A conversation that I've been having with a lot of my founders is around taking a vacation.

At this pt, I feel like a broken record -- I keep asking, "Have you taken a vacation yet? Are you going to take a vacation?"

A thread >>
1) Burnout is REAL. I've written about it here:

2) Doing a startup is a marathon. It's pretty brutal. You have to train. And you have to pace. And you have to rest. But sometimes you have to sprint. But most ppl can't sprint the whole way.
3) In fact, a lot of people don't realize that when you run an actual marathon, a lot of great runners don't even run the whole way.

Jeff Galloway is a former Olympian who hit his best time by doing a run-walk in a marathon. Yes walking.
jeffgalloway.com/training/run-w…
4) Why? Just like in a startup, there are many points in a marathon where you'll need to really run.

But you also need to be rested enough / not injured so that when you need to run, you have enough energy to do so.
5) For most ppl -- including Olympians, all of this leads to *faster times* than just trying to run the whole way.

Crazy right? How can some walking lead to a better time than running the whole way?

(FWIW, it's worked well for me)
6) The same applies to startups. @HustleFundVC which has its own startup pressures of fundraising, marketing and revenue, we are fanatical about making sure our team has enough rest.

We now grade our teammates on "how well they vacationed" to keep each other accountable.
7) What does it mean to "vacation well"? It means to

-get off the grid (don't log in / don't respond to emails)
-don't work on anything work related

It doesn't mean to even go anywhere. It just means to rest the mind.
8) I would encourage every company to keep teammates accountable and grade ppl on how well they vacationed.

In fact, rest is necessary in order *to move faster*.

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More from @dunkhippo33

20 Oct
Today's tweet thread is about the differences between angel investing & running a VC fund.

A lot of ppl think they like angel investing but wish they had a lot more $$ to invest. So the natural thought is "I should run a fund!"

However, they are very different.

More here >>
1) First, it's impt to say that one isn't better than the other. I often hear ppl say on Twitter that angel investing >> VC investing. Or vice versa.

They're just way different.
2) Here are the top pros and cons IMO on both:

Angel investing:
Pro: Freedom! You can invest however you want.
Con: No accountability

VC:
Pro: Have a lot more capital than your own to work with
Con: Lots of operational work -- the focus isn't investing per se - gasp! 🤔
Read 23 tweets
20 Oct
One of the fascinating things about investing in startups is the risk to reward profile.

A quick thread >>
1) I just tweeted about friends who have done really well in crypto. Eg if you got into Solana at $0.50-0.60 per token just last year (so not even the exclusive pre-sale price), you’d be up 300x!
2) Put into dollars, if you had bought $5000 of tokens, that would be worth $1.5m!
Read 14 tweets
4 Oct
We @hustlefundvc are going to be launching something w @ViewSonic on Oct 6! #TheAffies #AFAawards

Capital, knowledge, & networks are 3 key parts to startup success. Traditionally, those have been limited to a small # of entrepreneurs, but now are becoming more accessible to all.
1) This reminds me of what helped me / would've helped me w/ my own startup journey.

I started my co in late 2008 - right as the financial crash was happening. I couldn't raise any $$ for many yrs.

Capital has always been challenging for many entrepreneurs & I was no exception.
2) The recession was certainly part of the problem, but the bigger problem is that I didn't know what I was doing and had horrible business ideas:

Read 13 tweets
30 Sep
Crypto-skeptics often ask what can you do with crypto that you can't actually do today?

Today's thread is all about that. My take is that if the @SF_SEC doesn't get more crypto-friendly, the US is going to drain innovation over the years.

Read on >>
1) Tyler had a great tweet that pokes at this:

2) To be fair, a lot of the killer use cases for crypto are currently illegal in the US as a whole or in parts of the US.

But they shouldn't be. In fact, some of the killer use cases would really democratize wealth in this country.

Let's dig in.
Read 20 tweets
30 Sep
Happy 4th birthday to @HustleFundVC!

Some thoughts and reflections on growing the company over the past few years:

Read on >>
1) Starting your own VC is a lot like starting a tech company. You have to raise $$ (when you have no brand) and you have to create brand so your customers (startups) will find you.

Everyone tells you you're too early. :)
2) A key difference is that you are signing up in increments of decades because you are committed to each fund for 10 years.

Having been a startup founder before, my mode of operation back in the day was thinking 1 year at a time.

These days I think 10 years at a time.
Read 23 tweets
23 Sep
Today's thread is on what to do when you think your company needs to shut down.

Read on >>
1) The 1st q to ask yourself is if you really do want to shut down your co?

Sometimes ppl think they need to shut down their co, but really they just need a long break from it.

Shutting down is a big decision that should be made w clarity of thought - not w stress or emotions.
2) I talked about that a bit last night:



People often make such a big decision when the momentum is just getting going, because they are burned out.

Take a long break before making such a decision.
Read 15 tweets

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