I'm Sahil, founder of Gumroad and author of The Minimalist Entrepreneur. AMA.
Sahil Lavingia
92 replies
Started as a weekend project in 2011, Gumroad has grown–with its fair share of ups and downs–to helping 94,000+ creators earn over $500,000,000.
In February 2019, I published a Medium essay, “Reflecting on My Failure to Build a Billion-Dollar Company,” that struck a chord with thousands of aspiring entrepreneurs who’d much rather build a sustainable business like Gumroad than chase a binary billion-dollar-or-bust outcome.
I wrote The Minimalist Entrepreneur to help anyone start, build and scale their own sustainable business.
AMA!
Replies
Chikodi Chima@chikodi
Hey Sahil, will you still be at Founder Summit CDMX on Tuesday?
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Fweb3
Congrats on the new book Sahil and looking forward to getting a copy here soon! Keep moving the good forward friend!
Fweb3
@slobotski Thanks Jeff!
HeyCopy
Hey, big props for what you've built, I invested in March.
At what point of the gumroad journey did you start making personal investments and what was their ticket size?
Fweb3
@simonsovic After Gumroad was profitable, in 2017 (six years). In hindsight, wish I started earlier.
Are you still oil painting?
Fweb3
What's the most important aspect of modern day software to get right?
AI generating - Ultimate AI Generator
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?
Fweb3
@microdesignn I would "start with community" and only then build a product. If you're having a hard time with your existing product, I'd just build a new one.
Launching soon!
Hey Sahil, I love Gumroad and I have read a lot about you in indiehackers so I'm a big fan. I have a few questions, the overall theme is what is your advice to programmers that want to start a company today?
And more specifically:
1) Would you sell before building?
2) If you build, when do you know when to stop, i.e. when do you know that you have an MVP?
3) Given the funding landscape, would you raise VC (and then attempt to buy them years later like you did with Gumroad) or bootstrap?
Thanks!
Fweb3
@davidcrro
1. I'd solve my most painful problem first. Build → sell → market.
2. You never stop. But you move onto selling once you have a "quanta of utility."
3. Depends on what you're building.
Yo! I've used GumRoad. great product Sahil. --- will check it out. You globe trotting? NYC based?
Wouldn't be opposed to meeting next time you're in NYC.
Fweb3
Hi Sahil - do you think the rolling funds can outperform Sequoia? Asking seriously, because it would take somebody of your status and network within the industry to do so.
Fweb3
@knowledgenate Easily.
Hi, Sahil! What do you think is the most exciting innovation in the future of income for indie creators?
Thanks!
Fweb3
@mspseudolus ZK proofs
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 🙏
Fweb3
@oliversauter It's more art than science, but I often use 4 heuristics:
1. What's the worst thing about the product, can we improve it?
2. What's the best thing about the product, can we make it even better?
3. What's the first piece of friction a user happens upon?
4. What's the bottleneck that prevents our most successful users from being even more successful?
Rinse, repeat. Ultimately you need experience (and some data) to make better decisions.
Fweb3
@oliversauter We rarely have dependent tasks.
Fweb3
@oliversauter We give out equity now.
Why isn't there a Wire Transfer option for creators from countries that don't support PayPal?
Fweb3
@soumikcipher There is in many countries.
Undefeated Underdogs Podcast
Hey Sahil! Thanks for doing the AMA with the Product Hunt community!
You recently took a new identity as an author. What's the most difficult thing you encountered when writing The Minimalist Entrepreneur?
Fweb3
FlowInSpaces by Flowjin
If you started Gumroad in 2021, how would you acquire the first 1000 creators?
Fweb3
@sheidmirj Same thing I did in 2011, 10,000 cold emails.
I'm currently writing my book about how to build ethical startups. In the past, I chased the idea of building a big startup, getting funded, and making lots of money until my first investor came in and ruined every piece of me then I have to disappear to recover and rebuild myself and as aimed to self-fund everything I do otherwise let it fade. Lost trust and that's probably a hard thing to recover, probably the only thing that would unite me with other people is ethics.
I just launched my product today and it seems like it is going to be another failure so I have already given in to that.
Say, a person like me who lost his entire network, and has to start from zero again and have no reach.
How would you go about launching your products with no audience?
Fweb3
@tarek_besbes I would "start with community." (And if you've already determined failure on day one, you need to revisit your commitments.)
@shl as building a community takes a lot of time and that's what I'm currently doing. Failure to me happens from day to day based on the tasks that I need to complete, I wouldn't refer to it at a large scale or a complete absolute, for example, it goes like "Okay, ProductHunt Launch Failed, what's next". As for my commitments, I have spent a significant amount of time so walking away is not an option regardless of what might happen, that's related to my internal beliefs.
Hello Sahil, I admire your honesty and your work. I love that you made shares of your company available on Republic, that was brave and that the round closed in 12 hours, impressive!
How to build long term thinking?
Fweb3
@mehul_agarwal Get profitable.
Tettra
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?
Fweb3
@andygcook Super fair question! I only wrote to share my story, not for others to copy. If I didn't have $10M in funding, I would do what I did in 2015 when I ran out of funding, just right at the beginning: leave SF, minimize my personal burn rate, and hire contractors to scale.
Tettra