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 Allo Reached $10M Revenue With 5,000 Customers

<p class="p1">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?</p> <p …

Apr 01, 2026 · 22m

How TitanX Hit $9.7M ARR After Buying IP for $200K

<p class="p1"><strong>How do you turn $200K into a $9.7M ARR SaaS company with a $100M valuation by buying IP instead of building from scratch?<br /> <br /></strong></p> <p class="p3">Joey Gilkey …

Mar 25, 2026 · 15m

How TeamSupport Reached $10M–$25M ARR With 1,000 Customers | Grant Stanis

<p class="p1">How do you grow a customer support SaaS to <span class="s1"><strong>over 1,000 customers and $10M–$25M in ARR</strong></span> in one of the most crowded software categories, without trying to outspend …

Mar 18, 2026 · 16m

From $7M to $70M Revenue: How RealDefense Scaled Through Acquisitions | Gary Guseinov

<p class="p1"><strong>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 …

Mar 14, 2026 · 24m

How Ledge Reached $1M ARR with 24 Customers Paying $3K/Month | Tal Kirschenbaum

<p class="p1"><strong>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 …

Mar 05, 2026 · 26m

From $187M Ecommerce to $5M ARR SaaS: Spresso's Post-Bankruptcy Pivot to Enterprise Software | Jared Yaman

<p class="p1">How do you turn a failed public ecommerce company into a <span class="s1"><strong>$5M ARR enterprise SaaS platform serving ~$2M+ contracts</strong></span> — while rebuilding with capital efficiency after bankruptcy and …

Feb 26, 2026 · 28m

He Turned Pickleball Software into a $3M/yr SaaS

<p class="p1">How do you turn a niche offline sports business into <span class="s1"><strong>$3M in contracted ARR across 200 locations,</strong></span> while raising $8M and keeping pricing simple on a per-unit basis?</p> …

Feb 18, 2026 · 25m

Bootstrapping to $50M ARR in Vertical SaaS | Vantaca's HOA Software Playbook

<p class="p1">How do you build a vertical SaaS company to <span class="s1"><strong>~$50M ARR</strong></span> serving 6M homes — after bootstrapping to $5–10M without outside capital — and then 10x with a …

Feb 12, 2026 · 22m

How to Scale to $12M ARR: The Serial Founder Playbook for Vertical SaaS and Agentic AI

<p data-path-to-node="0">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 …

Feb 04, 2026 · 29m

How Dresma Hit $2M ARR With Usage-Based Pricing & AI-Powered E-Commerce Imagery

<p class="p1">Siddharth Sinha is the co-founder and CEO of <span class="s1"><strong>Dresma</strong></span>, an AI-powered platform helping global brands create studio-quality e-commerce imagery, videos, and localized content at scale.</p> <p class="p1">Launched in …

Jan 29, 2026 · 23m

Bootstrapping to $5M ARR: How Kukun Scales SaaS for Banks and Fintechs

<p class="p1">How do you grow a nearly $5M ARR SaaS with just 2 sales reps, while staying bootstrapped and capital efficient?</p> <p class="p1">Raf Howery is the founder and CEO of …

Jan 21, 2026 · 25m

Bootstrapped to $15M ARR: How Flipsnack Scaled Digital Publishing with SEO & $200K ACVs

<p class="p1"><strong>How do you scale a digital document tool to $15M ARR with 28,000 customers—without raising a dollar of VC?</strong></p> <p class="p2">Gabriel Ciordas did it by going deep on SEO, …

Jan 14, 2026 · 23m

How He Scaled a Niche SaaS to $14M/Year With No Funding

<p class="p1">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 …

Jan 07, 2026 · 23m

From $500K to $1.5M ARR: Bootstrapping VR SaaS for Trade Skills

<p class="p1">Sabari Nair, co-founder and CEO of Skillveri, joins Nathan to break down how he's scaling a VR-powered vocational training platform to <span class="s1"><strong>$1.5M ARR today</strong></span>, serving <span class="s1"><strong>100+ schools …

Dec 31, 2025 · 20m

Founder uses Genius Playbook to hit $1M revenue with no employees

<p class="p1">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 <span class="s1"><strong>18 million organic …

Dec 24, 2025 · 25m

Bootstrapping Through War to $6M ARR: A SaaS Founder Story

<p class="p1">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 …

Dec 17, 2025 · 25m

From $5K to $10M ARR: The ArcAds Founder's Playbook

<p class="p1">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 …

Dec 10, 2025 · 35m

From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

<p class="p1">Golf course SaaS founder <span class= "s1"><strong>Jason Pearsall</strong></span> shares how <span class= "s1"><strong>Club Caddie</strong></span> scaled from <span class= "s1"><strong>$450K to $9M ARR in 5 years</strong></span>, sold to <span class="s1"><strong>Constellation …

Dec 03, 2025 · 28m

Bootstrapped to $82M: How Callum Mckeefery Built Reviews.io from His Kitchen Table

<p class="p1">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 …

Nov 26, 2025 · 27m

He Used AI to Generate $6m Revenue at Dreamstories by Selling Childrens Books

<p data-start="816" data-end="937"><strong data-start="816" data-end="937">How do you scale a consumer AI company to 100,000+ paying customers… without raising VC and while staying profitable?</strong></p> <p data-start="939" data-end="1238">Ricardo, founder of <strong data-start="959" …

Nov 21, 2025 · 26m

Lemlist Revenue Hits $40M: CEO Charles Breaks Down $25M Claap Acquisition Deal

<p data-start="1234" data-end="1560">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. …

Nov 18, 2025 · 19m