An excellent look at the Due Diligence process
I recently saw presentations (and ended up briefly presenting one)
at John Ricci's Pitch Global event. Several of them were outstanding,
but today I wanted to focus on the excellent presentation by Gust's
David S. Rose where he highlighted his Angel Investment Monopoly view
of due diligence and how to make investments in the angel space.
It was so good...
That I decided to go over it here (not technically stealing it, but
rather expounding on it with high praise and citation).
Investment thesis
Rose starts out by explaining what an investment thesis is, and
frankly, I never saw it formalized as well. There are actually 2 major
parts to it - the angel-specific part, and the universal part.
- Location: What locations do they (you) invest in? As it
turns out, something like 80% of investors invest 80% of their money
within 80 miles of where they live.
- Stage: What stages do they (you) invest in? I tend to go in
at the early early stage, but funds I deal with usually have a range
that extends across the board.
- Sector: What industries and sectors do they (you) invest
in? My number one rule is 'do no harm', and my number 2 rule is
"doing well by doing good". But some investors made a whole lot of
money selling vape cigarettes, which I had the chance to get into
early and chose not to. I am happy with my choice.
- Business model: What business models do they (you) invest
in or avoid? I avoid most frauds and will not do crypto-currency
schemes. I avoid drugs (because of the long and expensive FDA approval
cycles) and outer space (to much money to go anywhere).
- Size: What size company and check do they (you) invest in
(with)? I am a small check writer, rarely over $25K in any one
company because I figure the odds are with profile diversification.
On the other hands, funds I deal with can go way higher than that.
- Lead/follow: Do they (you) lead rounds or follow other leads?
I always do my diligence, and rarely lead a substantial round myself.
Like I said, I tend to be early early stage...
- Founder and team: Key factors include (all important but
most important of all) Integrity, passion, experience, knowledge,
skill, leadership, commitment, vision, realism, and flexibility. If I
detect the slightest lack of integrity, I run away, except of course,
my detectors don't always work all that well.
- Scalable business: The business can be proven with a small
investment and then grown to a large size, where the economics get
better as the business gets larger.
- Traction: Of course sales is really better, but traction
is (per Rose): "Something outside of the founders' control that demonstrates
value creation, and is getting bigger and better every day." What
most presenters call traction, I call something else...
If the company doesn't fit, the investor must quit. All of these
criteria must meet the standards of the investor, or it is a waste of
time to continue the process. Or in the case of some accelerators and
incubators, it defines the space the company fits into and the program
that applies to them.
Table stakes and key factors
The next step, only to be pursued if the first step is a YES
is to understand the situation of the company in the market makes sense
and if the money looks sensible.
- Market/pain: If you do not have a well defined need or want
you are going to fill, it's not going to work for me. And if I don't
think the need is something I want to help fill, same thing.
- Product/solution: No matter how much I think the need is
worth filling, if your solution isn't one that makes sense to me and I
want to support, It's not going to happen.
- Business model: This is where it can get complicated. We
start out with things like business to business software as a service
(B2B SaaS), or whatever your thing is, and I have invested in lots of
different ones, but it has to go a bit deeper than that.
- Target customers: There better be enough of them at a big
enough size to make it worth the time and effort to try.
- Go to market / Competition: How are you going to get sales
and who are you competing against?
- Unique advantages: I call this the special sauce, and if
you don't have any or it doesn't taste that good to me, we will not go
further. unless it's a race...
- Financial forecast: It better make sense and I will be
asking about it in detail. Not too hot, and not too cold, but just
right, and realistic, backed by facts, and taking into account
uncertainties.
- Traction: Note this is repeated from the investment thesis,
but when you are trying to make something look like a monopoly board,
you need 9 items on a side.
- Raise and valuation: Some folks don't invest less than $50M
at $250M valuation and some don't invest more than $10,000 at more
than $4M valuation. Of course they have to make sense according to my
statistics and the market today, but still, going after a minnow when
you are looking for whales might not work out that well.
