What's next for OutboundSync? In the Season 5 finale of TinySeed Tales, Rob Walling talks with Harris Kenny as OutboundSync blows past $500k ARR. Harris shares the wins and struggles of getting here, from choosing not to raise funding (for now), to planning a laser tag event no committee would approve, to what comes next on the road to $1M. Topics we cover: (1:49) – Crossing $500k ARR and building personal health habits (5:36) – The big levers behind OutboundSync’s growth (6:39) – Laser tag, not hotel happy hours (13:01) – Deciding not to raise more funding (for now) (16:25) – An overbuilt tech stack (17:57) – Competitors, copycats, and growing a brand (19:06) – The next chapter for OutboundSync (23:29) – Ambition, TinySeed, and channeling energy (25:14) – Harris’s advice for founders still grinding Links from the Show: Invest in TinySeed Fund Three Coaching Call Bonus 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
No persons identified in this episode.
This episode hasn't been transcribed yet
Help us prioritize this episode for transcription by upvoting it.
Popular episodes get transcribed faster
Other episodes from Startups For the Rest of Us
Transcribed and ready to explore now
Episode 762 | Doing Great Work, Hierarchy of SaaS Skills, and Public Deadlines (A Rob Solo Adventure)
04 Mar 2025
Startups For the Rest of Us
Episode 761 | TinySeed Tales s4e7: Identifying Pain Points
27 Feb 2025
Startups For the Rest of Us
Episode 760 | White-Labeling, Founder Mindset, and More Listener Questions (A Rob Solo Adventure)
25 Feb 2025
Startups For the Rest of Us
Episode 759 | TinySeed Tales s4e6: Does AI + Pivot = Success?
20 Feb 2025
Startups For the Rest of Us
Episode 755 | TinySeed Tales s4e4: Customer Interviews + Pivoting
06 Feb 2025
Startups For the Rest of Us
Episode 754 | Broken Freemium, SaaS Plateaus, and More Listener Questions (A Rob Solo Adventure)
04 Feb 2025
Startups For the Rest of Us