SaaS Interviews with CEOs, Startups, Founders cover image

SaaS Interviews with CEOs, Startups, Founders

Latest episodes

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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

Rytis Lauris bootstrapped OmniSend to $55,000,000 in revenues. His top growth driver? SEO. Learn how he made his first SEO hire, how he structured his SEO team, and how much traffic this team drives the business today. Will he hit $70m ARR before Dec this year?
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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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Oct 3, 2024 • 31min

Founder Raises $750k From Founderpath and Increases Equity. CEO Shares how Founderpath Worked for Him.

VoxPopMe has hit $6m in revenue. Wanting to avoid dilution, CEO Andy and the board rasied $750k from Founderpath. At the same time, Founderpath worked with the board to establish a new ESOP pool for management resutling in 10%+ more equity for leaders.
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Sep 3, 2024 • 20min

He Raised $3m at a $25m valuation, is that overpriced or just right?

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Aug 29, 2024 • 24min

The Micro PE Playbook: They Bought 20 SaaS Companies, $60m ARR, 300 people

Tim, the founder of SaaS Group, shares his journey of acquiring 20 SaaS companies since 2018, leveraging his winnings from the Eyeo exit. He reveals insightful funding strategies, balancing personal investments, debt, and equity to grow his ventures. The discussion highlights the importance of navigating deal dynamics, managing customer churn, and understanding founder motivations. Tim also emphasizes the role of personal growth in professional success and the unique challenges of acquiring distressed companies, painting a vivid picture of the SaaS acquisition landscape.
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Aug 27, 2024 • 20min

How ActiveCampaign hit $100m ARR on way to $300m

Discover how ActiveCampaign soared to $100 million ARR by leveraging strategic growth marketing. Hear insights on the powerful role of AI and influencer partnerships in expanding brand visibility. Explore the importance of email engagement and the success stories behind notable SaaS companies. Delve into innovative lead generation tactics and performance-driven influencer strategies that attract thousands of trials monthly. Finally, uncover the significance of measuring success through metrics and embracing new media formats.
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Aug 22, 2024 • 29min

The Revocable Living Trust Cheat Code for SaaS Founders (Save millions on taxeS)

Alessandro Chesser was one of the leading sales executives at Carta for 7 years. They always talked about helping Founders set up Trusts to preserve wealth - but it never launched. In February of 2022 he left to launch Dynasty and make the Trust process easier for Founders. Why South Dakota? Revocable or Irrevocable? 0% tax or 40% tax? We talk about it all live. 

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