SaaS Interviews with CEOs, Startups, Founders

SaaS Interviews with CEOs, Startups, Founders

business

What if you knew data behind the fastest growing SaaS companies today? Each morning join Nathan Latka as he spends 15 minutes interviewing SaaS founders. You'll learn how SaaS CEO's launched their startup and grew it into a real SaaS business. SaaS Founders range from bootstrapped to funded, MVP to 10,000 customers, pre revenue to pre IPO.

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How 1Mind Hit $1M in 3 Months Selling $100k AI Sales Agents

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 …

May 13, 2026 · 25m
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Selling Check for $400M, Now Building a $1.5M ARR AI Startup

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 …

May 06, 2026 · 24m
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How Flossy Reached $4M ARR With AI Dental Receptionists

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 …

Apr 29, 2026 · 17m
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Flip Reaches $12M ARR with AI Voice Support for 250 Brands

How do you pivot a banned college ridesharing app into a voice AI company handling 300 million customer service calls? Brian Schiff is the co-founder and CEO of Flip, a …

Apr 22, 2026 · 24m
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Kadence Reaches $15M ARR Managing Hybrid Work for Revolut & Boeing

How do you completely reboot a dying hardware startup, restructure a heavy cap table, and pivot into a SaaS product doing $15M ARR? Dan Bladen is the co-founder and CEO …

Apr 15, 2026 · 20m
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How Buildern Reached $2M Revenue With 300 Customers | Hmayak Tigranyan

How do you build a construction SaaS to $2M in revenue with just $500K raised and get 95% of growth from SEO? Hmayak Tigranyan is the founder and CEO of …

Apr 08, 2026 · 18m
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How Allo Reached $10M Revenue With 5,000 Customers

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 …

Apr 01, 2026 · 22m
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How TitanX Hit $9.7M ARR After Buying IP for $200K

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, …

Mar 25, 2026 · 15m
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How TeamSupport Reached $10M–$25M ARR With 1,000 Customers | Grant Stanis

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 …

Mar 18, 2026 · 16m
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From $7M to $70M Revenue: How RealDefense Scaled Through Acquisitions | Gary Guseinov

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 …

Mar 14, 2026 · 24m
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How Ledge Reached $1M ARR with 24 Customers Paying $3K/Month | Tal Kirschenbaum

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 …

Mar 05, 2026 · 26m
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From $187M Ecommerce to $5M ARR SaaS: Spresso's Post-Bankruptcy Pivot to Enterprise Software | Jared Yaman

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 …

Feb 26, 2026 · 28m
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He Turned Pickleball Software into a $3M/yr SaaS

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 …

Feb 18, 2026 · 25m
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Bootstrapping to $50M ARR in Vertical SaaS | Vantaca's HOA Software Playbook

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 …

Feb 12, 2026 · 22m
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How to Scale to $12M ARR: The Serial Founder Playbook for Vertical SaaS and Agentic AI

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 …

Feb 04, 2026 · 29m
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How Dresma Hit $2M ARR With Usage-Based Pricing & AI-Powered E-Commerce Imagery

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 …

Jan 29, 2026 · 23m
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Bootstrapping to $5M ARR: How Kukun Scales SaaS for Banks and Fintechs

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 , …

Jan 21, 2026 · 25m
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Bootstrapped to $15M ARR: How Flipsnack Scaled Digital Publishing with SEO & $200K ACVs

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 …

Jan 14, 2026 · 23m
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How He Scaled a Niche SaaS to $14M/Year With No Funding

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 …

Jan 07, 2026 · 23m
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From $500K to $1.5M ARR: Bootstrapping VR SaaS for Trade Skills

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 …

Dec 31, 2025 · 20m
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Founder uses Genius Playbook to hit $1M revenue with no employees

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 , …

Dec 24, 2025 · 25m
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Bootstrapping Through War to $6M ARR: A SaaS Founder Story

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 …

Dec 17, 2025 · 25m
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From $5K to $10M ARR: The ArcAds Founder's Playbook

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 …

Dec 10, 2025 · 35m
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From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

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 …

Dec 03, 2025 · 28m
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Bootstrapped to $82M: How Callum Mckeefery Built Reviews.io from His Kitchen Table

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, …

Nov 26, 2025 · 27m
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He Used AI to Generate $6m Revenue at Dreamstories by Selling Childrens Books

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 …

Nov 21, 2025 · 26m
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Lemlist Revenue Hits $40M: CEO Charles Breaks Down $25M Claap Acquisition Deal

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 …

Nov 18, 2025 · 19m
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