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) 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 on marketing? In this episode...Show More
5) 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 instead o...Show More
6) 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 general-purpose AI tools? Tal Kirschenbaum is th...Show More
7) 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
8) 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
9) 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
10) 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