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SaaS Backwards - Reverse Engineering SaaS Success

SaaS Backwards - Reverse Engineering SaaS Success

Ken Lempit
Veröffentlicht: 2026-04-24
© 2026 Austin Lawrence Group Inc. All rights reserved.
SaaS Backwards - Reverse Engineering SaaS Success - QR Code
GratisNeu
196 Folgen
Audio
Anhören auf Apple Podcasts
GratisNeu
196 Folgen
Audio
Anhören auf Apple Podcasts
Veröffentlicht: 2026-04-24
© 2026 Austin Lawrence Group Inc. All rights reserved.
Aktuelle Folge
Ep. 196 - The SaaS Opportunity Hidden Inside Services

Ep. 196 - The SaaS Opportunity Hidden Inside Services

Send us Fan Mail Guest: Dillon Okner, Founding Partner of The Oak Group / SiteRise   --   In this episode, we look at how a services business can become the proving ground for a SaaS opportunity. Dillon Okner, founding partner of The Oak Group and cre
Länge: 25:29
Abspielen
Send us Fan Mail
Guest: Dillon Okner, Founding Partner of The Oak Group / SiteRise  
--  
In this episode, we look at how a services business can become the proving ground for a SaaS opportunity.
Dillon Okner, founding partner of The Oak Group and creator of SiteRise, joins us to talk about building software from the inside of a professional services business. SiteRise was born from repeated problems Dillon saw while helping retail brands manage construction, store openings, document control, reporting, and cross-functional planning.
We dig into why Dillon chose to bootstrap the SaaS product through services revenue instead of raising venture capital, how his team identified product-market fit, and why messy spreadsheets, inconsistent file naming, and disconnected reports are often signs that a market is ready for software.
Dillon also shares what is working in SiteRise’s go-to-market motion, including outbound, conferences, relationship-based selling, LinkedIn Sales Navigator, and a creative “headshot-led growth” tactic that turned trade show engagement into product interaction.
Key takeaways:
How services can reveal repeatable SaaS opportunitiesWhy bootstrapping can protect product focusWhat breaks when teams scale with spreadsheets and disconnected reportsHow better construction and retail development data can support boardroom-level planningWhy founder-led sales eventually needs operational support---
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Folgen-ID: 1000763468467
GUID: Buzzsprout-19072112
Erscheinungs­datum: 24.4.2026, 20:00:00

Beschreibung

Join us as we interview CEOs and GTM leaders of fast-growing SaaS and AI firms to reveal what they are doing that’s working, and lessons learned from things that didn’t work as planned. These deep conversations dive into the dynamic world of SaaS B2B marketing, go-to-market strategies, and the SaaS business model. Content focuses on the pragmatic as well as strategic, providing a well-rounded diet for those running SaaS firms today. Hosted by Ken Lempit, Austin Lawrence Group’s president and chief business builder, who brings over 30 years of experience and expertise in helping software companies grow and their founders achieve their visions. Full video and shorts on YouTube at https://www.youtube.com/@SaaSBackwardsPodcast

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