Parallel Entrepreneurism: Shipping Startups Side by Side | Kirby Winters, Ep 50
Episode Summary
Kirby Winters discusses launching multiple ventures simultaneously using AI-powered development, including Cyber Savi (a compliance automation platform), a vodka brand, and Unshucked (an oyster tracking app). He explains how agentic AI enables building production-ready software in weeks instead of years, the shift from consulting to outcome-based services, and strategies for selling cybersecurity compliance tools through MSP channel partners.
Pull Quotes
“Things that used to take us years and millions of dollars, now we can do in months, and it's just incredible.”
“Knowledge now has become a commodity. You go out to any of your agentic AI guys and ask them something, and suddenly you're an expert. The big problem that people are seeing now is, what do I do with that?”
On AI-accelerated software development velocity
“The biggest team I ever managed was over 50 people. And even then, we were taking and moving maybe a couple hundred tickets a month or a sprint. Now you have your plan, right process, which is a real agentic AI. We're going to line up the board with 100 tickets. And then, like a couple of days later, like, oh, all these are moved over.”
“If you don't give your employees a way, a path to get those tools certified or get those tools accepted to be used in the organization, they're just going to go rogue and do it on their own. And then ask for permission later, you know, after they've already screwed up.”
“The AI takes away a lot of that boring, kind of repetitive stuff, and then makes your people more empowered to use their brains and use their expertise to really make an impactful result.”
Transcript
Todd Merrill:
Hi, welcome to Tales from the SkyLounge. It's a podcast about business, consulting, and venture investing. We get out there in the world, we talk to people who are making it happen, and we get their stories. And today's guest in the SkyLounge, repeat offender, Kirby Winters. Hey Kirby.
Kirby Winters:
Hey Todd. How are you doing?
Todd Merrill:
Want to go deeper?
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