Funding Round Advisory
Observations from our Founder and
Managing Director
Topic: Avoiding the Six Most Common Mistakes in
Positioning for a Capital Raise.
As a serial entrepreneur, as well as an activist investor for over
forty years in over a hundred private companies, you begin to
see patterns. Patterns in the behavior in individuals, and in
groups of individuals that have the stewardship of launching
and sustaining companies, some of which lead to success, and
some of which lead to disappointing failure.
From these behaviors, the more positive outcomes can, in
retrospect, be codified into “best practices.” Nowhere is this
more apparent than in what are called “funding rounds.”
A Funding Round Advisory Consultancy seeks to avoid the
six most common mistakes that businesses make in
accessing capital markets:
1. Complicating the Capital Structure of the Company
In the majority of pre-funding advisory consultancies, the
capital structure, adopted by the founders, must be undone, or
more accurately, restructured to properly prepare the company
for a funding round. Specifically, stock grants to “advisors”
who never actually add measurable value, reverse splits to
consolidate shares into a capital structure that may eventually
qualify for family office or managed fund investments (a
significant percentage of family offices and managed funds
have by-law provisions prohibiting investment in any stock,
public or private, worth less than $10; therefore, million or
multi-million-share, fraction-of-a-penny cap tables are an
immediate impediment), execution of stock option agreements
with prospective employees who may not ultimately survive
due diligence vetting by the potential funders, or entering into
agreements that reserve assets, territories, or future intellectual
property discoveries from benefiting investors.
The list grows with the imagination of well-intentioned but
inexperienced founders. Any complication, covenant, or capital
structure that obscures transparency or complicates accounting
and distribution earnings becomes a disqualifier in the eyes of
veteran funding sources.
2. Overpromising and Underdelivering During the
Friends and Family Rounds
It is often the case that the founders representations to the
Friends and Family Round (FFR) about the current condition,
the valuation utilized to set the share value for the FFR round,
or the future promise of the company, as well as the likely
re-valuation and dilution during a formal funding round, create
at best ill will, and at worst compromise the company’s ability
to raise additional capital. The FFR typically comes from
© 2025 Bus Dev Centre, Inc. Briefing Memorandum. All Rights Reserved. 1
non-accredited investors who believe the "story" of the
company’s founders describing a future valuation at
stratospheric valuations, which cannot and will not be
sustained in subsequent funding rounds.
3. Misunderstanding the Actual Stage of the Company
Founders, reflecting their entrepreneurial spirit, are frequently
mistaken about the actual operating condition of their company
as well as the current position fix of the company. If a company
has no closed contracts for sales, has never had a sale, and has
prospects for sales but no income, it is a pre-revenue company.
The prospects for revenue is not revenue. A purchase order
without terms for payment attached to a contracted deliverable
on a calendar date is not a bankable asset. An agreement to
purchase widgets from a sister company that has no capital is
an empty, invalid agreement. A business model based on
giving away samples in order to procure future orders cannot
book those give-away samples as “sources of future revenue.”
Booking a services agreement at an “operating loss” to the
company is not an asset; it is a liability. In flying or sailing or
business, a current, accurate position fix is absolutely necessary
to understand the resources necessary to eventually arrive at
the preferred destination.
4. Misunderstanding the Valuation Process for a
Pre-Revenue Company
Having reviewed literally hundreds of “funding decks”
prepared solely for the purpose of garnering funding, one
cannot ignore the “wish craft” associated with the
representations. Wish craft frequently will compare the
pre-revenue startup to established operating companies that
have public shares trading at a multiple of actual earnings. This
is not apples and oranges; it is more like apples and bicycles,
not a remotely close comparison. Or, assumptions are made
that the company will obtain, after entering the market, a
certain market share of a “gazillion-dollar” market. Or, the
competition that exists in the targeted vertical will give up its
market share without a fight. Or that the company will grow in
a linear fashion quarter after quarter. Or that future funding will
be available at a higher valuation. While these favorable
fantasies cloud founders' judgments, often, it is realistically not
going to happen.
The primary considerations for funders, in a funding round
particularly of a pre-revenue company, given that there are
literally thousands of investment opportunities available to
them every day that are transparent, proven, and highly liquid
are:
Is there anything truly unique to this opportunity?
How realistic is the “funding valuation”?
How probable is it that I will get my capital back?
How probable is it I can ever book a dividend or a gain
on my investment?
Is the business model for going to market rational?
Are the current people capable of execution?
Is the targeted burn rate to get to break-even possible?
© 2025 Bus Dev Centre, Inc. Briefing Memorandum. All Rights Reserved. 2
What is the reserve of funds for unknown
contingencies?
Is there any market protection (patents or trade secrets)
that affords the company time to establish a market
presence?
Are the projections even remotely accurate to get to
viability?
Would any current players in the market, public or
private, want to buy this company if the widget actually
works, or would well-funded competition just reverse
engineer the offering and go after the same
opportunity?
And, whatever the founders believe the company is actually
worth, it is only worth a fraction of that number, in a best-case
scenario. Truth be told, absolutely no one gets a “best-case”
scenario.
