This week I interviewed someone who:

- Built a $1.5B company as COO
- Sold a $1B company to Microsoft
- Invested in 25 🦄🦄🦄🦄

Here’s 10 timeless lessons from one of the greatest tech entrepreneurs of our generation:
@DavidSacks is a legend and man of many titles:

Founder, Executive, Investor, Coach, Filmmaker.

He’s also a down to earth guy that’s incredibly generous with his time.

This convo was a follow on from a dialogue we started earlier this year.

Alright...onto the lessons:
Lesson #1: Startups should NOT “do things that don’t scale”

The whole point of technology is to find an elegant, scalable approach.

The sooner you do that, the better off you are.

When you glorify doing things that don’t scale, you end up with a startup that doesn’t scale.
Lesson #2: You can’t do it alone, no matter how great you are.

To win big, surround yourself with:

A. Other greats
B. Role players
C. A system that brings out the best in everyone.

All three of these are equally important and allow organizations to thrive.
Lesson #3: Silicon Valley is no longer a place. It’s a way of doing business

20 years ago SV was the home for innovation.

Today it's now spread to many other places.

Risk Capital + Knowledge + Support = a more inclusionary and global ecosystem.

That's a great thing.
Lesson #4: Chaos is exacerbated by growth.

Too many organizations and first time leaders are focused on subduing chaos.

Embrace it.

Ironically, chaos is one of the few startup problems that growth doesn’t solve.

In fact, it’s caused by growth.
Lesson #5: Let your winners ride

It’s so hard to create a winning formula. If you have it, think long term.

Even if you leave, keep some of your holdings.

When PayPal sold it was for $1.5B.

Today, it's a $320B+ market cap.

David personally left billions on the table.
Lesson #6: Bypass the gatekeepers

The @theallinpod is at 1M listeners / fast on its way to 10M.

This is one of the BIGGEST unlocks for individuals and organizations in 2021.

Control over the message = control over the narrative.

Build an audience. Write your own story.
Lesson #7: Choose equity in yourself over the security of an established brand.

The establishment is overrated.

Choose upside in yourself.

You’ll attract like minded people.

People that want to be pushed and leave their imprint on the world vs. being cogs in a machine.
Lesson #8: Expect to be underestimated

You will face endless rejection and endless challenges.

Don’t brood over the passes from VCs, the “no’s” from partners or those that favor the incumbent.

At the end of the day, the market's "vote" is the only one that counts.
Lesson #9: Don't be afraid of judgement

The road to greatness can oftentimes be very lonely.

Shut out the noise and listen to only those that matter

- Yourself
- Your team
- Your customers
Lesson #10: Your startup is a movement. Treat it like one.

There’s an analogue between grassroots politics and startup evangelism.

The best “campaigns”:

- Define a larger cause
- Articulate the problem better than anyone else
- Attack the status quo
- Define the category
That's the list!

10 timely lessons to help orient founders and investors on the road to building generational companies.

He also shared his perspectives on:

- Intensity and mindset
- Driving virality
- Blitzfailing / Blitzscaling

Check out the full episode in the bio.
And if you enjoyed this, give me a follow:

➡️@romeensheth⬅️

I tweet every week about:

- Building an 8 figure business
- My conversations with leading founders and investors

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More from @RomeenSheth

27 Jul
Early career years are painful.

You feel like an idiot 98% of the time - lost, confused and insecure.

I wish I had a cheat sheet of principles for my first job.

So I put one together.

Here are 20 things about building a career I wish I knew sooner:
Principle #1: You’re not the “Strategy Guy”

Yet.

To be a big picture thinker, you have to earn the respect, trust and credibility of your team first.

The only way you can do this is through delivering tangible value.

Focus on bringing results, not laying out frameworks.
Principle #2: Stay true to your commitments

If you make a commitment, see it through. Half-assed problem solving creates more work for everyone.

It’s astonishing how quickly you can get ahead if you simply:

(a) Say you’re going to do something
(b) Do it
(c) Repeat
Read 23 tweets
18 Jul
Over the last 2 years, I’ve grown my bootstrapped business by $3M+ in profit.

Sounds awesome right?

Well, yes and no.

There was a lot of misstep, failure and doubt.

I came up with 15 principles to deal with adversity while bootstrapping.

I hope they help you too 👇👇👇
Reflecting on these questions have helped me through our most difficult challenges.

Each take inspiration from Greek philosophy:

Logos - Have we found the ground truth?

Ethos - Do we believe in the ground truth?

Pathos - Are we inspired to act upon the ground truth?
As a caveat - not every question applies to every circumstance.

But many of these questions overlap more than you'd think.

Whenever you’re facing a difficult situation, run through the most applicable question.

With that said, let’s get into the list...
Read 20 tweets
13 Jul
I'm pumped to announce an investment in @HoneHealth today.

When I first talked to @Saad_Hone, he painted a sobering health reality that guys in their 30s face.

Even worse, he shared how bad it can get if you aren't proactive.

Make sure this doesn't happen to you👇👇👇
Today 40% of guys that are 35+ have hormonal imbalance.

40%!

The crazy thing is this is mostly recent and man made.

Plastics. Chemicals. Contaminants.

Result: When men turn 30, hormone production slows down and we have a major problem.
If natural hormone production stops, this is a BIG issue.

Most guys think this is a sex issue - and they're not wrong, but it impacts many more aspects of your life:

- Low energy
- Inability to focus
- Poor sleep
- Muscle mass loss
- Bone weakness
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Not fun.
Read 11 tweets
2 Jul
An absolutely wild contract story:

In 2001, Bobby Bonilla retired from the New York Mets.

But the Mets will fork over $1,193,248 to him every July 1st until 2035 (!)

Here’s how he pulled it off:
1/ Bobby Bonilla played in the majors from 1986 to 2001.

In his 16 years in pro baseball, Bonilla racked up some incredible stats:

- Batting Average: 0.279
- On-Base Percentage: 0.358
- Slugging Percentage: 0.472

(If you’re not a baseball fan, those are 🔥numbers).
2/ Bobby was at his peak when he was with his first team in Pittsburgh in the late 80s.

He led the league in base hits, won 3 Silver Slugger Awards and made 4 All Star Games in a row.
Read 16 tweets
1 Jul
The cold hard truth:

Why do companies like Quibi raise billions, while companies like Peloton get nothing?

Because fundraising is a GAME

And the insiders keep the rules to themselves.

Here are 100 tips the insiders don’t want you to see but will help you win the game:
1. You can’t play the game without nailing the basics.

There are 5 core ingredients to a startup pitch.

Most have 2.
Good ones have 4.
The best have all 5.

2. Now that you have a grasp of the basics, it’s time to level up.

Good news - most founders make the same mistakes as each other.

Bad news - these mistakes are really easy to make.

Here's what not to do:

Read 11 tweets
29 Jun
In my first startup we left millions on the table.

Why?

Fundraising is a game.

We COULD HAVE run a faster process.
We COULD HAVE raised more money.
We COULD HAVE gotten a better valuation.

Here are the 10 things I've learned that the best Founders do when fundraising 👇
1/ Focus on traction

Investors are in the business of giving you money. But they need help.

When you’re the Founder of a startup, there's less data points to triangulate. This is where traction comes in.

Assuming you have a traction, then read on. That’s 80% of the battle.
2/ Get your mind right.

You’re about to hear no. A LOT.

Many meetings will make you doubt your idea. Some might even make you doubt yourself.

Surround yourself with a good peer group so you can honestly communicate how things are going through the process.

It's not easy.
Read 12 tweets

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