Chris Hladczuk Profile picture
Sep 26, 2020 14 tweets 8 min read Read on X
THE Angel Investor you definitely HAVE heard of : @Jason

1 book, 51 podcast guest appearances👇

@APompliano
@JordanHarbinger
@ShaneAParrish
@karaswisher
@HarryStebbings
@garyvee

and 1,000+ episodes on @TWiStartups

10 of his BIGGEST ideas on investing and life

🧵👇
1/ Who is @Jason

• Founded and sold Webblogs, @markcuban invested

• Angel investor in @Uber, @thumbtack, @RobinhoodApp,@calm

• Host of @thisweekinstartups, @allinpod

• Founder of Launch and The Syndicate

• Writer of Angel: How to Invest in Tech Startups
2/ Invest in People not Companies

“People aren’t everything, they are the only thing”

"When the right person fails, they always improve on their mistakes, but when a company fails, it can’t try again"

People > Market > Tech
3/ How to Assess a Founder

“I look in people’s eyes, and while they’re talking I can tell – and it might be from poker – if they actually believe what they’re saying”

Founder traits…
• Delusional and highly skilled
• Detail-oriented
• Actionable list to improve the biz
4/ Why Startups Fail

Reason 1: Founder quits.
• It is NOT just when founders run out of money
• Look for founders who refuse to give up
5/ Poker vs. Angel Investing

Poker teaches you about risk with skin in the game.

• Read people
• Take intelligent risks
• Only make money if you take risks on a consistent basis

Difference: angel investing has limitless upside, not just the chips at your table.
6/ Key Investing Questions

• Why has this founder chosen this business?

• How committed is this founder?

• What are this founder’s chances of succeeding in this business— and in life?

• What does winning look like in terms of revenue and my return?
7/ Pre-Product Investing

DON’T DO IT.
• Wait until the product has been in-market for at least a few weeks

WHY?
• You can talk to REAL customers and see if they LOVE the product
8/ Learning Skills

“There is NO excuse for not having the skills today.”

• You can learn 95% of desired skills on the internet

• Take open source classes from MIT, Stanford, Harvard…then get any job you want.

• Don’t watch hours of TV and complain about opportunity
9/ Work-Life Balance

• You can’t build a unicorn and have “work-life” balance

• People who struck oil think you don’t need hard work

• Effort + Skillset = Outcome

• If you love what you’re doing, work REALLY hard at it

We try to make success look easy… it ISN’T
10/ Reviving the American Dream

DEMOCRATIZE private investing

• Uber drivers investing in @Uber
• Airbnb hosts investing in @Airbnb

Fix investor accreditation rules and revive upward mobility
11/ If you liked this, check out my podcast interview with @sanderdaniels of @thumbtack.

We talk about focusing on ONE thing, how Thumbtack followed NONE of the rules of a marketplace, and Sander’s personal goal setting system.

Thumbtack is one of @Jason’s best investments!

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More from @chrishlad

May 24, 2023
If you’re out of the loop - the US government has a $31 trillion problem.

And only a few days to fix it before tanking the economy.

Here’s “Debt Ceiling for Dummies” (and how I think it all goes down)🍿 Image
Alright, so here’s the deal:

The US has until June 1st to raise our $31.4 trillion debt ceiling.

If we don't?

The US defaults and the world goes wild.

But how did we get here? And what happens next?

Let's get to it...
US government money = you pay them taxes and they spend it on stuff like social security

But picture the gov’t as your buddy who is addicted to credit cards. He can't stop.

And he laughs at you every time you send him your favorite budgeting app...
Read 13 tweets
May 14, 2023
Generic life advice is usually terrible.

So you need to be super specific.

Here are 5 lessons I wish someone told me 5 years ago before joining Goldman or a startup (with examples):
1) Re-frame what "risk" means.

Spoiler:

Most ambitious, high-achievers under 30 are way too cautious with career.

Here's an example...
I quit Goldman after 1 year.

I remember calling my boss scared sh*tless.

8 months later, I laugh at how "risky" that felt.

A good question to ask:

What's the worst case scenario?

Spending a few months living with your parents is far from catastrophic.
Read 11 tweets
Mar 13, 2023
Over the last 72 hours, I talked to 200 startups representing over $2 billion.

And I have news for you:

Business banking will never be the same.

Here's what I mean👇
1) No one cares about “pretty banking” anymore

Fintechs won customers for a decade by making banking beautifully frictionless.

• Simple user experience
• Easy to use features
• Bonus perks

No one cares anymore about free wires or a cool dashboard.

So what matters?
2) Counterparty Risk

If your money isn’t in a bank your Grandma knows, you're moving it.

Or staying below the FDIC limit.

Why do anything else?

Every founder will move 99% off community banks.
Read 8 tweets
Jan 8, 2023
Read this for 3 principles to avoid misery in 2023:
1) Playing a Different Game

I'm friends with solopreneurs like @dickiebush and @TrungTPhan.

They're awesome but I have no ambition to build a 1-man-media business.

So why do I still feel "so far behind" as they continue to build larger audiences?

The answer?
It's easy to get sucked into someone else's game.

• Don't envy the bodybuilder if you don't workout 4 hrs a day

• Don't envy the 1 million follower creator if you don't do it full-time

QUESTION:

What game do you play? Investor, creator, operator or something else?
Read 11 tweets
Dec 11, 2022
I found a $170 billion industry where one company owns 80% of the market.

But in 2010, four grad students launch a startup and build a $2 billion brand.

Here's the story and 3 principles for industry disruption

🧵
It's the Fall of 2008 and four students are in their first semester at Wharton.

On a backpacking trip, one guy loses his glasses.

He then spends the semester squinting since it costs too much to replace them.

So over a few beers, the crew has an idea:

Disrupt eyeglasses
And Warby Parker is born.

But they have a problem.

80% of the $170 billion eyeglass industry is controlled by an italian conglomerate called Luxottica.

Luxottica owns...

• Ray-Ban
• Oakley
• Oakley
• Persol
• Oliver Peoples

Average price for prescription glasses?

$351
Read 12 tweets
Dec 4, 2022
In 1933, Chung escapes home in North Korea.

He eventually builds a $30 billion business called Hyundai.

But it all started with a stolen cow.

Here's the story🧵
Chung ju-yung is born in a North Korean village in 1915.

His parents are poor farmers.

While his dad grows rice while his mom runs the household and raises silkworms for extra money.
So Chung grows up poor but manages to graduate from 5th grade.

You may be thinking... yea that isn't hard.

But this was an impressive accomplishment for his town!
Read 16 tweets

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