow...

How do you grow a nearly $5M ARR SaaS with just 2 sales reps, while staying bootstrapped and capital efficient? Raf Howery is the founder and CEO of Kukun , a B2B property data platform powering white-labeled tools for banks, fintechs, and insurers. After quitting a $1M/year consulting role, he built Kukun to serve ~25 enterprise clients, each paying $10K–$50K/month. The team now processes ~500,00...

How do you scale a digital document tool to $15M ARR with 28,000 customers—without raising a dollar of VC? Gabriel Ciordas did it by going deep on SEO, mastering self-serve onboarding, and closing six-figure enterprise contracts—all while owning 100% of the business.   Gabriel Ciordas is the founder and CEO of Flipsnack, a digital magazine and brochure platform. Since launching in 2011, he's grown...

Volie quietly hit $1.2M in monthly revenue ($14M+ per year) selling BDC communication software to car dealerships — fully bootstrapped. In this episode, Scott Davis (President & Co-Founder) breaks down how Volie scaled from 4 customers in 2017 to powering 2,000 dealership rooftops across 300 store groups, all while maintaining a 16% profit margin and retaining ~85% ownership — plus whether he'd ta...

Sabari Nair, co-founder and CEO of Skillveri, joins Nathan to break down how he's scaling a VR-powered vocational training platform to $1.5M ARR today , serving 100+ schools in the U.S. , with $350K enterprise contracts — and why he believes immersive training plus SaaS pricing is the future of skilled labor education. In this episode, Sabari explains how Skillveri combines VR software subscriptio...

In this episode, we sit down with Andrew Fennell, founder of Standout CV, to unpack how he built and scaled a resume-builder SaaS to over 18 million organic visitors , $30K MRR , and $1M+ in lifetime revenue — without venture funding. Andrew walks through his SEO-first go-to-market strategy, pricing evolution, churn reduction, and the exact content and link-building tactics that helped him win in...

Vlad Malanin, MD, PhD and co-founder of SpeedSize, shares how he scaled an AI-powered media optimization SaaS from $400K to $6M ARR with just 25 employees. SpeedSize helps enterprise and mid-market brands deliver high-quality images and video without sacrificing site performance, serving over 200 global customers. In this episode, Vlad breaks down SpeedSize's capital-efficient growth strategy, ent...

Romain Torres is the founder of ArcAds.ai, an AI-powered video ad platform that helps marketers create and scale ad creatives with zero production overhead. In just 20 months, he scaled the company from $5K to over $10M in ARR—completely bootstrapped. In this episode, Romain shares how he validated demand without even having a dashboard, the growth playbook that drove viral traction, and the three...

Golf course SaaS founder Jason Pearsall shares how Club Caddie scaled from $450K to $9M ARR in 5 years , sold to Constellation Software (CSI) , and keeps growing with 600+ golf courses paying ~$15K ACV. If you're building vertical B2B SaaS , this is a masterclass in niche focus, capital efficiency, and smart deal-making. Jason breaks down why he built an end-to-end ERP for golf courses , how he us...

Callum Mckeefery built Reviews.io from scratch with his wife—no funding, no equity dilution, and no fluff. In this episode, he shares how they scaled to $12M ARR, outpaced VC-backed competitors, and exited for $82M in an all-cash deal. He breaks down the exact viral loop that created SEO-fueled growth, how they hit $240K revenue per employee, and why he chose not to give employees equity—but still...

How do you scale a consumer AI company to 100,000+ paying customers… without raising VC and while staying profitable? Ricardo, founder of DreamStories.ai , joins Nathan to break down how he built an AI-powered personalized children's book studio that's already done $3M+ in lifetime sales , with average order value around $60 — and why most people misunderstand how to scale paid acquisition for an...

Lemlist revenue has passed $40M revenue with strong profit margins as CEO Charles Tenot breaks down their $25M Claap acquisition and Lemlist's path to $100M revenue by 2028. He explains how Claap reached $2M ARR with a 7-person team and why Lemlist used a mix of cash, vendor loans, and convertible bonds to structure the deal.  

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...

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...

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 simult...

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 se...