
Don't Die of Heart Disease
During my "hiatus" I've been doing research in a variety of different areas that interest me. After a personal experience with basal c...
The Deal
Founders have little to no diversification. They are all in on one idea, company, and mission. It's an insanely high-risk, high-reward endeavor. As founders become increasingly wary of this level of risk concentration, they begin to think about ways to mitigate it. One idea I've heard repeatedly is the notion that a group of founders can self-assemble and contribute a percentage of their equity in their company to a shared pool. That way, if they fail and one of the other founders in the grou...

Sequoia Wants It Hard
I have seen a lot of young first-time founders play it fast and loose in their fundraising processes the past several years. It’s been frothy times, so I think it brings out a lot of strange behavior. It got me thinking of when I was a young founder and the things I’d do, particularly one specific story that I tell people when I get asked “what not to do” when fundraising. Back in 2010 Steve and I launched GroupMe to much fanfare. It got a lot of attention out the gate because we built it at ...

Don't Die of Heart Disease
During my "hiatus" I've been doing research in a variety of different areas that interest me. After a personal experience with basal c...
The Deal
Founders have little to no diversification. They are all in on one idea, company, and mission. It's an insanely high-risk, high-reward endeavor. As founders become increasingly wary of this level of risk concentration, they begin to think about ways to mitigate it. One idea I've heard repeatedly is the notion that a group of founders can self-assemble and contribute a percentage of their equity in their company to a shared pool. That way, if they fail and one of the other founders in the grou...

Sequoia Wants It Hard
I have seen a lot of young first-time founders play it fast and loose in their fundraising processes the past several years. It’s been frothy times, so I think it brings out a lot of strange behavior. It got me thinking of when I was a young founder and the things I’d do, particularly one specific story that I tell people when I get asked “what not to do” when fundraising. Back in 2010 Steve and I launched GroupMe to much fanfare. It got a lot of attention out the gate because we built it at ...
Share Dialog
Share Dialog
Last year I made my New Year resolutions in April. I wasn't going to do them but I was inspired by a conversation I had with Strauss Zelnick who told me that every year he writes down his short-term goals (annual) and updates his long-term ones (a decade or so) for both personal and professional. I think Strauss has figured out a lot of stuff in life, so I have no problem trying to shamelessly copy him. Looking back I never wrote down my professional goals. I don't remember why, but it's probably because I'm in a bit of a transition period and wasn't ready to really commit time to it.
I started with a regret minimization framework. I wrote:
By the time I'm 80 years old, I won't regret spending as much time with my family as possible, having read a bunch of books and being knowledgeable about the world, knowing myself and what makes me truly happy, and living a happy life, having traveled and explored the world many times over, spending a ton of time in nature, overinvesting in relationships with friends and family.
That's a lot of stuff, but I stand by it. Kind of generic, but people have been at this figuring out happiness thing for a long while and this reads like happiness to me.
Here are my long term goals:
I guess I couldn't figure out the travel bit.
And my short-term goals with commentary:

Two things stand out to me here. First, there are just way too many goals. Second, I never revisited them since jotting them down (until now). I'm going to try to whittle them down to what's most important for the short term based on where I am today.

I like these a lot more. Narrower, more focused, and everything feels very achievable by the middle of the year. I also like incorporating how I "feel" about something instead of just objective number-oriented goals.
And my long-term ones:

I'm going to revisit these here twice a year. Or at least that will be my goal :) I hope this is a good way to hold myself accountable.
New year, continuation of me.
Last year I made my New Year resolutions in April. I wasn't going to do them but I was inspired by a conversation I had with Strauss Zelnick who told me that every year he writes down his short-term goals (annual) and updates his long-term ones (a decade or so) for both personal and professional. I think Strauss has figured out a lot of stuff in life, so I have no problem trying to shamelessly copy him. Looking back I never wrote down my professional goals. I don't remember why, but it's probably because I'm in a bit of a transition period and wasn't ready to really commit time to it.
I started with a regret minimization framework. I wrote:
By the time I'm 80 years old, I won't regret spending as much time with my family as possible, having read a bunch of books and being knowledgeable about the world, knowing myself and what makes me truly happy, and living a happy life, having traveled and explored the world many times over, spending a ton of time in nature, overinvesting in relationships with friends and family.
That's a lot of stuff, but I stand by it. Kind of generic, but people have been at this figuring out happiness thing for a long while and this reads like happiness to me.
Here are my long term goals:
I guess I couldn't figure out the travel bit.
And my short-term goals with commentary:

Two things stand out to me here. First, there are just way too many goals. Second, I never revisited them since jotting them down (until now). I'm going to try to whittle them down to what's most important for the short term based on where I am today.

I like these a lot more. Narrower, more focused, and everything feels very achievable by the middle of the year. I also like incorporating how I "feel" about something instead of just objective number-oriented goals.
And my long-term ones:

I'm going to revisit these here twice a year. Or at least that will be my goal :) I hope this is a good way to hold myself accountable.
New year, continuation of me.
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