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Are you in a startup career path or are you one and done?

gabrielweinberg.com

11–20 of 24 posts

Re: Are you in a startup career path or are you one and done?

#11

I respectfully disagree. A start-up is hard. If you're doing anything other than putting maximal effort into your current endeavor odds of success go down.

I think you can certainly be successful in that mode. I was--working in almost complete isolation, and afterwards I still wasn't really a part of the startup community (since I didn't really know many people in it).

What I missed though and what I've realized since is that if you actively engage in that community you end up meeting people that end up helping you that you would otherwise never meet because you can't justify meeting them with your head down all the time.

So it ends up being sort of non-intuitive, and hence the post. I think if you do relax that mode a bit your chances actually go up. Of course there needs to be a balance though.

Re: Are you in a startup career path or are you one and done?

#12
Gabriel, I really like your article because all too often to we get short-sighted and get caught in the "get rich quick" mentality. I think it is critical to balance this long term approach with a firm belief that your current project will make it BIG.

Without this belief that what you are working on will be the next sliced bread, it can be easy to get discouraged or, as you mentioned, move on to the next project.

Re: Are you in a startup career path or are you one and done?

#13
post #2

Strongly recommend, if you're interested in startups as a career, that you add "taking a job at a startup and working your way up to a key role" to your to-do list. I know a couple people who have tried to make startups their career by serially founding go-nowhere companies; that's the wrong way to do it. (My rule of thumb, which I've back-rationalized onto my career, is not to start back-to-back companies).

I think this is kind of important for any development role (not just at a startup). It's definitely good/important to be "the guy everyone goes to" in any organization.

Re: Are you in a startup career path or are you one and done?

#14
One of the best startup posts I've read yet - big kudos to @yegg, he's the man.

Thinking that you're going to win by just playing one or two hands is dumb. I also don't like the view that entrepreneurs do it because their personality naturally gravitates towards risk, that's just not smart business.

Only way to win is to take advantage of high EV moments in life, but to also maintain a long-term view and mitigate risk along the way so you can keep playing the game for as long as possible - survival goes before anything else.

Max Levchin failed 4x before he hit it with PayPal. No one becomes a great entrepreneur overnight.

Re: Are you in a startup career path or are you one and done?

#15
post #2

Strongly recommend, if you're interested in startups as a career, that you add "taking a job at a startup and working your way up to a key role" to your to-do list. I know a couple people who have tried to make startups their career by serially founding go-nowhere companies; that's the wrong way to do it. (My rule of thumb, which I've back-rationalized onto my career, is not to start back-to-back companies).

[deleted]

Re: Are you in a startup career path or are you one and done?

#16

I respectfully disagree. A start-up is hard. If you're doing anything other than putting maximal effort into your current endeavor odds of success go down.

I think you can certainly be successful in that mode. I was--working in almost complete isolation, and afterwards I still wasn't really a part of the startup community (since I didn't really know many people in it). What I missed though and what I've realized since is that if you actively engage in that community you end up meeting people that end up helping you that you would otherwise never meet because you can't j…

I'm three years into an ambitious and promising startup now, and feel the same way. I gotta get out and get in touch more with the community.

Re: Are you in a startup career path or are you one and done?

#17
I'm not sure how I feel about phrase "startup career path" as concept. Not that I disagree with what Gabriel is saying here, but be careful not to box yourself in conceptually.

I definitely consider myself an early-stage startup guy, and I am extremely hesitant to work for a large company, however I've actually only been in a true startup for 3 years out of a 12-year career. Before that I worked for a public University, a new media agency, and a bunch of small freelance gigs. In all of those circumstances I was able to do great work, meet great people, and learn a lot about business (yes even at the U).

Now it's true that nothing matches the ambition or intensity of a true startup, and it's definitely a place I like to be. Conventional wisdom in silicon valley evolves quickly, but it's very inbred, and it tends to create bubbles of competition around sexy concepts, where hundreds or thousands of the very smartest people in the world are working 18 hour days on some specific concept that doesn't even have a market yet (eg. Check-in-base mobile apps). Meanwhile, out in wider industries you find huge markets with huge inefficiencies due; billion dollar markets that are ripe for disruption, with reasonably small barriers to entry for someone with a little inside information.

If you bring your technical and execution skills to one of these markets you have a much greater chance of success, and with an established market you also can be sure there's something really there. Spending a couple years in an established company could be the seed to a brilliant startup. Likewise, working on yet another social widget just for the sake of being in a "startup" could land you with obsolete skills when app-fatigue turns to backlash, and silicon valley moves onto the next hot thing.

Re: Are you in a startup career path or are you one and done?

#18
post #15
post #2

Strongly recommend, if you're interested in startups as a career, that you add "taking a job at a startup and working your way up to a key role" to your to-do list. I know a couple people who have tried to make startups their career by serially founding go-nowhere companies; that's the wrong way to do it. (My rule of thumb, which I've back-rationalized onto my career, is not to start back-to-back companies).

[deleted]

Where did you get this idea? You are absolutely not going to harm your career by having a key role at a startup that dies. Dying is what startups do. Most startups are doomed. Moreover, if you're not the founder or CEO of a startup that dies, nobody is going to attribute anything --- success or failure --- to you, unless you actively campaign to make the attribution happen.

This is bad advice. You should stop giving it.

Re: Are you in a startup career path or are you one and done?

#19
post #15
post #2

Strongly recommend, if you're interested in startups as a career, that you add "taking a job at a startup and working your way up to a key role" to your to-do list. I know a couple people who have tried to make startups their career by serially founding go-nowhere companies; that's the wrong way to do it. (My rule of thumb, which I've back-rationalized onto my career, is not to start back-to-back companies).

[deleted]

Depends on what you mean by torpedo'ing your career. Yeah, maybe your options are worthless but you will learn a lot about what does and doesn't work in startups. You can use this in any of your future endeavors. Also, the relationships you form and network you create could be invaluable. My dad worked for a startup that failed about 15 years ago and his friends from it still meet every once in awhile to help each other out and network.

Edit: FYI- he had mentioned working for an unsuccessful startup would torpedo your career.

Re: Are you in a startup career path or are you one and done?

#20
I joined my first startup 20+ years ago because I liked creating software, being at the researchy end of the product spectrum, the informality and speed of a small company, having a lot of responsibility, and of course, the prospect of a big payout was attractive.

I've been exceptionally lucky in all of these aspects, so I've been doing nothing but startups since then (except when I found myself at a big company post-acquisition).

If you're going into it just to get rich quick, you are definitely doing it wrong. And your motivation is sufficiently off-course to pretty much guarantee that you won't get what you want.

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