The SaaS Podcast: Build, Launch & Scale Your SaaS

Omer Khan
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Nov 20, 2025 • 57min

462: Polly: Lessons on Building a 7-Figure SaaS on Slack's Platform - with Bilal Aijazi

Bilal Aijazi, co-founder of Polly, recounts his journey from creating one of the first Slack apps to building a multi-seven-figure SaaS business. He highlights how a clunky installation process still led to strong adoption and reveals insights on transitioning from small fantasy football clients to enterprise HR deals. Bilal discusses the importance of becoming a platform to survive competition, and the need to identify paying buyers early. He shares valuable lessons on monetization strategies and driving user engagement within collaborative tools.
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Nov 13, 2025 • 1h 17min

461: GoProposal: How to Sell a Bootstrapped SaaS for 8-Figures - with James Ashford

James Ashford, founder of GoProposal and a seasoned entrepreneur, discusses his journey from a $5,000 MVP on WordPress to an eight-figure sale to Sage. He highlights how focusing on daily content helped him surpass competitors, and how a tight-knit team of just 12 drove remarkable customer experiences. Key strategies included a deep understanding of his ideal customer, a built-to-sell mindset, and systematic operations to ensure the company was always ready for acquisition. Ashford's insights reveal the power of resourcefulness over funding in building a successful SaaS.
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Nov 6, 2025 • 54min

460: Assembled: From 8 Months Without a Dollar to 8-Figures - with Ryan Wang

Ryan Wang, co-founder and CEO of Assembled, shares his journey from struggling to generate revenue to achieving eight-figure ARR with an AI platform for customer support. He reveals how early challenges included demo no-shows and adapting to market demands during the pandemic. The breakthrough came when he noticed a trend in color-coded spreadsheets from successful companies, signaling a broader problem. Ryan emphasizes the importance of focusing on customer value and choosing the right early deals, alongside building a strong community around their niche.
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4 snips
Oct 30, 2025 • 46min

459: Everflow: From Selling Just Screenshots to $30M ARR SaaS - with Sam Darawish

Sam Darawish, Founder and CEO of Everflow, shares insights on bootstrapping his partner marketing platform to nearly $30M ARR without external funding. He recounts the unconventional method of showcasing screenshots at a trade show, which secured early customers. Sam highlights the importance of capital efficiency, having spent only $400K to start, and discusses pivoting from targeting networks to brands, navigating the associated challenges. His journey emphasizes the balance of sustainable growth and profitability in the SaaS landscape.
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10 snips
Oct 23, 2025 • 57min

458: Read AI: The 8-Figure Playbook for Product-Led Growth - with David Shim

David Shim, the innovative Founder and CEO of Read.ai, shares insights from his remarkable journey, including successfully selling his previous startup for $200M. He discusses the initial struggles with Read.ai's retention rates and his pivotal shift to focus on day-one ROI. Discover how he built a viral product-led growth strategy that generates eight figures in ARR without traditional marketing. With fascinating anecdotes about validating ideas with industry leaders and automating meeting intelligence, David emphasizes the importance of solving real problems for sustainable growth.
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Oct 16, 2025 • 57min

457: Spectora: Bootstrapping to $27M ARR by Serving vs Selling - with Kevin Wagstaff

Kevin Wagstaff, co-founder of Spectora, transformed a $5,000 investment into a $27 million ARR home inspection software platform. He shares insights on conducting extensive customer research for nine months and how serving customers genuinely led to success. Discover the power of early SEO efforts, building 200+ websites for credibility, and the pivotal 6AM demo that unlocked growth. Now stepping back as CEO, Kevin reflects on the importance of knowing when to pass the torch and how to balance business with personal passions like golf.
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Oct 9, 2025 • 59min

456: Mailtrap: From 20,000 Email Disaster to 7-Figure SaaS - with Sergiy Korolov

Sergiy Korolov, Co-CEO of Railsware and co-founder of Mailtrap, shares a riveting journey from a 20,000-test-email fiasco to crafting a seven-figure SaaS success. He explains how releasing an internal tool to the Rails community sparked viral growth and the slow pivot from blocking to sending emails. Discover his insights on using customer interviews for pricing strategies, the surprising role of signup surveys, and validating features with a fake menu item. Sergiy also delves into the challenges of scaling and competing in the email delivery space.
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Oct 2, 2025 • 43min

455: Accelevents: How 5 Years of Nights & Weekends Built a $10M ARR SaaS - with Jonathan Kazarian

Jonathan Kazarian, the Founder and CEO of Accelevents, turned a hedge fund side project into a $10 million ARR event management platform. He candidly shares his journey through the pandemic, pivoting from in-person to virtual events and pre-selling features to survive a zero-revenue crisis. Kazarian reveals the importance of lightning-fast customer support, how hosting dinner events generated leads more effectively than cold outreach, and the tough lessons learned from layoffs during the tech downturn.
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Sep 25, 2025 • 50min

454: Fyxer: From Executive Assistant Agency to $18M ARR AI SaaS - with Richard Hollingsworth

Richard Hollingsworth, Co-founder and CEO of Fixer, transformed a bootstrapped executive assistant agency into a thriving AI SaaS business that skyrocketed from $1M to $18M ARR in just 8 months. He discusses leveraging customer data for AI development and the pivotal role of GPT-3 in automating services. Richard highlights targeting professional services for growth, details a rapid $1.2M enterprise deal, and shares insights on scaling a team from 4 to 40 while maintaining company culture. Personal stories showcase Fixer's positive impact on work-life balance.
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27 snips
Sep 18, 2025 • 44min

453: StackAI: From MIT PhD to 7-Figure Enterprise AI Platform - with Bernard Aceituno

Bernard Aceituno, Co-founder and CEO of StackAI, is a former MIT PhD who transformed his research into a no-code enterprise AI platform with over 100 customers and $16M raised. He discusses his pivot from academia to entrepreneurship and the crucial signals that led to a shift from dataset management to workflow automation. A scrappy MVP launch on Hacker News generated instant interest, while focusing on enterprise IT proved vital for growth. Bernard shares the hard lessons learned about scaling sales and navigating customer segments.

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