Rose says that, at this point, if you passed all the tests, you
are at a 'Yes... If" situation. In other words, if it all turns out to
be true, it's an investment you would make.
Trust but verify
The next step is to verify that what was discovered so far in in
fact the reality of the investment. Rose talks about red flags and
investor-led due diligence:
- Deal negotiation: This is the part where the company
negotiates the terms of the deal with the investors. It's particularly
tricky if you want more than one investor, because you might find
someone to invest at a high valuation and then find out that others who
think it's too high won't come into the deal. On the other side, you
might be negotiated down and then end up giving up more for less. And
then there are the down rounds, where investors are told bad news that
the new investors who are presumably taking less risk are getting a
better deal.
- Founder/investor fit: Here's one you cannot adjust to. If
we do not get along well, it will not work. And if you fake it to get
along with me, you will be looking at rough waters down the line. My
strong advice is to be yourself.
- Founder references: Sensible investors will want to do
reference checks, not just background checks, and not only with the
folks you tell us to talk to. If you tell us you were a convicted
felon and we still keep going, your jail house reference checks should
be just fine. Or we would not have gotten to this point. Which is why
integrity is so important.
- Market size: You may have provided a market size, but at
this point it's time to check the real market size. Not the SAM, SOM,
TAM, TOM song, but the actual sales you can actually get sold in the
time frames identified. Me, I want to know that from the beginning,
and you telling me the total market is 8 billion people at $1,000 per
year, will not have gotten you past the first gate. This is just me
checking on reality and asking you how you justify your claims and how
the differences impact the success of the company. If you are off by a
factor of 100 and your exit point is at 1% market share of the real
market, it likely doesn't make that much of a difference, except in
terms of your credibility, which is critical of course.
- Competition: I cannot tell you how many CEOs have told me
there is no competition. But to be clear, for your customers, the
competition includes 'do nothing', and if there is no competition, it
is likely because it's too early in the space.
- Team dynamics: This is about how well your outstanding team
works together. Nothing fails worse than a team of fantastic players
who hate each other. Your team will spend many hours over many years
together on an ongoing basis and their trust of each other and ability
to collaborate and disagree reasonably is critical to success. If you
cannot agree with me on that, then ...
- Product proof: Nothing in your life likely compares to the
many demonstration products and videos I have seen that do not prove
out. The distance between a feasible technology and a successful
product is indeed vast, or as someone I do not know once said about
someone they did not respect: "it's about as close you are to smart."
- Customer references: Investors like to and should talk to
actual customers. Better yet a random selection of at least 10
existing customers. or better still, a selection of customers from the
'complaints' list. As a hint, if there are no complaints, you probably
are not doing much of a business. If you don't have any customers yet,
your former customers (from the last company) will do as a start.
- Other investors: Finally, the followers want to know who
else they are following and, by extension, how the leaders chose you
and why. The leaders want to know why you have chosen them. It's a
great honor to be chosen to take the biggest risk, but on the other
hand...
Last steps
This is what Rose calls 'full due diligence', and it consists of
'professional-led diligence' and 'bringing it home'. Essentially, for
the wealthier or more systematic among us, this is where you pay
professionals to make sure.
- Corporate structure: I start with your legal filings, work
my way through your articles of incorporation and board, and down the
line. If you are not a C corp in a beneficial tax state (or perhaps
a pvt ltd somewhere else), I am likely to say NO till you change over.
- Board composition: Obviously I favor natural wood over
composite boards, but when it comes to directors, I want to know what
they actually do for you. Big names do not impress me unless they are
bringing big benefits to the company.
- Company financials: I will want to look at the actual bank
account in some cases (read only please), but certified books may be
good enough. And your projections better have a basis in everything
else I have seen.
- Cap table and option plans: How much dilution and by whom
are we looking at today and into the future? How will power and
influence work in the company over time?
- Employees and vetting: I always want to see the contracts
with employees and look for potential liabilities, and part of that is
seeing what the CEO has done to properly manage the company and
process up to here. I have learned many of these lessons,
unfortunately, more than once.
