Here’s my framework for how I think about making career decisions, arguably one of the most important decisions we make in our lives.

I break it down into four categories, ranked by how important each is to me:

1) The People

My top priority is working with great people. Everything else is secondary to that.
1a) Are these smart, passionate, high EQ people that care about their work? Would I enjoy working with them? Do they lift the rest of the team up? Are they welcoming and inclusive? Do they strive to continue learning? Would I learn from them?
1b) It’s sometimes hard to get a good gauge of the people through just interviews. If you haven’t worked with the team prior or knew them for an extended period of time, values are a good place to start.
1c) Talking to past employees at the company and past colleagues at other companies can tell you a lot. Don’t skimp on reference checks. Ask questions like:
- Would you work with that person again?
- How did they resolve disagreements?
- How much did they care?
2) The Mission

Second on my list is the mission. Because I only get to take 1 bet at a time on a company working for them, it’s important that I’m working on something I can get behind.
2a) Is it a mission that gets me excited to wake up and work on everyday? Is it actually something important? Will I be able to make an impact - not just in the company but externally as well?
2b) It’s also totally fine to work for a company not “changing the world”. IMO mission = excitement and it’s whatever will make you happy. Why spend 2,080 hours each year doing something that makes you miserable?
3) The Role

If the people and mission check out, it’s probably important to start thinking about if the role is a good fit.
3a) Does it make sense given my background and skills? Is it a role I’d be good at? Will I be in a position where I can succeed?

A good sign the role is a good fit is if it overlaps with your zone of genius.
3b) I also very much believe in compounding, especially when it comes to careers.

If a role doesn’t compound on the skills I’ve grown throughout my career, probably not a good fit. I like to reflect on the things I’m good at and not so good at and double down.
4) Lastly, upside.

Not everything has to or should be a money driven decision, but it’s important. Everyone’s financial needs are different.
4a) For me, upside has always meant “is my ownership * potential value of the company large enough to help me reach my financial goals.”

For some that could be $1m in net worth, for others $100m.
4b) A q I also frequently ask myself is if I believe this company can be worth 50-100x from today.

Stage of company drives some of this thinking. An earlier stage company can have a 100x growth ($5m -> $500m) but its also possible that a public company does too ($5b -> $500b)
And that’s it. I haven’t yet made a career decision without being able to fit a factor into one of these categories, but curious to hear what others find important as well.

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The YouTube algorithm that I helped build in 2011 still recommends the flat earth theory by the *hundreds of millions*. This investigation by @RawStory shows some of the real-life consequences of this badly designed AI.


This spring at SxSW, @SusanWojcicki promised "Wikipedia snippets" on debated videos. But they didn't put them on flat earth videos, and instead @YouTube is promoting merchandising such as "NASA lies - Never Trust a Snake". 2/


A few example of flat earth videos that were promoted by YouTube #today:
https://t.co/TumQiX2tlj 3/

https://t.co/uAORIJ5BYX 4/

https://t.co/yOGZ0pLfHG 5/

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I’m torn on how to approach the idea of luck. I’m the first to admit that I am one of the luckiest people on the planet. To be born into a prosperous American family in 1960 with smart parents is to start life on third base. The odds against my very existence are astronomical.


I’ve always felt that the luckiest people I know had a talent for recognizing circumstances, not of their own making, that were conducive to a favorable outcome and their ability to quickly take advantage of them.

In other words, dumb luck was just that, it required no awareness on the person’s part, whereas “smart” luck involved awareness followed by action before the circumstances changed.

So, was I “lucky” to be born when I was—nothing I had any control over—and that I came of age just as huge databases and computers were advancing to the point where I could use those tools to write “What Works on Wall Street?” Absolutely.

Was I lucky to start my stock market investments near the peak of interest rates which allowed me to spend the majority of my adult life in a falling rate environment? Yup.
"I really want to break into Product Management"

make products.

"If only someone would tell me how I can get a startup to notice me."

Make Products.

"I guess it's impossible and I'll never break into the industry."

MAKE PRODUCTS.

Courtesy of @edbrisson's wonderful thread on breaking into comics –
https://t.co/TgNblNSCBj – here is why the same applies to Product Management, too.


There is no better way of learning the craft of product, or proving your potential to employers, than just doing it.

You do not need anybody's permission. We don't have diplomas, nor doctorates. We can barely agree on a single standard of what a Product Manager is supposed to do.

But – there is at least one blindingly obvious industry consensus – a Product Manager makes Products.

And they don't need to be kept at the exact right temperature, given endless resource, or carefully protected in order to do this.

They find their own way.