Episode 793 | TinySeed Tales s5e3: Building Momentum

04/09/2025 27 min

                    Episode 793 | TinySeed Tales s5e3: Building Momentum

Listen " Episode 793 | TinySeed Tales s5e3: Building Momentum "

Episode Synopsis


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.



Topics we cover: 




(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 




Links from the Show: 




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

More episodes of the podcast Startups For the Rest of Us