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by alsostayinganon 4738 days ago
The grass is always greener on the other side.

I too am running a startup with a downward trajectory. We have more like 6-12 months of runway left but things aren't looking good.

Our path tracks your alternate reality.

I started a project several years ago that took off. It wasn't meant to be a business at the beginning but once it started getting traction I slowly devoted more and more time to it.

It was "profitable" from the first day; the Adsense ads more than made up for the costs of hosting it and the initial design work. I programmed it myself so there was no development cost.

From the beginning it snowballed. It had a thousand users the first week, ten thousand the first month, and 50k users 3 months in. It was at that point that my amateur coding got in the way and the server crashed and burned.

By this time the business was making about $300/day in advertising. The costs were basically zero (a single virtual server + me part-time while I was still in school).

In retrospect this is the point I wish I had dropped out of school, raised some funding, and started building a development team. But I didn't; I read up all I could on scaling and hacked together some more code. That helped the project grow to a million users by the end of the first year.

By this time I had added in for-pay features to the free product to augment advertising and was making well over $1000 per day. I started plugging some of this into advertising to accelerate the growth but most of it was being distributed to me as the only shareholder. Things were going peachy until the servers crashed again.

Again, I read up on scaling, bought a couple hours of consulting time, and patched things up. Within a few months the advertising spend had paid off and at the peak the project was raking in $20,000/day (most funneling straight back to me since at this point it was just me [still part-time] and a couple of part-time customer service reps). This was where the project hit its peak of about 1 million monthly actives.

And, of course, the servers tanked again. This time by the time I was able to get things stable again the market was not as good and we weren't ever able to get back our exponential growth.

I wish I had at the very least "gone for it" and plugged the profits back into the business to hire people to help me. It was about this time that my competitors were discovering the same things I had been experiencing (easy viral growth, cheap user acquisition) and raised about 100 million in VC funding to buy up and saturate the market.

Long story short, we stagnated and slowly declined (no longer able to compete effectively with our newly extremely well-funded competition). Our competitor who raised 100MM in VC is now a public company with several billion in market cap, and there are several others who took a similar path that are worth in the range of a billion as well.

By the time I decided to hire and build a team it was too late to make much of a difference.

I made a couple million bucks and had a fun ride but I'm still kicking myself for not seizing the opportunity to go all-in while the window was open.

We're now playing catch-up but the market is more fully developed now and it's harder for underdog players to get an upper hand.

3 comments

> By this time I had added in for-pay features to the free product to augment advertising and was making well over $1000 per day. I started plugging some of this into advertising to accelerate the growth but most of it was being distributed to me as the only shareholder. Things were going peachy until the servers crashed again.

What was stopping you from hiring a couple full-time devs (and devops) at this point? And going full-time yourself? It didn't sound like you need VC / angel investment at this point. It sounds like you had enough money to self-sustain.

Fear, immaturity, naivety, idealism.

It took me a long time to get over the fear of others relying on me to support their family/lifestyle. I think deep down inside I felt like my business was a fad and since I didn't have a clear vision of where it would be in 3-5 years I didn't feel comfortable having others reliant on it for their livelihood.

I started it when I was 19 and since it wasn't on purpose and I couldn't envision myself working on it in 5 years I didn't feel like I could ask that of someone else. I wasn't passionate about the project, it was just the first thing I'd done that had gotten so much traction.

I liked the freedom of being able to travel the world without feeling beholden to others back at home. Since I was only accountable to myself I could work 10 hours a week from anywhere on the globe and there was nobody to tell me to get back to work.

At one point I remember saying "I don't want this to be what I'm remembered for." I still feel that way; I want to solve a big problem with my next company someday (bud I didn't and still don't don't know what that will be yet). But that shouldn't have precluded me from going big on this project. I was rushing things, trivializing what I was currently doing, in search of my next big thing.

I eventually did invest a significant portion back into the company to hire a couple developers, designers, etc. But I should have done this much, much sooner.

That's a very interesting story. Thanks for sharing!

There are so many interesting people on this site...

If you know you're screwed, and you've made a couple of million bucks, why aren't you just closing up the company and going home to have a money party?

That probably sounds quite harsh if it's something you love, but a million bucks is like economic freedom for life, and you can try again with a different idea later where there's less active competition. Sounds to me like you did pretty well for yourself.

We're not screwed per se, just treading water just below break even. We still have a significant paying user-base but our churn is higher than our new user acquisition rate.

We keep trying to fix that but over the past year or two we've had little success.

I like the team and we're working on another project that could potentially re-ignite the company so I haven't given up all hope yet.

