The 3 Best SaaS Interviews with CEOs, Startups, Founders Podcast Episodes
1) 1533 How Greenrope CRM Bootstrapped to $2.7M in ARR
I started in the Internet Marketing space in 2000, when I co-founded one of the world's first email service providers, CoolerEmail. As a pioneer in responsible email marketing, we grew CoolerEmail int...Show More
2) 1571 Can You Figure Out Why He Won't Pay $30 to Get A $60/mo Customer?
Founder and CEO of SoMeCentral. 53 tech founder of SoMeCentral. SoMeCentral is the first SoMe tool of its kind, and we help companies to work closely together with employees for the purpose of boostin...Show More
1571 Can You Figure Out Why He Won't Pay $30 to Get A $60/mo Customer?
12:18 | Nov 12th, 2019
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3) 976 How JotForm Passed 3m Users, $45m in ARR Without Raising Capital
Steve Hartert is Chief Marketing Officer at JotForm.com, with responsibility for marketing programs, brand management and corporate partnerships. Prior to joining JotForm, he was president of Hartert ...Show More
976 How JotForm Passed 3m Users, $45m in ARR Without Raising Capital
19:52 | Mar 27th, 2018
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4) 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 growth-at...Show More
5) 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 is the Co-Founder of PodPl...Show More
6) 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 round instead of giving up control? Ben...Show More
7) 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 a dominant lega...Show More
8) 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, Dr...Show More
9) 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, a B2B property data platform powering white-...Show More
10) 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 onboarding, and closing six...Show More