Authors Romeen Sheth

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Romeen Sheth
Romeen Sheth
@RomeenSheth
0/ Nothing pisses me off more than Lawyers ripping Founders off when putting investment docs together.

The worst part is most Investors aren’t helpful - 85% push the bill to Founders.

As an ex-lawyer, I saw all the inside tricks.

Here's how to reduce your legal bill by 90%:

1/ First, it’s important to understand how lawyers make $.

A legal bill has nothing to do with the end deliverable.

Wait what? That’s right. Lawyers make money via the billable hour.

Regardless of quality, you get charged based on how many hours the lawyer(s) spent with you

2/ The second cost variable is hourly rate.

Hourly Rate is a function of seniority of the lawyer you are working with.

Why is this important? Because the hourly rates go up FAST at top law firms.

Junior Associates = ~$400/hr
Senior Associates = ~$1000/hr
Partners = $1000+

3/ Most financings are very routine.

This was obvious at Seed (hence YC Safe), but it's also the case at A.

The problem is, as a Founder:

(a) You don't know what you don't know
(b) You don't want to mess it up
(c) You want to close fast
(d) You want to move on to your biz

4/ And that’s how you get trapped.

If you let the lawyers run it, a financing process will easily cost you $150k+.

You need to do 2 things: (1) pick the Lawyer and (2) establish the ground rules.
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Romeen Sheth
Romeen Sheth
@RomeenSheth
Early career years are painful.

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

I wish I had a playbook on principles for my first job.

So I put one together.

Here are 9 threads packed with lessons about building a career I wish I knew sooner:

1. First and most important - have a clear mind.

Without clarity of thought, nothing else matters.

Here are the most common types of distortions I’ve observed over the years.

Self awareness has helped me catch myself before falling into a trap.


2. Enter the side door

Most people enter the “front door” in their careers.

The problem is - when you do what most people do, you get the results most people get.

If you want a n-of-1 career, don’t take the 1-of-n path.


3. Adversity is inevitable

Any journey that’s worthwhile is filled with adversity.

If it was so easy...everybody would do it.

Here’s the way I’ve worked through dealing with the road blocks that are part of every entrepreneur’s journey.


4. Learn from the world's best

I love talking to world class people - CEOs, Founders, Execs, Athletes.

There's a lot of commonality in world class success.

Unpacking how these people got to where they are is always inspiring.
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Romeen Sheth
Romeen Sheth
@RomeenSheth
There’s a lot of bad advice out there on how to pitch your startup.

Last year, I invested $1M+ and heard 200 companies pitch.

Every great pitch I've heard nails 5 ingredients.

In this thread, we'll go through each to help maximize your chances when fundraising

Let's dig in👇


1/ Every pitch should have 5 ingredients:

- Problem: Is this an issue
- Solution: Do you have the fix
- Market: Is this a big enough issue
- Business: Can you make money
- Team: Are you the people to do it

The best pitches nail all 5. Good ones hit 4. Subpar hit 3 or less.

2/ PROBLEM

The problem statement is an explanation of why a set of circumstances is painful for a set of users.

There’s one word in that sentence that is most important: painful.

If your problem is not painful enough, it's a vitamin.

The best startups are pain killers.


3/ SOLUTION

The solution statement is an explanation of how you address the pain felt by your users. If you don’t have the right solution, you won’t get customer traction.

Customers don’t buy your thesis on the pain point. They buy the actual thing that solves their pain point.


4/ MARKET

In tech, only businesses that have outsized potential get funded.

To have outsized potential, you have to either be in a:

(a) small, but rapidly growing market or
(b) large existing market that can be resegmented

If not, the business is not venture backable.
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Romeen Sheth
Romeen Sheth
@RomeenSheth
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:

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.
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Romeen Sheth
Romeen Sheth
@RomeenSheth
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:


3. Ok so you told me what not to do.

So what should I do?

Read below.


4. We’re in a really unique fundraising environment right now.

It’s important to contextualize all these tips in the “here and now” of what’s going on in the landscape.
IDEAS
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Romeen Sheth
Romeen Sheth
@RomeenSheth
0/ [THREAD] Over the last 4 years, I’ve interviewed 100+ of the most successful Investors, Founders and Executives in the world.

