I'm Sahil, founder of Gumroad and author of The Minimalist Entrepreneur. AMA.

Hey Sahil. Loved how you built Gumroad. If you had to start again all over today, what would you be working on?

Hi Sahil - Great to have you here. I've been following the Gumroad story for awhile and appreciate you taking the time to share knowledge. One thing I've admittedly found hard to reconcile while trying to apply learnings from your story is that the path you took to make Gumroad a profitable indie business isn't all that replicable for other founders (e.g. raise $10M and then have your investors give you all the equity back for free) Obviously, every one's path is different while building a successful business, so you can't really copy anyone. But with that in mind, if you were to start Gumroad now without that $10M of initial VC funding to get it off the ground, what would be your strategy today if you were bootstrapping or working off a much smaller seed round?

If you started Gumroad in 2021, how would you acquire the first 1000 creators?

Hi Sahil, Which recent investment of yours are you most excited about? And do you invest in Crypto?

Hey Sahil, your product development processes have been a big inspiration for us, and helped us to build our product in a much saner, paced and focused way. A game-changer for us was the process you outlined in your chat with Josh Pigford about your Tentpole launches: I am curious if you have anything written down about the way people decide to work on projects, or generally a deeper dive into those processes. Is that laid out in the "minimalist entrpreneur"? So far I understand that everyone is basically freely choosing to work on stuff that is in the pipeline as "specs complete". How do you make sure that things progress well and don't cause clogging because of dependent tasks, if a person taking on a task is only able to work 2 days a week? Also, how are people compensated right now in the upside of the long term project? From what I understand most people work with a very high salary, but no long term upside e.g. in the form of stocks? I am curious to learn more about the reasons for applying this compensation model, and how you align for long-term commitment without sharing of long-term upside? Thanks so much for your continued insights and desire to share the things that help other founders get to a good place too 🙏

Hey Sahil, will you still be at Founder Summit CDMX on Tuesday?

Have you ever thought of retiring at some point?

Hey Sahil, I want to ask how you trigger the initial work of mount to get your product at such a high point. I`ve created a free documentation builder for software projects and all the people I have reached like the product but I just can get to enough users. So how did you initially market your service?

Congrats on the new book Sahil and looking forward to getting a copy here soon! Keep moving the good forward friend!

Hey Sahil, Does Gumroad has plans to launch a Web3 product for creators? I would love to see what the Gumroad Web3 could do.