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.
Tip 3: Balance long term vision with short term execution

Vision doesn't matter if you don’t survive the next 18 months.

Use the A-Z-B framework

A: This is where we are today
Z: This is where we want to be
B: $ will help us specifically do BLANK to progress towards Z
TIP 4: Be realistic about market dynamics

The old “If we just get 1% of the market we’ll be a billion dollar company" line never happens in practice.

Generational companies aren't built off of 1% market share.

You either become a major player or exit as a small participant.
Tip 5: Pressure Test your 2x2 Matrix

If someone asked your customer (and competitors) how they would draw a 2x2....

1. What would they say?
2. Why would they say it?
3. Where would they place you?

This is a good exercise to think about your market position more deeply.
Tip 6: Focus on the business model

There are 4 components of a successful pitch:

✅Is this a big problem?
✅Do we have the right solution?
❓Is this a viable business?
✅Why are we the team to do it?

Investors are investing in a business, not just a great idea.
Tip 7: Overweight team, underweight advisors

Your advisors don’t build the company.

Too many Founders focus on the “impressiveness” of their Advisors as a shield to their credentials.

Credentials don’t matter. Traction, vision and your clarity of thought do.
Tip 8: Don’t make faulty X for Y analogies

These analogies often break because of nuances in biz model, industry, etc.

Make sure you understand X and Y.

Side note: Most X for Y have defined ceilings.

Unlike the "X's", these startups aren't category creators.
Tip 9: Bottom Line Up Front

Figure out what is *uniquely* awesome about your startup.

Whatever that is, make sure it's up front in the deck.

Why?

Investors spend <3 min on avg. per deck (according to Docsend). That’s it!

Don’t bury the lead. Build instant credibility.
Those are the most common missteps I see on the pitch / deck.

Here are some of the more common missteps around the actual process….
Tip 10: Create a target Investor list

Investors have different strengths.

- Industry: They now your space
- Business Model: They know how to make $
- Judgement: You trust their perspective
- Capital: You need their $

Everyone should bring something to the table.
Tip 11: Prioritize your list

I like keeping it simple with 3 categories:

(a) Yes I would work with them no matter what
(b) Yes, if the stars align (terms, valuation, etc.)
(c) Yes, if my top choices don't work out (no shame in this)

Fundraise in the inverse order (c-b-a).
Tip 12: Send the deck ahead

You have ~45 min. Don't spend 50% of the time trying to align.

Make the meeting as worthwhile as possible.

It's also an easy test to gauge interest.

Some VCs show up with thoughtful questions, others won't have a clue.

Speaks volumes.
Tip 13: Maintain a FAQ

You’re going to get a million questions when you fundraise.

Document all the good ones and come up with compelling answers and a coherent narrative.

This will help you fundraise better, but more importantly it’ll help you de-risk your business.
Tip 14: Timebox the process

Some of my best companies have dropped revenue by 15% during fundraising.

One toe in, one toe out is a double whammy.

Traction dips + fundraising gets harder.

(⬇️traction = ⬇️investor excitement).

Go all in so you can get back to building.
Tip 15: Eliminate friction into the process

Any non-standard practice (e.g. NDAs) stretches fundraising and makes it more difficult to partner with you.

Focus on the north star - finding the right Investors as quickly as possible so you can get back to the business.
Tip 16: Don’t overfake hype

If you have 10 term sheets and have leverage, then by all means use it.

But if you have 10 *meetings* don't overplay your hand.

This is a pretty small industry and investors back channel with each other.

This is the quickest way to break trust.
Tip 17: When choosing the Investor, always go with fit.

Price, Firm Brand, etc. all matter but don’t over optimize for it.

If there’s one thing to solve for, above all, it’s Investor fit.

I know too many Founders that solved for price and would take it back if they could.
Tip 18: 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.
Tip 19: You just need a handful of believers.

For argument’s sake, let's say you have 5 investor slots.

Company A: 50/50 say yes!

Company B: 5/50 say yes and 45/50 say no.

You know the difference?

Nothing. You’re both funded.
Tip 20: Fundraising is a means to an end

The market doesn’t care if you were a “hot” deal or not.

Treat fundraising for what it is - a means to an end.

Congrats on raising $.

It might just be the easiest thing you have to do as a Founder.

Now the real work begins.
As always, take this advice with a grain of salt.

1. Some pieces may not be applicable
2. Some may be applicable, but needs further nuance
3. Some may be the thing that pushes you over the edge.

Hope this is helpful to wherever you are in the fundraising journey!
If you enjoyed this, give me a follow at @romeensheth.

I tweet about lessons building a $50M+ bootstrapped business and investing in founders way better than me.

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More from @RomeenSheth

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
22 Sep
The world's most valuable skill:

Clarity of thought.

The problem? There's no school for this.

It takes time, patience and a lot of early career fumbling.

Here are 10 cognitive distortions I faced early in my career and an insight for you to break through each one 👇👇👇
First - what is a cognitive distortion?

In its simplest form - cognitive distortions are irrational thoughts.

We face cognitive distortions every day.

Breaking free from these thoughts is key to accelerating in your career.

Alright let’s dig into the list...
CD #1: Ambiguity Effect

This is the tendency to choose an action in which you know the exact probability vs. where the probability is unknown.

Junior people do this ALL the time.

Why? Because it's safe.

Lesson: Be bold. Too little risk = short term comfort, long term pain
Read 14 tweets

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