Here are the 20 "must have" lessons that most stuck out to me.

Lessons on life, career advice, entrepreneurship and startups 👇👇👇

1/ Having a billion dollars is great, having a billion seconds is priceless.

Interesting thought experiment: If you had the opportunity to switch places with Warren Buffet, would you do it?

You would be a billionaire, but you would also be 90.

Time > Money.

2/ Always strive to simultaneously be overrated and underrated.

Contrary to popular belief, being overrated is good. It opens doors and gives you credibility.

But don’t let this go to your head. Stay hungry, humble and hardworking.

3/ Surround yourself with open minded people vs. close minded people

Open Minded People:
- Ask genuine questions
- Insatiably curious
- Listen attentively

Close Minded People
- Make statements instead of ask questions
- Focus on being right
- Speak more

4/ Get comfortable with being uncomfortable

If you get advice from enough people, the advice will cancel out. You can find 2 smart people to take opposite sides of the argument on virtually every topic.

Focus on developing your instincts and trusting your own intuition.
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Romeen Sheth
Romeen Sheth
@RomeenSheth
India is on the verge of a once-in-a-generation explosion in edtech.

I've invested in 2 co's that are growing like wildfire and want to do more. Let's talk if you're building in this space.

Here's what's going on and why you should pay attention now, if you weren't before:

1/ There are 5 factors that are simultaneously driving the rapid rise of edtech in India.

- Favorable demographics
- At scale internet adoption
- Deteriorating incumbent quality
- Declining budget / capacity
- Cultural relevance

Let's talk about how all 5 are interconnected.

2/ The quantum of "digital first" Indians that will need to be educated is like nothing the world has ever seen.

India has:

- 500M+ people under 25
- 125M+ English speakers
- 250M+ people that will be added to its population over the next 40 years (est. peak is 1.6B)

3/ In parallel, increased internet accessibility at very low prices has resulted in a massive surge of online users

- 830M internet users in 2021 (+83% from 2019)
- 860M smartphone users in 2022 (+84% from 2017)
- 8.3GB monthly data consumption (+100x from 2014)

4/ India's existing education system is rampant with outdated curricula, low quality instructors and inflexibility. India:

- Ranks 49/50 in higher ed
- Spends <5% GDP on higher ed
- Teaches "to the test" - the system is oriented around entrance exams
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Romeen Sheth
Romeen Sheth
@RomeenSheth
The ultimate hack to 10x your career:

Enter the Side Door.

Let's break it down 👇👇👇

Let’s set the stage. Imagine you’re in college and it’s Friday night.

It’s been a long week and it’s the party of the year at the local bar.

Awesome - you’re all set to go.

You get there and run into a huge problem.

There’s a massive line outside.

You do what most people do.

You stand in line in the freezing cold for an hour.

You’re tense and starting to worry.

You frantically call a friend of yours who managed to get in.

- Is there room inside?
- Any way you can talk to the bouncer for me?
- Is my (questionable...at best) ID going to get me in?

You leave your destiny up to the fate of the universe.

This is what most people do with their careers.

They take the front door AKA they do what everyone else is doing.

And what happens?

Well they get the same results as most people.

It’s hard to stand out and get the job you want.
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Romeen Sheth
Romeen Sheth
@RomeenSheth
I love Twitter.

It’s truly the Town Square of the Internet.

But finding the diamond in the rough voices can be tough.

Here are 20 of my favorite people to follow:

1. Alex Lieberman - @businessbarista

Alex writes extensively about the Founder journey.

The cool part is he’s lived everything he talks about - starting from $0 and selling for $75M with hardly any outside capital raised.

My favorite piece:


2. Ryan Breslow - @ryantakesoff

Ryan is a Top 1% founder.

This guy is a machine - he’s built 2 unicorns before the age of 27.

Ryan spells out lessons on fundraising, operating and scaling.

My favorite piece:


3. Jesse Pujji - @jspujji

Jesse is who I think of when I think “bootstrapping.”

He bootstrapped his company to an 8-figure exit and now shares stories about other awesome bootstrappers.