5. Negotiating with an Angel Investor or Family Office
Funding Source that Gives the Investor Control over a
Future Funding Round
Funding covenants, terms, and conditions of taking any party’s
capital matter. Covenants that require an early investor to
“approve” a future funding round’s terms and conditions are a
stranglehold on future funding. Covenants that require board of
director participation can shrink and narrow a company’s
opportunities. Anti-dilutive covenants on a “down round” are
protection for an investor but will normally force founders to
give up shares to get a deal done. Debt instruments that are not
pre-payable without a penalty, or convertible only at the option
of the lender, or prohibit the company from securing an
additional credit line without paying out the initial lender can
jeopardize a multi-million-dollar credit facility. It is not
unusual for the pre-funding advisory team to find it necessary
to re-negotiate debt instruments or previous equity sales that
attach control mechanisms designed to force the company to
abide by terms that were seemingly harmless at the time of the
original funding, but now are unworkable for the next funding
round.
6. Being Victimized by an “Investment Banker” that
Charges a Significant Upfront Fee and Never Delivers
the Promised Capital on the Promised Terms
The typical contract requires a downstroke payment of $50K to
$250K, plus an unaccountable expense slush fund, plus
reimbursement for all out-of-pocket expenses, plus a block of
non-diluting equity, plus a fee range that may vary from 3–5%
for debt and 8–10% commission on equity sold. After six
months of meetings, conference calls, and “good potential
leads on capital,” the firm comes back to the table and
proclaims that the proposed terms for equity and valuation are
not being accepted by the “market.” This is sadly the
experience of literally hundreds of companies that have lost
millions of dollars to “brokers” who promise to access the
capital markets on the company’s behalf but, in the end, deliver
only broken promises and invoices for travel expenses.
© 2025 Bus Dev Centre, Inc. Briefing Memorandum. All Rights Reserved. 3
Investment bankers often refer to this experience as: “having
an investment bank job done to you, rather than for you.”
Avoiding Financial and Regulatory Landmines When
It Is Time to Negotiate for Additional Capital
Many companies grow to the point where future growth cannot
be sustained on the current capital structure of the company. At
that point, either the company ceases to grow, or grows in fits
and stops but with vulnerability to any interruption in cash
flow, or the company seeks additional capital through some
type of “funding round.”
The funding round may consist of a commercial credit line
from one or more banks, an equity or debt funding round from
a circle larger than the typical “friends and family” round
which may include “family offices,” or it may require a
third-tier or even a second-tier investment banking firm that
will commit to lead an underwriting process to raise millions of
dollars for a fee plus equity.
The Purpose
The primary objective of a funding round advisory is to prepare
the company to negotiate the very best terms on the amount of
capital needed for company growth. Getting the wrong amount
of capital on the wrong terms for less than the optimum period,
an all-too-often result, almost always penalizes the company.
The Advisory Process
A potential funding round advisory process typically requires
the input of four professionals over a three- to five-month
process:
1. A CPA with experience in building P&L projections,
balance sheet projections, cap table before and after
funding, and “burn rate” studies, who will also assure
that all tax compliance in all jurisdictions is current at
the time of the anticipated transaction, and that reports
utilized to support the anticipated funding round are
compliance-accurate.
2. A Corporate Compliance Attorney who will update
all bylaws, charters, corporate filings, directors’
agreements, advisory board agreements, employee
agreements, contracts with third parties, shareholder
agreements, debt holders’ agreements, and
intercompany agreements; additionally, the attorney
will affirm compliance with all applicable regulatory
agencies that have jurisdiction over the company’s
operations.
3. A Securities Attorney. All stocks, debentures, debt
instruments, and even lines of credit are securities.
Issuing any equity or debt instrument to a third party is
subject to state laws (in the domicile of the issuer and
the buyer) and federal laws that force compliance of
most types of “exempt offerings” and “non-exempt
© 2025 Bus Dev Centre, Inc. Briefing Memorandum. All Rights Reserved. 4
offerings.” The securities attorney reviews the plan to
raise capital, the “material statements” that may be
made orally and in writing, and all documents utilized
in the solicitation and exchange of money or credit for
equity or debt, as well as maintaining compliance with
pre- and post-filings if and when required at the state or
federal level.
4. An Investment Banker Advisory Resource. A fee
based consultant with years of experience acting as an
investment banker is typically retained as a strategist to
advise the company board of directors and the C-suite
on the optimum structure of the proposed financial
transaction, and point the company in the direction of
the best candidates to assist with the proposed funding
process. The consultant is retained as an advisor and an
advocate to work with the C-suite in the negotiations
necessary to receive a funding commitment from third
parties on fair terms. He or she represents the company,
not the money source, so the advice is never conflicted.
It is a very unusual occurrence for a business to be self-funding
and be able to scale operations to build any degree of wealth,
whether a service company or a product company.
Additionally, it is normal to need more capital, for longer
periods of time, to achieve the corporate mission than
originally perceived.
Given that this is the “normal” experience, the most effective
way to navigate funding options and secure the right terms at
any stage of company development is to engage seasoned
counsel.
From the Office of the Managing Director
© 2025 Bus Dev Centre, Inc. Briefing Memorandum. All Rights Reserved. 5