Ask HN: As a single bootstrapper, how do you deal with the pressure?

119 points by throw9322 ↗ HN
A few years ago, I wanted to make a product, but I wasn't very technical. So I decided to change that--I got technical. My problem is that I'm embarrassed of what I make. Intellectually, I know that I shouldn't be bothered by this. I don't have a huge team of VC-backed employees burning money to make a perfect thing. It's just me. But I'm tired of being shit on by my friends and family. According to my family, programmers are just "coder monkeys," people you hire to make your grand idea and that's how it's done. Friends look at me like I'm a lesser person because I'm not out to work for the most prestigious company like they are. I want to make a tool for small businesses, I want to do it profitably, and I want to be proud of it.

How do you deal with people saying, "That's it? Anybody could have done that in a couple weeks!" Maybe that's true! Maybe I'm not a very good product maker! But I want to be, and you've gotta start somewhere, right? Combine all of the above with a case of worsening depression and it's hard for me to stay motivated and it's hard to keep defending myself. I also worry about what I'll do if this doesn't work. Does anyone have any advice? How do you do it?

103 comments

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That doesn't sound like pressure as much as it sounds like unsupportive friends and family. If they don't bring other things to the table (other than negativity), i would reevaluate some relationships. That said, honest feedback is important. You should have a small group of trusted advisors/mentors that you can trust to tell you how you are really doing, but in a constructive way.
I totally agree about the importance of honest feedback! Truthfully, it's something I'm not getting now and should work on.
Do a Show HN or share some of your work on Ask HN!
If you have unsupportive friends and family, then you should not have told them about your business.

If they can't say anything nice about it, then it's better that they say nothing at all about it.

Well, it's kind of necessary in answering the question, "What are you doing with your life?"
> then you should not have told them about your business.

Meh, as if OP is to blame for how unsupportive his friends and family are.

In my opinion, you _should_ tell them. You should also tell them how you hate it that they're being so unsupportive. If they don't change, I'll echo what others said and re-evaluate your relationship with them....

What's important is what your users and the market says about it. Take the negative in one ear and let it go on the other side. It's part of the journey - everyone who has a dream will invite doubters. Use it as fuel to propel you to success.
Managing stress and anxiety is a big part of working solo. If you're not doing so already, may I suggest you carve time out for yourself that is inviolate (for example, on Sundays you close the computer).

Remember that your first job is to keep yourself from burning out, or else all the other stuff you do will not matter. And try to notice patterns in your anxiety, and anything that is effective at keeping it down. Tend to yourself!

Thanks, Maciej! (Current customer of Pinboard here). BTW, you're one of the people in tech I look up to most. Not because you're the richest or have the biggest company (SV dick measuring), but because I think you've figured out how to live best.
Thank you, and good luck to you!
You have to believe in your projects. The market and users will dictate whether or not your ideas and execution work.
It sounds more like a problem with your family and THEIR expectations than with yourself.

If you're able to make a product, you'll be ahead of 99% of people.

Don't be afraid to put yourself and your product out there. If you wait until you're not embarrassed, you've waited too much :) .

If you're solving people's problems, they won't mind if your product is not polished. Really.

Also, you'll learn A LOT from building your product, and especially from working with customers and feedback.

If it fails, you have learned some VERY valuable skills. I use what I learned building my side project a lot more than what I "learned" at my former day job.

To be fair, my own project is languishing (because I have a day job). I'd say go for it :) .

Look for support groups, I used to go to a coworking space which was very cheap and it was great because it had an amazing support between coworkers. Universities also have such spaces, and sometimes governments too.

None of my projects went anywhere, and eventually, I gave up. I used to have the rosy view that with enough work you'll get there. That's largely untrue. You also need to know the right people (connections) and be very lucky. I hate to be a downer, but you don't often hear this side of the opinion.
Thanks for the comment. I know that most projects don't work out. The world doesn't owe anyone anything. I'm 100% okay with that. I'm just tired of other people shitting on me while I try my hardest.
I was always able to completely ignore the naysayers because it's a lot easier to judge than create. Still, it wasn't enough for success. I discovered it's the process of creation I really love, not creating technological things specifically like websites and apps. I recently started metalworking. I get the same satisfaction of creating, and at the end of the day, there's no button that will "delete" what I've created. But it's just something I do in my spare time. I'm also starting to believe that once you go from "hobby" to "job," you end up hating it because it's something you HAVE to do. Not something you WANT to do.
Thanks for sharing. What I would like to add is that to a certain extent you just need to love what you do and tell others to f*ck off sometimes. Yes, it's nice when others praise your work but what should really matter is how happy you are.
> You also need to know the right people (connections) and be very lucky

Not sure about 'being lucky' but 'knowing the right people' is very true.

After Marissa Mayers took over the reins of Yahoo, she went on a 'buying spree'. Several of her acquisition were questionable, including an app called 'Summly' - a seemingly simple app that "summarized news" that she purchased for Yahoo, by paying 30 MILLION in ALL CASH deal.

Even the algorithm that it used to summarize wasn't his own. He outsourced that work (the core functionality) to http://www.sri.com/

It was later revealed in a Forbes or BI article that this '15 year old teen hacker genius''s family (either mom or dad) and Mayer's husband were buddies at Goldman Sachs or something of that nature.

Related reading:

Yahoo Paid $30 Million in Cash for 18 Months of Young Summly Entrepreneur’s Time => http://allthingsd.com/20130325/yahoo-paid-30-million-in-cash...

Here's What Happened To All 53 of Marissa Mayer's Yahoo Acquisitions => http://gizmodo.com/heres-what-happened-to-all-of-marissa-may...

