Probably the best post I’ve read since I started following your blog. Thank you for so many awesome articles, and good luck with whatever it is you’re going to be working on!
Oh, and yeah, I absolutely loved those books. Some of them were translated to norwegian (my english wasn’t very good back then) so I would go down to the town library every weekend and rent new ones.
Just a comment to spoil the emphasis of your post (yes, I’m a big bastard). I know that thinking about a job change is a long and deep mental process, I’ve been there myself, but consider this:
You are a very skilled and popular programmer
You’ve been working at Vertigo for a long time
You’re leaving Vertigo in good terms
Given these 3 points, there is a VERY HIGH probability that Vertigo would re-hire you (with a higher salary) should something go wrong in your new adventure
best of luck with the start up, you could also break into the podcasting, I’m sure there are a few people that would listen to you drone on for 5-10 minutes a day on various OSS projects that you feel passionate about. It would be a great way to advertise for you new adventure and possibly make more money while you are at it…
The wisdom of Rudyard Kipling (by way of Grandpa Simpson):
If you can make one heap of all your winnings
And risk it all on one turn of pitch-and-toss,
And lose, and start again at your beginnings
And never breathe a word about your loss;
[…]
Yours is the Earth and everything that’s in it,
And – which is more – you’ll be a Man, my son!
By the way, don’t back down; you’ve made the right choice and you will succeed.
My attitude has always been:
‘I will succeed or die trying.’
In the end, if you want something bad enough, these are the only two possible outcomes.
Most of the time, people succeed. I know I have when I really wanted something.
You’ve got to want it. And you have got to believe.
Again, good luck Jeff and best wishes for your new venture.
As far as being homeless with a suit and tie, I’d say that opting to fulfill potential (or the attempt to) will lead to less bitterness with preparation. The chains of material belongings and “base of operations” can be hindering. I’m not suggesting that going for such an extreme is good… without planning, anyway. That is what compels a response. It is an important point in your life.
There is risk where there is reward. Plan it out.
Best of luck; I look forward to seeing how it turns out.