Heavybit
Heavybit is the leading early-stage investor in enterprise infrastructure. Since 2013, we've helped launch and scale visionary technical startups—from DevSecOps and feature flagging to AI code generation and beyond. We go hands-on from day 0, backing founders as they turn code into companies and build the future of software from the bottom up to the top down.www.heavybit.com
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Search complete. 3 mentions across 2 episodes found for "Heavybit".
Oct 22, 2026
Amir ZohrenejadHOST
If you're interested in being a guest on this show, or if you'd like to suggest a topic, find us on LinkedIn or X.
Amir ZohrenejadHOST
This show is brought to you by Heavybit, the leading investor in enterprise infrastructure.
Amir ZohrenejadHOST
To learn more about Heavybit, visit heavybit.com.
Steve McGheeHOST
How does this look different from SRE at home versus the SRE at work? What are the differences in resources constrained that a person who is, you know, in enterprise would see versus someone who is at home would see?
Avery PennarunGUEST
So Tailscale has been one of the most interesting products I've ever worked on in the sense that it's almost exactly the same product all the way down to one user and all the way up to a hundred thousand users, right? Now, there are differences, and one of our earliest investors at Heavybit explained this to me early on.
Avery PennarunGUEST
He said, "Avery, what people will pay for is more control and more auditability," right? Like, if you need those two things, you need them for your enterprise, and you know that you can't get it unless you pay for it, right? All the other stuff just kinda holds you back if you try to charge too much money for those things.
Avery PennarunGUEST
And so the core function of Tailscale is exactly the same on the free plan as it is for a customer on the hundred thousand user plan.