Luck has a lot to do with it. Marissa knew the people who started Google and that was luck. She may be talented but there are many others just as talented, who weren't at the right place at the right time. The founders who succeed may attribute their success to their hard work and persistence, but many forget they were actually very lucky as well.
> programmers are just "coder monkeys"

Wow, how condescending ( the family, not OP). Is this notion isolated or widespread?

My family thinks I am a Tech Ninja, and almost all my Gym friends, many of who are in blue collar jobs, really look up to me.

well they are right, kind of. We are just the descendants of monkeys who code.

Ain't nothing wrong with that :)

Well if it goes too far you end up like Europe with a salary cap and a very narrow job range. I am greatful developers in the US are not all seem as code monkies.
I can attest this notion is widespread, especially among MBA types and entrepreneurs in general.
Email me. Ill listen. Fellow entrepreneur here. No strings or BS. pryelluw@gmail.com
Maybe you're selling it wrong, or presenting yourself inappropriately. Namely, if I want to climb everest, and I walked up a local hill - it would seem silly to say "Look everybody at me I'm on my way to climbing everest!" - even though that could be a true statement.

Maybe you need to be more modest about describing it, especially if you can't handle the feedback.

That's a very good point. I've tried to be as modest as possible when talking to other people (e.g. "I'm working on a small software project" rather than "I'm building the biggest, best thing!"). I tend to roll my eyes when other people say stuff like that. Presentation is very important, though, and I'll certainly keep that in mind. Thanks.
It sounds like you have two issues, your social group and your product.

I can't help you with your social group. It's up to you to associate with the dream killers or not.

The product market is very interesting and counter-intuitive. There are countless cases of where the best product is not the most successful. Spend some time studying sales and you'll find product quality is secondary to how you position it.

This may not make you feel good about it, but that's the cold truth behind success. The way I personally deal with the quality vs sales issue is to focus only on product quality and have my partners focus on what's needed on the sales side. Finding a partner with good salesmanship might be your way over the slump that you're in.

Intellectually, you're on the entrepreneurial path, with a purpose. How you emotionally defend yourself is also part of the entrepreneurial path - we work more hours for less money (on average) because we "control our own destiny" which implies of sense of ownership over one's life that you can't get elsewhere working towards someone else's bottom line. That's probably a myth, but it's an important one for maintaining our psychological health while under the stress of under-delivering. Don't be confused here - as an entrepreneur, you will ALWAYS feel like you're under-delivering, whether on time, or on traction, or on product, or on revenues, or on team, or on awareness... That's an unfortunate part of the path. But it's also an important part of the drive to improve the product, improve the team, etc. Entrepreneurs unfortunately also have a high rate of depression - I'm not adequately versed in those personality types to make any assessments as to why. But as an entrepreneur, I can tell you that, personally, I face that stress every day and yet carry on because I feel like my work is important. I'm not building follow-on products - I'm trying to build first-to-market products, also with a purpose. So either that purpose has to carry you through these tough defensive discussions and resulting stress, or that purpose isn't sufficient, and you'll drop the product and/or the title entrepreneur. If you're going to own your own path, you either do it wholly, or you don't. Trying to figure out a middle path will kill the average person. Don't be average.
I'm also flying solo. Email in profile, hit me up and I'll be very happy to help. At the very least, with constructive criticism and friendly advice.
1. The easiest thing is to give commentary from the sidelines. Ignore them.

2. Making the product, simple or complex is the easy part. The hard part is making a business out of it.

I'm in a similar situation to yours (creating a company, bootstrapped, solo founder). It's a hard ride and people who can truly support you mentally is important.

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Read "Elon Musk: Tesla, SpaceX, and the Quest for a Fantastic Future", and realize that even the best people overcame enormous struggles to bring products to market.
Go get a job you're not an entrepreneur. People will constantly tell you - what you do sucks. It's rule number one in the wannabe-entrepreneur world. If you can't handle that part I'd suggest to go get a job. Otherwise, move one to step #2 - focus.
I'm sure your remark was well-intentioned, like an overly-hard slap on the back, but subtleties like that are lost on the public internet and just look like personal attacks. So please don't comment like that here, or at least add enough information to disambiguate. Intent doesn't communicate itself, so the burden is on the commenter to do that.
Like dang commented, I'm sure your comment was well-intentioned, so thanks for the "overly-hard slap on the back." And to respond to your first sentence: no. :)
Unfortunatey, we are highly unpredictable and emotional machines. You're going to have to deal with ups and downs, moments of euphoria as well as depression, no matter what.

The key is to stay disciplined, and if you believe strongly that what you're working on solves a real problem no one else is solving appropriately, then keep working on it, very hard.

While at it, keep looking for people to join you on your adventure and hopefully success will come along the way.

Also, a good read: http://www.wisdomination.com/screw-motivation-what-you-need-...

Those people are miserable and will never change.

The more success you find the more they will resent you for it. Plato's allegory of the cave[1] is spot on.

My method of dealing with such people has been to abstract their voices from my life.

[1] https://en.wikipedia.org/wiki/Allegory_of_the_Cave

Ain't that some great motivation material or what? You've got kerosene fuel to get to success. Is the depression clinical or self perceived?
I deal with it by taking lots of expensive holidays that they can't afford. They soon shut up. ;)
You can ignore them or live by their terms. That's absolutely your choice.

If you can't handle the pressure, do what they say. If you can (and I highly suggest you learn how to do it), keep doing whatever you're doing and ignore them. Smile and nod.

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