B2C, low price point, one-time payments… not the typical recipe for a life-changing exit.

In this episode, Rob Walling talks with longtime listener Zamir Khan, founder of VidHug (now Memento). Zamir’s story broke a lot of SaaS “rules”: B2C, low price point, one-time payments, and years of slow growth. He shares how he nearly gave up, the pandemic surge that changed everything, and the emotional ride that led to a life-changing exit.

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Topics we cover:

• (3:47) — From podcast listener to SaaS founder
• (7:59) — The role of luck, timing, and the pandemic in growth
• (18:37) — A birthday gift becomes a product
• (23:54) — Charging early and surviving slow growth
• (30:47) — From $1k a month to 80k daily users
• (39:58) — Support load, stress, and the edge of burnout
• (48:58) — Deciding to sell (and why timing mattered)
• (52:57) — Life after the exit: slowing down and finding balance

• TinySeed – Applications close tonight!
• MicroConf Connect – The community for SaaS founders
• The SaaS Playbook
• Memento (formerly VidHug)
• Zamir Khan (@zam1rkhan) | X
• Zamir Khan | LinkedIn

If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!

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What happens when momentum hits and your biggest challenge becomes keeping up?

In this episode of TinySeed Tales, Rob Walling catches up with Harris Kenny, founder of OutboundSync. Revenue is growing, the team is moving fast, and enterprise leads are coming in. But with success comes complexity: support load, pricing strategy, and product demands are all increasing. Harris is hiring again, learning to say no, and figuring out how to keep the momentum without losing focus.

• (1:40) – Closing his biggest deal ever and what it unlocked
• (4:26) – Learning how to do enterprise sales
• (6:20) – How SOC 2 made the product stronger
• (12:18) – New hires are paying off
• (18:23) – Building the Salesforce integration
• (22:13) – Getting pull from the market, not pushing
• (24:10) – Taking customers from unicorns

• TinySeed SaaS Accelerator - Applications close on September 9th
• Coaching Call Bonus
• Invest in TinySeed
• YNAB (You Need A Budget)
• Dynamite Jobs
• OutboundSync
• Harris Kenny | LinkedIn

If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!

Subscribe & Review: iTunes | Spotify

Is GPT-5 a real risk for SaaS founders, or just the beginning of a new chapter?

In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into GPT-5’s mixed reviews, signs of stress in the A.I. bubble, and how Windsurf’s $2.4B exit left early employees with nothing. They also unpack why returning a VC fund is such a rare (and big) deal.

This episode is brought to you by Gearheart.io, which specializes in helping early-stage founders validate ideas, prototype SaaS products, and build AI-powered MVPs with real user testing, so your code won’t crumble when your first customers show up.

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• (3:12) – TinySeed returns Fund One
• (9:40) – GPT-5: Upgrade or letdown?
• (19:19) – Are we in an AI bubble?
• (24:09) – The Windsurf debacle: $2.4B exit, $0 for early employees
• (31:06) – The bigger problem: Are startups forgetting to share the upside?
• (40:05) – Lifestyle vs. Ambitious Bootstrapping

• TinySeed Fall 2025 Applications Live Q&A - Join us Wednesday September 3rd
• TinySeed SaaS Accelerator - Applications are Open!
• Invest in TinySeed
• MicroConf
• SaaS Institute
• Discretion Capital
• Einar Vollset | LinkedIn
• Einar Vollset (@einarvollset) | X
• Tracy Osborn
• Tracy Osborn | LinkedIn
• Tracy Osborn (@tracymakes) | X

If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!

Subscribe & Review: iTunes | Spotify