- D&O insurance: If I am going to be a director or officer, I
will want the indurance, and I will want to see the situaiton for the
existing directors and officers and find out why if they are not yet
insured.
- IP Verification: I generally go to government records to
look things up and read the documents myself to see the real
situaiton. If I am working in a group on diligence, I better trust the
oither members of the group to do their part because I am not going to
duplicate their efforts, even if I will take a look here and there.
- Document negotiation: All those pesky terms and conditions
turn out to matter to investors. They can completely change the nature
of the investment. So-called SAFE notes not actually an exact copy of
the actual SAFE notes are often filled with poison pills. I tend not
to eat them.
- Recent changes: By the time I get to the end of this
process, things have changed from when I started. I generally am in
close touch with investment CEOs and team members before and after
investment.
And if all goes well, this 1-3 in 100 will get an investment.
Then what?
The good angel investor adds value over time, AFTER the
investment. This takes two to work. The investor has to be willing
and able, but the founders and executives must listen and try to
understand. Which is why key components of the people include realism,
and flexibility. Value is added in two general ways:
- Baseline: These are things that should be expected:
- Refer customers: When I find a potential customer for an
investment I refer them because it benefits me. Unless the CEO has not
kept up their communications with me and other investors or something
has gone wrong. My introduciton is my endorsement and I do noit want
someone coming back and telling me they trust me less because of
somehing someone else did.
- Post (or repost) items about the company: I am happy to
spread the news, especially if it's easy to do. When you succeed, I
suceed.
- Suggest ideas: If you don't listen to and sometimes act on
my suggestions, I may become sour and less helpful. We should be
working together...
- Note competitors: When I see them I let you know, and
hopefully you appreciate it. If you already knew about them, why
didn't you tell me in your last monthly update?
- Share news stories: Same deal as noting competitors.
- Give moral support: It's lonely at the top, but you don't
have to be alone, Your investors can also be your trusted advisors.
Add-ons: These are things that might add even more value:
- Invest in follow-on rounds: I almost never do this,
because at the levels I operate, it's usually better to diversify. But
every now and then...
- Leverage the investor's network: I'm happy to help where I
can. But I am not a sales person for your company (in most cases).
Introductions is what you should reasonably get.
- Share industry insights: I am always happy to do so, but
frankly, you should be informing me as the investor more than I am
informing you. After all, you are in the thick of it.
- Facilitate off-site meetings: We have meetings at my house
for CEOs (and usually their significant other) a few times a year.
But today, most meetings are online and should stay that way.
- Coach the CEO: Some day, when your up against it, and the
team is in the dumps, tell them to host me on a call, and I will give
a pep talk, so they can go out and win just one more for the
investors. But realistically, the Gipper aside, our advisory services
are all about helping and working with the CEO. And if they don't ask
and don't answer when I call, and if they don't come to our monthly
free CEOs' call for portfolio companies, they will be missing the
opportunities that we could be bringing each other.
- Serve on the Board: I typically do not do this as an
investor. Every once in a while, perhaps, but mostly I like to no
force and effect, no fiduciary duties approach to helping out. It
keeps me out of the day-to-day fray and the internal politics, so
I can just tell you what I think and,as we say, "We advise, you decide".
Conclusions
And that's all there is to it!
OK - so if it seems complicated, it is. But so is anything that is
done professionally and involves something as complicated as an
investment in a company and building a portfolio over a decade.
More information?
If you want to discuss anything listed here, join our monthly free
advisory call, usually at 0900 Pacific time on the 1st Thursday of the
month:
and we will be happy to discuss it.
In summary
If investors choose perhaps one in 30 applicants to get past the
first step in the process, and if you have to go to 30 investors to
get one that is willing to go into diligence, you need to get in front
of at least 300 investors to get 10 to put you through diligence, and
something like 2 or 3 to actually invest. And you better have
considered all of these issues.
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Fred Cohen, 2025 - All Rights Reserved