From a startups management consulting shop to a $1.4B IBM acquisition — Octo Consulting Group's journey is one of the great growth stories in government IT. In Brian and Sean sit down with Jay Shah, Octo's former COO, who joined 18 months after founding and helped guide the company through every inflection point: the pivot from consulting to DevSecOps and agile software development, the move from sub to prime, the strategic use (and intentional non-use) of the 8(a) program, the 2019 Arlington Capital Partners recapitalization, four acquisitions, the launch of OLabs, and ultimately the IBM exit in December 2022. Jay shares the unvarnished playbook for small businesses trying to scale in the federal market and discusses why diversification matters more than the 8(a) badge, when to be bold with primes (and when to bluff), how to translate billable services into IP, why OLabs only worked because they had base hits first, and what most founders get wrong about working capital. Brian and Jay discuss the funk master flautist Karl Denson.
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RESOURCES MENTIONED IN THIS EPISODE
Featured Guest
- Jay Shah on LinkedIn
Capital, Mentorship & Workforce Development
- Mason Enterprise — APEX Accelerator
- Veterans Institute for Procurement (VIP)
- Andreessen Horowitz American Dynamism
- Pax Ventures
Books & Frameworks Referenced
- The Trusted Advisor by David Maister, Charles Green, and Robert Galford
- The Scaled Agile Framework (SAFe)
- Westrum Organizational Culture Typology
- Gene Kim & The Phoenix Project
- DORA (DevOps Research and Assessment)
Live Music Aside
- Karl Denson's Tiny Universe
- The Greyboy Allstars
Jay's Nonprofit Work
- The Children's Inn at NIH
- Wolf Trap Foundation for the Performing Arts
- Loudoun Hunger Relief
The Hosts & Show
- Swish
- GIST360
CONNECT WITH US
Got an idea for a future episode? Want to be a guest? Let us know.
Brian Lake - blake@swishdata.com
Sean Applegate - sapplegate@swishdata.com
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