Episode 795 | TinySeed Tales s5e4: The $20K Milestone
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Episode 795 | TinySeed Tales s5e4: The $20K Milestone
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About this listen
Harris hit $20k MRR. It’s real. What’s next?
In this episode of TinySeed Tales, Rob Walling celebrates with Harris Kenny after OutboundSync crosses $20k MRR ahead of schedule. They talk about why hitting a milestone can feel both exciting and overwhelming, the arrival fallacy, and how simple, consistent execution may be all it takes to reach $30k. Harris shares the bets that moved the needle, including Salesforce, SOC 2, and what hidden demand taught him about building integrations before anyone asked.
Topics we cover:- (1:32) – Crossing $20k MRR and aiming for $30k
- (6:29) – The Salesforce bet
- (8:17) – Runway, burn, and pricing upmarket
- (10:34) – Raise capital or keep bootstrapping
- (15:03) – SOC 2 as a sales unlock
- (20:11) – Marketplace credibility and AppExchange
- (22:05) – Hidden demand for Salesforce
- (26:11) – The push to $30k and parity
- Invest in TinySeed Fund 3
- Coaching Call Bonus
- MicroConf Events
- 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!
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