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SaaS Interviews with CEOs, Startups, Founders

Latest episodes

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Nov 7, 2024 • 21min

42 year old lawyer convinces 200+ Construction Companies to Pay $4k+ Per Year for his Legal Software

Josh Levy, CEO of Document Crunch, brings a wealth of legal expertise from the construction sector. He discusses the overwhelming legal challenges faced by construction companies and how his software addresses these needs. Josh shares insights into the startup journey, including the evolution of their product and the importance of customer acquisition. He highlights the implications of their Series A funding round and the strategies driving impressive sales growth. The conversation is rounded out with personal reflections on growth and the future direction of the company.
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Nov 5, 2024 • 21min

Pendo Shares Board Deck Slides, Breaks $200m Revenue, Lessons with Co-Founder Eric Boduch

Eric Boduch, Co-founder of Pendo, reveals the secrets behind scaling a SaaS company to over $200 million in revenue. He discusses their impressive marketing strategy that generated 2,842 leads in a single quarter, including the success of webinars as a cost-effective tool. Boduch also shares insights on adapting marketing strategies amid rising costs and the importance of agility in a competitive landscape. Finally, he offers a glimpse into Pendo's future growth prospects and the strategic positioning they are pursuing.
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Oct 31, 2024 • 16min

His cap table will shock you. $100m revenue, $750m valuation in his series D with Coro Co-Founder Dror Liwer

In this discussion, Dror Liwer, co-founder of Coro, a cybersecurity company specializing in solutions for mid-sized and small businesses, shares insights from navigating significant growth and funding rounds totaling $282 million. He reveals the complexities of managing equity dilution while tackling a $750 million valuation. The conversation highlights the evolution of cybersecurity products, the rise of modular solutions, and strategic decisions about expansion, all set against the backdrop of an increasingly digital threat landscape.
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6 snips
Oct 29, 2024 • 20min

Founder stuck at $8m revenue, burning $400k/month shares Profit and Loss, How he turned things around with Proposify CEO Kyle Racki

Join a candid discussion about the bumpy road to recovery for a SaaS company grappling with a significant revenue plateau. The CEO reflects on tough decisions, including a painful layoff, and shares insights on what led to the company's $400k monthly burn rate. Discover the importance of effective leadership in turning around product development and driving growth. Learn how introducing new talent and focusing on customer value reignited the company's path to profitability and sparked renewed success.
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5 snips
Oct 24, 2024 • 23min

Bending Spoons just bought his company for $100,000,000+ with Issuu CEO Joe Hyrkin

Joe Hyrkin, former CEO of Issuu and a pioneer in digital publishing, discusses his journey from launching the platform in 2006 to achieving $50 million in revenue. He shares insights on Bending Spoons' strategic acquisition for over $100 million and the motivations behind the decision. Joe explains the complexities of navigating market conditions, the challenges of predatory lending, and the nuances of startup financing. With firsthand experiences, he sheds light on the M&A process and offers valuable advice for entrepreneurs considering exit strategies.
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Oct 22, 2024 • 27min

She invented Gmail Send Later in 2010. Bootstrapping to $10m revenue with Boomerang CEO Aye Moah

Discover the journey of the CEO who launched a pioneering email management tool in 2010. Learn how the innovative freemium model drove impressive growth, reaching 10k downloads quickly. Uncover the importance of a lean team mentality that prioritizes efficiency over size. Explore the balance between maintaining control and pursuing steady growth while engaging with the community. Can their strategic experimentation in user conversions propel them to $12 million ARR? Tune in for insights on navigating success in the fast-paced SaaS landscape.
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Oct 17, 2024 • 20min

Adam Robinson Shares Profit and Loss, $22m Revenue, Strategy behind Linkedin and Lawsuit

In this discussion, Adam Robinson, the founder of Retention.com and RB2B, shares insights from his journey to generating $22 million in revenue through innovation and bootstrapping. He reveals his strategies for leveraging LinkedIn for lead generation and achieving an impressive 8% conversion rate. The conversation dives into the complexities of profit-loss dynamics and the psychological hurdles facing entrepreneurs. Adam also tackles the pressing issue of churn and how effective branding can turn challenges into growth opportunities.
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Oct 15, 2024 • 22min

Genius SEO Hacks This 34 Year Old Used to Bootstrap to $55m Revenue with Omnisend CEO Rytis Lauris

Discover how Rytis Lauris bootstrapped Omnisend to an impressive $55 million in revenue, primarily through savvy SEO strategies. He reveals his journey in building an effective SEO team and the key hires that transformed his business. The conversation explores crucial elements like domain authority and backlinks, as well as how AI is reshaping the SEO landscape. Plus, there's some exciting speculation on whether he'll reach $70 million ARR by the year's end!
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Oct 10, 2024 • 20min

Hootsuite Approaching $400m in Revenue by Throwing out the SaaS Playbook with CEO Irina Novoselsky

Hootsuite was the social media darling of the 2017's by trouble started after a failed $750m IPO led by Goldman. Today, original founder Ryan Holmes and team have tasked new CEO Irina Novoselsky with leading the company from $200m to $400m. She says the old SaaS playbook is dead. Its working. The firm will hit $400m by Dec 2024.
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Oct 8, 2024 • 24min

Customer.io Just Hit $70m Revenue - 9 mistakes to avoid with CEO Colin Nederkoorn

Colin laucnhed the business back in 2012 and got stuck under $5m revenue until 2018. He 6x'd the business by 2022 to $30m in revenue and hit $70m in Septemer 2024. How did he do it? Hear the 9 mistakes he made that he think you should fight to avoid.

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