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Re:Reflecting on My Failure to Build a Billion-Dollar Company by sixQuarks on Thursday February 07, 2019 @10:53AM (#19105943)
Ouch, number 2 employee at Pinterest - a $10 billion company that’s about to go public this year.

He probably would have been worth an easy 100-200 million.

Re:Reflecting on My Failure to Build a Billion-Dollar Company by sahillavingia on Thursday February 07, 2019 @10:59AM (#19105991)
I prefer not to do the math.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by droobles on Thursday February 07, 2019 @11:25AM (#19106205)
Your story speaks to my soul. I've never been too attracted to the VC-funded startup life (although I wouldn't pass it up if it was the correct move to grow my business), but reading about your commitment to your users through thick and thin gives me so much more respect for you, and that is a quality I hope to emulate someday.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by PakG1 on Thursday February 07, 2019 @11:20AM (#19106166)
I can't begin to imagine what that must feel like, but I gotta say, your kind of company (i.e. non-VC-funded, don't care about the unicorn status, just serve the customers well) is the kind I'd like to do one day. The vision and values just align with me so much more than hypergrowth and whatever it takes to get there. Many hats off to you for making all the decisions you did to keep your customers first. It may not be worth much, but you have my respect forever.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by kickopotomus on Thursday February 07, 2019 @12:02PM (#19106504)
Hindsight is 20/20. A million different factors outside of your control could have led to different outcomes for both Pinterest and Gumroad. Thank you for sharing your story!
Re:Reflecting on My Failure to Build a Billion-Dollar Company by spuderman123 on Thursday February 07, 2019 @11:14AM (#19106127)
Many years ago, you once mentioned that anyone who wants to build a startup should read Hacker News. I'm still here because of you. You've made an impact!
Re:Reflecting on My Failure to Build a Billion-Dollar Company by nemild on Thursday February 07, 2019 @11:09AM (#19106089)
Based on your article, you sound pretty bad ass by having gone through the journey. I'm doubtful you'd have that by staying. It's a pretty remarkable path, and I respect you for that!
Re:Reflecting on My Failure to Build a Billion-Dollar Company by ishjoh on Thursday February 07, 2019 @12:21PM (#19106646)
for what it's worth I think you've created more value at Gumroad then you would have at Pintrest :)
Re:Reflecting on My Failure to Build a Billion-Dollar Company by sixQuarks on Thursday February 07, 2019 @11:34AM (#19106260)
Haha, sorry didn’t mean to rub it in brother.

But you’re still in an incredibly fortunate situation, and it’s all about the journey anyway.

Re:Reflecting on My Failure to Build a Billion-Dollar Company by aeriklawson on Thursday February 07, 2019 @07:08PM (#19109985)
But would you trade the amount of time spent at Pinterest before IPO with the experience you gained at Gumroad? Tough call, given the professional and personal growth you gained from it.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by Tepix on Friday February 08, 2019 @07:25AM (#19113528)
What's the big advantage of having 200m vs 15m or so?

It's fuck-you money either way.

Re:Reflecting on My Failure to Build a Billion-Dollar Company by dawhizkid on Thursday February 07, 2019 @11:59AM (#19106473)
If there a year at least vested one year of equity...?
Re:Reflecting on My Failure to Build a Billion-Dollar Company by oh_sigh on Thursday February 07, 2019 @03:44PM (#19108409)
Look on the bright side - maybe Pinterest would have failed if you stayed there.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by crispyporkbites on Thursday February 07, 2019 @01:24PM (#19107150)
It's crazy that you care about the money, being in your mid-20s with a company pulling in 60k USD net/month puts you squarely in the pretty much unlimited money category of the world.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by jimbokun on Thursday February 07, 2019 @03:16PM (#19108148)
"It's crazy that you care about the money..."

Did you read the article?

Re:Reflecting on My Failure to Build a Billion-Dollar Company by shereadsthenews on Thursday February 07, 2019 @11:45AM (#19106359)
Pinterest is a malignant tumor on the face of the Web that exists to trick people who are trying to search for images. Being rich off that would be worse that toiling in obscurity.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by locklock on Thursday February 07, 2019 @11:46AM (#19106371)
People actually do use Pinterest to collect images, I think, but I agree with you on the other points
Re:Reflecting on My Failure to Build a Billion-Dollar Company by fsloth on Thursday February 07, 2019 @12:25PM (#19106662)
Uh - can you elaborate? I often search for images and sometimes from pinterest - but I don't find pinterest interfering with my searches when not using it.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by rchaud on Thursday February 07, 2019 @02:16PM (#19107607)
The poster is likely referring to how Pinterest links now dominate Google image search results. Clicking on the Pinterest link takes you to the Pinterest website, and not the actual image source. Pinterest will often block you from viewing the page unless you sign in or create an account.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by dawhizkid on Thursday February 07, 2019 @11:52AM (#19106427)
You are vastly overestimating what even an early employee (esp a jr one) gets at a unicorn. Not that it wouldn't be substantial today, but nothing close to 1-2% of the entire value of the company.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by chosenbreed37 on Thursday February 07, 2019 @12:06PM (#19106525)
> You are vastly overestimating what even an early employee (esp a jr one) gets at a unicorn. Not that it wouldn't be substantial today, but nothing close to 1-2% of the entire value of the company.

Mmm...based on the valuation even 0.1% would equate to $10 million...not bad ;-)

Re:Reflecting on My Failure to Build a Billion-Dollar Company by dawhizkid on Thursday February 07, 2019 @01:23PM (#19107149)
you'd probably get around .1% as an early jr person. assuming a 4 year vest period, that .1% will have been diluted to maybe .05%, so assuming a $10b valuation it comes out to $5m. Still not bad, but a far cry from $200m.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by puranjay on Thursday February 07, 2019 @11:45AM (#19106363)
Reminds me of Noah Kagan. Employee #30, I think, at Facebook. That should be what - $200M+?
Re:Reflecting on My Failure to Build a Billion-Dollar Company by austenallred on Thursday February 07, 2019 @12:34PM (#19106742)
Probably a fraction of that. Dilution etc.

My guess is he’ll make more from Gumroad over the long run.

Re:Reflecting on My Failure to Build a Billion-Dollar Company by mlevental on Thursday February 07, 2019 @11:54AM (#19106443)
crunchbase says pinterest has had 15 funding rounds. certainly they weren't all complete rounds and it would've been nice equity but nowhere near the nominal 1-2% early employees get.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by zhobbs on Thursday February 07, 2019 @12:30PM (#19106712)
If he stayed he might have ended up in an executive position, getting additional stock grants down the line.
Re:Reflecting on My Failure to Build a Billion-Dollar Company by mlevental on Thursday February 07, 2019 @02:00PM (#19107490)
fair enough
[dead]
Re:Reflecting on My Failure to Build a Billion-Dollar Company by sctb on Friday February 08, 2019 @03:49PM (#19118534)
We've asked you many times to please stop breaking the guidelines, so we've banned the account. We're happy to unban accounts if you email us at [email protected] and we believe you'll start posting civilly and substantively.

https://news.ycombinator.com/newsguidelines.html

Re:Reflecting on My Failure to Build a Billion-Dollar Company by galfarragem on Thursday February 07, 2019 @07:08PM (#19109986)
Paraphrasing (probably Nietzsche):

"There are only 3 kinds of people: the poor that wants to be rich, the rich that wants to continue being rich and the idealist, that using his ideals wants to be rich."