He’s also got great insight into all things growth marketing:


4. Post Market - @Post_Market

Post puts out some of the most thoughtful investment insights on this platform.

It’s refreshing because Post cuts through the hype and goes deep into the business model.

Idk who he/she/it is, but the insights are 💣.
BUSINESS
Romeen Sheth
Romeen Sheth
@RomeenSheth
0/ If you’re an SMB operator and want to increase the value of your business, focus on 2 things above all else.

1. EBITDA: how much $ do you make
2. Risk: how reliable is the $ you make

Enough has been written about #1. Here are 5 things you can do to tackle #2:

[THREAD]

1/ All 5 of these tactics are a function of the same guiding principle:

Spend more time working ON the business, not IN the business.

Your job as CEO is to consistently:

- Identify opportunity
- Execute once
- Set process
- Delegate
- Fire yourself

With that said…

2/ Establish your focus

Most SMBs survive in the early days through 1-2 key customers.

If you do a good job, they'll give you more business.

That's the trap.

If it's not in your core focus, resist the urge.

If you don't you'll become a consulting firm for 1 customer.

3/ Eliminate Key Man Risk

SMBs are overly reliant on a small handful of individuals to run the operation.

Implication: Most knowledge about the business sits in the heads of a few people.

Take the time to develop strong Tier 2 management - this creates redundancy in the org

4/ Institute Operating Process

Strong Tier 2 management isn't good enough. You need knowledge to live in docs and systems, not just in brains.

Every dept should have a stand alone playbook.

An easy test: "how quickly can somebody that knows nothing about the dept. plug in?"
BUSINESS
Romeen Sheth
Romeen Sheth
@RomeenSheth
Hot Take:

The metaverse is going to make everything more extreme.

Here’s how the world is about to go on tilt and what it means for you 👇👇👇

My friend @ShaanVP had an awesome thread on the metaverse a few weeks ago.

He set a clear, understandable definition of the metaverse:

The metaverse is a time, not a place.

It’s when our digital life is more important than our physical life.

If you believe in that definition (I do), then it pushes an interesting second order question.

What happens when that shift occurs?

I think everything gets a lot more extreme.

Why?

The world doesn’t get any bigger, but our surface area of exposure increases exponentially.

We have more insight and visibility into everything that’s going on.

This will put more pressure on the proverbial pressure cooker.

Here are 10 examples:

1. Opportunity

As more economic activity moves online, constraints and barriers go away.

You can be 10,000 miles away and considered as a candidate for a job.

Measurement pushes away from inputs (politics, facetime) to outputs (deliverables).
METAVERSE
Romeen Sheth
Romeen Sheth
@RomeenSheth
There are 2 paths to success:

1. Be Top 1% in the world at 1 thing
2. Be Top 25% in the world at 3 things

Top 25% is achievable by most people.

The problem is most people focus on being Top 1%.

Work on combining “3 pretty goods” and stay at it.

It’ll pay off big.
PERSONAL GROWTH
Romeen Sheth
Romeen Sheth
@RomeenSheth
I interviewed 100 legendary investors, founders and executives.

Collectively, they have created over $1 trillion of value for the world.

Here are 20 practical career lessons they shared with me 👇👇👇

Always strive to simultaneously be overrated and underrated.

Contrary to popular belief, being overrated is good. It opens doors and gives you credibility.

But don’t let this go to your head. Stay hungry, humble and hardworking.

Most people overinvest in expiring skills & underinvest in permanent skills.

Expiring skills are tactical; their relevance diminishes with time and technology

Permanent skills are evergreen and create disproportionate impact

E.g. communication, judgement, trust, empathy

Get comfortable with being uncomfortable

If you get advice from enough people, the advice will cancel out.

You can find 2 smart people to take opposite sides of the argument on virtually every topic.

Focus on developing your instincts and trusting your own intuition.

Surround yourself with open minded people vs. close minded people

Open Minded People:
- Ask genuine questions
- Insatiably curious
- Listen attentively

Close Minded People
- Make statements instead of ask questions
- Focus on being right
- Speak more
LIFELESSONS