Having the site/business pretty much run itself and grow slowly but surely. I don't care about the toys - if I could have 100k a year in passive income I'd be set. "Making it" for me has much more to do with disposable free time than disposable income.
Edit: Issuing dividends to our investors would be great, but probably isn't a requirement.
I have good news for you! You can easily live on $15,000 a year in many areas of the United States and you would have all the disposable free time you wanted (if that income was passive, like the $100k you mention).
I'll definitely write about this later on the TicketStumbler new stuff blog.
Short answer: we live in a spacious dumpy place a 15 min walk away from Davis Sq (Boston area), have shitty health insurance, rarely use a car, keep the temperature low (read: cold) in the winter, don't go out to eat much and cook our own healthy food from the grocery/bakery. Despite all this, we still live like relative kings.
It's sort of cheating though because in terms of clothes & tech I came to Boston with everything I need so I spend literally no money on them now.
good on you. just having the ability to do this (sadly) sets you apart in these times.
the ability to prioritize costs allows you to have a standard of living higher than your income would suggest. this translates incredibly well to having more money. when you do make 100k you'll find yourself spending 50k and still living just as well as everyone else who makes 100k, or spending 100k and living like someone who makes 200k. most people don't prioritize because they never spend the time to sit down and really figure out what is important to them.
Grad students do this all the time. A friend of mine managed to save $20k in 2.5 years on a grad student salary (~$20K/year).
The secret is really roommates + no car + long walk to mass transit + cheap food. If you're willing to walk about 20 minutes to the nearest T stop, you can get quite a few places in the Boston area for ~$400/month. Eat vegetarian with a lot of rice & pasta dishes and you can probably squeak in under $10k/year, particularly if the university provides health insurance.
I live on about $17,000 per year after tax (I'm in the UK though). I have a mortgage, a comfortable style of life, a new car, a contract iPhone, yada yada.. and.. there's no real secret except a) live where the day-to-day expenses are as cheap as conveniently possible, b) spend as little money on frivolities as possible, and c) split the day-to-day expenses with a partner (my wife in my case - half the mortgage, half the property taxes, half the utilities, etc..)
Thanks Paul - that's how I was defining it. I'm not going to just sit on my ass and watch Southpark. I have a whole list of projects I want to work on, places I want to go, hobbies I want to try.
you are right.. but who said anything about not doing anything?? id travel, spend more time with my family (actually may be have a family first :D), focus a lot more time on my violin...
That's what you say now, but if you ever get to that point, you'd miss the excitement of the whole process and you'd want to do it again. So free time is not something an entrepreneur would really want.
I disagree, but I think it's because of our separate interpretations of "free time". I don't mean free time in a sense of doing nothing, I mean it in a sense of hobbies, travel, family and pursuing projects that may or may not be monetizable. I'll always have a business of some sort I'm taking part in, the variable will hopefully be the amount of time dedicated to it.
Short answer, never, particularly when you are still calling yourself a start-up. Once you've 'made-it', you aren't a start-up anymore, you're a big business, and big businesses still need lots of work to keep them successful.
Long answer - when your piece of art is complete.
A great book, 'Finite and Infinite Games' lays out my feelings on this.
Your first STEP in success is when you are really in the game. I've launched a few companies that nobody cared about. Got no traction. There was very little reason to keep revising the product/project because I wasn't in the game.
Other times you hit on something that people care about, and that is making a difference. You work like mad to churn out new products and satisfy the demand. You are in the game. That is success level 1, and it goes from there.
I think the big problem with saying "how do you know when you've made it?", is that this isn't a sprint or a marathon. It's a life. You've never 'made it' in life, if you're done, then you're dead. When do you know when you have breathed enough? When you have eaten enough?
If you stop working on your product/business, it will go stale and die.
You can 'get out', sell, hire others to take over the day to day tasks, but what do you do with yourself then?
I think some of PG's comments regarding the 'artist' in programmers/innovators is just that. An artist doesn't stop painting once they have sold one painting. So your current project leads to the next, etc.
I would say to answer your question, that only you can decide when your current piece of art is done.
If you're making great money, fantastic. If not, maybe you love this project so much that you'll continue with it anyway.
Basically, have an exit strategy, targets, goals, etc. But none of these are 'finishing lines', they are markers on the coarse. Like aid stations on a cicuitus marathon coarse. They let you know that you have reached a significant marker, but don't stop running, 'cause you are still in the race.
There are still things to do, problems to solve, art to build.
The journey is the destination.
I'm not a typical HN reader/user. I'm a one-man consultancy outfit, helping businesses sort out how best to use Internet technologies for internal and external collaboration. I also help untangle knotty workflow problems, you get the picture.
"Making it", as far as I am concerned is having a steady stream of people coming through my door through personal recommendation with really interesting problems - enough in fact that I can turn the less interesting ones away to other people.
I get to make money, I get to help people (I know it sounds sappy, but I love it) and I get to think about interesting problems.
It doesn't get much better than that for me, it really doesn't.
No. I haven't quite "made it" yet, I only started out as an independent a few months ago, but I've had enough of a taste of it to make me a very happy bunny.
For me it's about making something a success in the eyes of the users. Built something people love using. Then make it a business that maximizes it's profits. Then move on to the next venture. I don't want any toy's and I don't need any recognition but what I do want is the sense of achievement once you've built a profitable business. Hence I hope to one day have created a million dollar company not for the money but for having overcome another challenge.
I think you've made it long before you are buying all those toys you promised yourself. That is, assuming you promised yourself any toys. Me? I just promised myself that I would be my own boss, have fun, and make just enough money to not have to argue over who pays the left over dollar after dinner.
I think it's when you are doing it for the love, and it's also successful. The convergence of pleasure and productivity (in an economic sense).
By this logic, as a founder you may realize you've created something successful and fun but it's time to bring in different people to do things that you are no longer economically optimal to do.
Jeff Bezos is a great example of someone who clearly has a fun time every single day and whose creativity is still vital to Amazon's performance.
Anybody who does work just so that he can one day not work, will find his contentment threshold pretty quickly. He will find a satisfactory job with enough free time and will stop dreaming.
I'd be fairly happy at number four already, because I could just decide to go hang out in various countries for x months at a time without having to worry about money.
Steadily growing business. Steady income that can provide me with the necessities and a few toys (about $50k/yr after taxes). Free time to deal start other projects and do what I want.
convergence; when i cease to have to ask myself which competing urgent task i will complete, i will finally have peace of mind. is it too much to ask to lead my own startup and have only one job?
after that, i agree with others that it is nice be able to ignore money -- to me that again speaks to peace of mind.
Edit: Issuing dividends to our investors would be great, but probably isn't a requirement.