I committed a block of money back into the company when I decided to hire a team. We haven't burned through it yet (that's the 6-12 months runway that's left at this point) but once it's up I can't justify putting in any more and wouldn't feel comfortable asking an investor to put money into something that I wouldn't fund myself.

Ah, as long as you know when you're going to get out if it goes sideways I feel a lot better about your sitch :)

Best of luck!

In this day and age, a million bucks is not even close to an economic freedom. @webwright has a good post on what he calls "Fuck you money", the amount you'd need to retire rich. Well worth the read.

http://www.tonywright.com/2010/no-you-cant-retire-rich-at-30...

Sure it is. You just have to have more reasonable expectations. A million bucks can easily generate 30-50k a year in dividends, and without a mortgage, that is enough to live a comfortable lifestyle. You can't go on permanent vacation, but you can live and work on whatever you want to without needing a job.

200k is a silly number to use in this calculation. Most studies show that "happiness" stops having big returns past something like 70-80k. Could I spend 200k a year? Sure no problem. Do I need to? No way.

While 200K is silly, I don't think 1M is really enough to never have to work again assuming a family.

You would have to purchase a house, it should be in a safe area with a good school district, so that's probably 200K? (I don't know what prices would be far away from the coasts)

So now you have 800K generating dividends for you, plus you have to save every year to be able to cover your kids college tuition since you can't get any need based money due to your nest egg. Even assuming you somehow do that on 50K/year (or your kids get merit scholarships), in 30 years (by the time you are 60) your 50K has the purchasing power of ~25K.

I'm personally not planning on retiring at 30 and never doing any productive work ever again. The point would be, that with 30-50k coming in passively and no mortgage to pay, I could live comfortably and work on whatever I wanted to whenever I wanted to.

As for kids college, I had parents that helped some, and I paid for a significant portion myself (i also paid a significant portion of my wife's). I plan to save for my kids college, but it will be on the order of 1k a year or so. With 18 years of stock returns, it should be a decent amount for them. If it isn't enough for their desired school choice, they will have to pay the rest. That seems more than fair to me, but it won't be a huge sacrifice to put away 1k a year.

Also note, that the above linked article was doing math based on 4.2 mil. I think 1 mil would be enough to consider myself totally free, I'm certain 4.2 would be way more than enough.

Edit: Also, by only taking dividends and not principle, any inflation should also be reflected in the stocks. This means the purchasing power should stay constant assuming competent investment decisions.

1) You don't need to pay your kids college tuition

2) Without a mortgage or debt, even 25k goes a very long way. Add up all of your non-housing bills, it shouldn't come anywhere close to 25k, I just did a sample budget and it still leaves 500 in savings per month.

1) So shoulder your kids with massive debt or hope the educational system has changed enough that college degrees aren't required for everything and things are affordable. Nice.

2) Assuming a low cost of living state, and you live frugally for just yourself, I totally agree. I don't think that anyone would say raising a family on that much is easy in any part of the country. (I'm not saying its impossible, just not easy, probably to the point where you would say screw it and go back to work.)

That article may be worth reading, but it is about retiring "rich", not simply retiring. It assumes a yearly lifestyle cost of $200k per year, which is redonkulously high. You don't need to be "rich" to be economically "free".

Most people can live quite comfortably for far less than $200k/yr when they are debt free and (figuratively) sitting on a giant pile of cash, especially if they aren't tied to living in SV, NYC, etc.

Yeah, that sort of depends on how expensive of a house you want, and whether "retired" really means "zero work and zero income" or just means you have the freedom to work on whatever you want and never need to take a full-time day job again.

If you're the "permanent vacation" type of retired then $200k / year fixed income might be low. Waterfront properties, luxury hotels and first-class plane tickets are expensive. You're at least 1-2 orders of magnitude from private jet money.

If you're the "I paid off my mortgage and cars, set aside my kids' tuition account, and now my only expenses are food, utilities and taxes, and now I have years of runway to build my next project, plus free time to do hobbies, raise my kids, and enjoy life" type, then a 2-4 million payout is probably plenty to qualify for "FU money." That's more than most people make in a lifetime, so if you get it in a lump sum, you're set.

It's all about what standard of living you want.

What's your company web site and what are web sites of competitors?
Created a throwaway account because I'd like to stay anon.
Do you mind sharing a little bit about the market space you were (are) in? Just curious more than anything.
I hope he/she does but based on everything said so far I'm going to speculate it's something in the social media gaming space (i.e. the space Zynga plays in).

There was ridiculous money and growth to be had early on in the Facebook gaming race but I imagine it's extremely hard to get traction now.

Please do - don't need to know your company, but I'm wondering what the heck I've overlooked that would have growth like that :) You make me feel old!