SaaS Interviews with CEOs, Startups, Founders cover image

SaaS Interviews with CEOs, Startups, Founders

Latest episodes

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Apr 30, 2024 • 22min

Was my $22m ARR bootstrapped good enough? I felt pressure to be a unicorn, tried, and failed miserably

Adam Robinson had a 6 person team doing $10m in ARR. Then he went all in on linkedin, pivoted to B2B, and broke $20m in ARR. He did $1,858,399 MRR in Jan 2024 and profited $509,984. Can he break $5m in profits this year?
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Apr 25, 2024 • 21min

How I Turned my Podcast into a $50m ARR B2B SaaS

Exploring the speaker's journey from podcasting to launching the Shorty Awards, transitioning a platform to a SaaS model, challenges in scaling and brand building, hosting a company off-site event in Mexico, advancements in AI technology, and plans for scaling and fundraising
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Apr 23, 2024 • 28min

We just hit $400m in revenues. Here are 9 org chart, people moves I had to make to scale

Jason Cohen founded WPEngine in 2010 and broke $20m within 4 years. Today, the company does $400m+ in Revenues. In this podcast Cohen teaches 9 rules he used to change his org chart, optimize roles, and replace himself as CEO as he scaled. Will they break $500m revenue this year?
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Apr 18, 2024 • 21min

27 year old Founder exited for $169m at $50m ARR. How much cash did he take home at exit?

Ryan Allis launched iContact when he was 18. He made $15m cash when he exited in 2011 for $169m. He shares his negotiation with Salesforce Marc Benioff, how he found 10 profitable acquisition channels, 70,000 customers, and broke $50m in revenues. Will he buy it back for $1 one day?
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Apr 16, 2024 • 22min

This Danish CEO Hit $30m ARR using Unique 14 Hub Model Selling Software for Microsoft Ecosystem

LMS365 raised $20m in 2023 at a $100m valuation - a 5x multiple on $20m of ARR. As of April 2024, they do $30m in ARR. Their 200 person team is focused on building software for the Microsoft ecosystem. Can they hit $40m ARR this year?
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Apr 11, 2024 • 20min

How Younium Hit 200 Customers Paying $30k ACV For its Billing and Revenue Analytics tool

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Apr 4, 2024 • 16min

Genius SaaS Pricing Page Generated $3m in Revenue Last Year

They hit $3m ARR fast using MTU tiers on their pricing page. Raised $7m in 2023 at a $35m post money valuation and are burning $30k per month today. Focus is profitability before Q2 2025, will they hit it?
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Apr 2, 2024 • 31min

39 Year Old Made $21m Last Year Selling Surprising Software

A CEO of a payment company shares insights on their success with rural mom and pop shops, reaching $1.85 billion in GMV. The podcast discusses growth challenges, user experience enhancements with POS systems, and building profitability through strategic partnerships.
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Mar 28, 2024 • 23min

How Bootstrapper Made $6m Last year Using New Self-Funding Method

Discussing how Scholarship Owl hit $6m revenue, targeting college talent with AI algorithms. Exploring brand ambassador recruitment for Samsung, merging scholarships with advertising. Revenue structure optimized with premium tools and B2B partnerships. Scaling through strategic funding with FounderPath. Plans to utilize AI for student earnings and brand connections.
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Mar 26, 2024 • 22min

How to turn your sales playbook into a revenue machine that adds $Xm in new ARR per quarter

Exploring insights from a Chief Revenue Officer at VFairs on scaling up companies and implementing practical playbooks for rapid revenue growth. Discussing strategy gaps, optimizing sales tactics, transitioning to SaaS models, and refining deal stages based on qualitative data analysis.

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