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.
Forget the front door.

Enter: the side door.

The side door isn’t as easy to find as the front door.

Back to the bar analogy - the side door is in some alley in the back.

It's not as obvious.

You have to find it..and even when you do - you may have to jimmy the lock.
But what happens when you go in the side door?

You’re 1 of 1 trying to get in.

Not 1 of 1000.

And therein lies the opportunity.

You’re playing the same game, but with a different set of rules.
Now here’s the thing about side doors - they aren’t “just sitting there.”

You have to think creatively and out of the box.

That’s where most people quit.

The people that go through the side door typically have a really strong desire to figure things out.
I’ve seen countless people do this and it has led to mega mega outcomes.

The cool thing about this framework is it works for anything you’re going after.

Let’s dig into some examples.
Example 1: Sales

Side Door:

- Find a company you like
- Figure out why their product wins
- Generate 10 compelling leads
- Send them to the VP of Sales

What’s more interesting?

Candidate 1 with a cover letter or you with real prospects.

Easy answer.
Example 2: Product

Side Door:

- Download the product
- Think about 10 features you would add
- Create a roadmap
- Send it to the VP of Product

Candidate 1 has hypothetical examples; you have something tangible for the team on Day 0.
Example 3: Venture Capital

Side Door:

- Build a portfolio of companies in public
- Write an investment memo on each company
- Track the performance

This is exactly what @TurnerNovak did.

He's the real deal - check out 👇

Example 4: Network

Don’t have anything particular in mind?

It still works. I started my pod to meet cool people.

I’ve interviewed NBA Players, Olympic Champions and awesome folks like @rabois, @DavidSacks and Chamath.

This project has led to some insane opportunities.
The “Side Door” relies on 3 things that I really believe in:

1. The best opportunities in life are often self created

2. Changing the rules in the game pushes the odds in your favor

3. Creative, out of the box thinkers matched with relentless tenacity will always be valued
Most people in life want one-of-a-kind outcomes.

The problem is, in the quest to get there, most people follow the same path as everyone else.

Lesson: If you want an n-of-1 result, don’t take the 1-of-n road.
This framework has helped me time and time again.

I hope it helps you as well.

Comment below on your most creative “side door”.

Let’s inspire the next generation of builders.
If you enjoyed this thread, give me a follow:

@RomeenSheth

I run a $50M+ bootstrapped business and invest a few million dollars a year in Founders that are way better than me.

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More from @RomeenSheth

26 Oct
A few days ago I mentioned I’ve invested $2M in 30 companies over the past year.

Over that same time frame I’ve seen 300+ companies fundraise.

With a few tweaks - a lot of these Founders could raise a lot more.

Here are 20 tips for fundraising 👇👇👇
Tip 1: Tell a story, don’t recite facts.

The best pitches are immersive conversations.

Storytelling and narrative brings your business alive.

It creates a discussion arc that pulls Investors in and creates opportunities for engagement.
Tip 2: More ELI5, less industry jargon

Investors are not all knowing.

Don’t assume your investors know the nuances of your space.

Simplicity is best when establishing a baseline (and in general).

Establishing common ground quickly, allows you to go deeper together.
Read 24 tweets
20 Oct
I quadrupled down on angel investing this past year.

I’ve invested $2M in 30 companies.

In the process, I’ve learned what feels like 5 years worth of lessons.

Here are my 15 biggest takeaways for anybody interested in angel investing 👇👇👇
Lesson 1: Ownership Reality > Ownership Mindset.

The earlier you think of yourself as an investor, the better.

Investing in startups is a cheat code to participating in the future with asymmetric upside.

Worst case, you lose 1x your money; best case you 1000x it.
Lesson 2: Investing breaks down into 3 phases:

I. ACCESS: Did I see the company?
II. JUDGEMENT: Did I say yes?
II. VALUE: Did they say yes?

You need to be good at all 3 to get a deal done.

Figure out where you're weak / strong. Each requires a slightly different skill set.
Read 20 tweets
4 Oct
Raising money for startups is wild right now. I’ve never seen anything like it.

Lots of Founders are wondering how to approach it and who to partner with.

Here are 10 practical tips I've shared with 50+ Founders in the last few months 👇👇👇
Tip 1: If you’ve got the hot hand, take the shot

At some point the music will stop.

Until then, there’s $1T+ sitting on the sidelines looking to be put to work.

If you are showing strong traction, there’s never been a more "Founder Friendly" time to raise capital.
Tip 2: If you don’t have a hot hand, it’s tough out there

Huh? You just said there’s a bunch of capital available.

Yes, BUT it’s reserved for the best deals.

In 2020, $50B+ was deployed into tech (all time high), but only 3.3k deals got done (lowest in 8 years).
Read 13 tweets
30 Sep
Something most people in tech don't know:

McKinsey is a software 🦄hiding in plain sight.

I worked there for 3 years and saw 10 acquisitions that allowed McKinsey to shatter $100M+ ARR.

Here’s the breakdown 👇👇👇
Over the last century, McKinsey has been the iconic brand in consulting.

Engaged by the C-Suite for top tier strategy work, McKinsey has built a behemoth of a business.

A few highlights:

- $10B+ in revenue
- 80%+ of the F500 as clients
- <1% of applicants get hired
But like every company, McKinsey isn’t impervious to disruption.

"Pure strategy" work is now only 10% of McKinsey's portfolio. This is down 7x over the last 30 years.

Implication: Clients want tangible, measurable results.
Read 14 tweets
28 Sep
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%:
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.
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+
Read 14 tweets
24 Sep
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
Read 26 tweets

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