Capital Markets - Equity Financing Flashcards
If a startup is “bootstrapping,” what does this mean?
If a startup is currently in the “bootstrapping” stage, operations are currently being funded entirely by the cash
flows generated by the business and through the out-of-the-pocket funds from the entrepreneur. This term is
often closely aligned with the concept of a startup remaining “lean” and holding off on raising outside,
“unnecessary” capital to first maximize the utilization of their resources (e.g., human capital, intellectual
property, product, and market strategy ideas/plans).
The startup is likely attempting to minimize expenses while building its cash flow to reduce the need to raise
outside capital. Alternatively, it may not have the option to raise capital even if it wanted to due to insufficient
proof-of-concept. Once the startup has become more established and made more progress, it can raise capital
with more negotiating leverage (rather than being at the mercy of early investors).
For an early-stage company, what are a few options for liquidity events?
A liquidity event is an opportunity for the founder of a private company and its early investors to sell some or
all of their equity ownership. Given the illiquid nature of the investment and the high-risk nature of early-stage
companies, it’s reasonable to see a liquidity event.
Often, this will begin with a minor partial liquidity event to take some profits (i.e., partial “cash-out”), with the
provider of the capital being a venture capital firm. Later examples of liquidity events as the startup grows will
be raising financing from venture firms and being acquired by a strategic.
Who are angel investors?
An angel investor is most often a wealthy, accredited individual investing in seed and early-stage companies.
Once a startup has exhausted its funding from friends and family members, the angel investor is often the first
outside investor to provide capital.
The company may often not even have a working product, and therefore, the angel investor is taking on a
substantial risk of losing their initial investment. For this reason, the check size of an angel investor is rarely
more than $1 million per startup investment.
Walk me through the various funding rounds in venture capital.
Venture Funding Rounds
Seed Round: The seed round will involve friends and family of the entrepreneurs and individual angel
investors. Seed-stage VC firms can sometimes be involved, but this is typically only when the founder has
previously had a successful exit in the past.
Series A: The Series A round would include early-stage investors and typically represents the first time
institutional investment firms will provide financing. During this stage, the startup’s focus will be on
optimizing its product offerings and business model and developing a better understanding of its users.
Series B/C: These rounds represent the expansion stage and still involve mostly early-stage venture firms.
The startup has gained initial traction and shown enough progress for the focus is now be trying to scale,
which involves hiring more employees (especially in sales & marketing, business development).
Series D: The Series D round (and onward) represents late-stage investments where the new investors
providing capital will usually be growth equity shops that invest under the belief the company has a real
chance at undergoing an IPO in the near term.
From the perspective of an entrepreneur, what are the pros and cons of raising outside capital?
For entrepreneurs, the primary reason for raising outside capital is often first to ensure the business has
sufficient funds even to operate. This will particularly be the case for startups that require high R&D for
continued product development and to scale further.
Using the newly raised capital, the entrepreneur has various options to improve their operations, including:
Hire more talented employees and increase overall employee count (more job functions)
Move the business to a better location (i.e., be closer to target customers, VCs, a state with lower taxes)
Invest more in sales & marketing, advertising, and other operational roles
Implement new growth strategies that otherwise could not be done without this funding
Most venture capitalists are rarely simple providers of capital. These investors are often former entrepreneurs
who had their own successful exits and can develop a strong mentor-mentee relationship with the
entrepreneur. Under the guidance of the new advisors, the entrepreneur can better navigate the difficulties all
startups inevitably face as they attempt to achieve growth and scale.
In addition, an investor’s willingness to not only risk the loss of their capital but to spend their time and
resources to provide guidance to the management team proves the validity of the entrepreneur’s business idea
(i.e., this product and business plan could be viable).
The major downside of raising outside capital is that the entrepreneur must give up more ownership of their
business as more capital is raised. However, this is often a necessary decision if the entrepreneur wants to grow
the business and eventually IPO (or have a similarly successful exit).
What does the proof-of-concept stage involve?
When a company is at the proof-of-concept stage, there’s no working product on-hand. Instead, there’s just a
proposed idea for a certain product, technology, or service. Thus, it’s difficult to raise much capital; however,
the amount of funding required is usually very minimal since it’s only meant to build a prototype and see if this
idea is feasible in terms of product-market fit. At this stage, the investors providing this type of seed investment
are usually friends, family, or angel investors.
Explain to me what the commercialization stage is.
The commercialization stage is when the value proposition of a startup and the possibility of a product-market
fit has been validated, meaning institutional investors have been sold on this idea and contributed more capital.
The focus shifts almost entirely to revenue growth, as profitability is not the priority, since the company has
more than enough capital raised and investors will contribute more if needed.
The commercialization stage usually refers to Series C to D (and beyond), and there’ll be several large,
institutional venture firms and growth equity firms involved in guiding this high-growth company to help
refine the product or service offering, as well as the business model.
Explain the power law of returns in venture capital investing and its implications?
Peter Thiel famously said, “The biggest secret in VC is that the best investment in a
successful fund outperforms the entire rest of the fund combined.” The return
distribution that Thiel was referring to is known as the power law of returns.
Venture capital investments are made under the expectation that most will
inevitably fail. However, a single investment by itself can enable the firm to meet its
return hurdle. The implication of this is the considerable emphasis on market size
when looking for prospective companies given the risk/return profile.
If the revenue opportunity present in the market is not large enough, the fund could not meet its return
threshold even if the startup turned out to be a success. This illustrates why VCs target large industries worth
at least ~$500 million to achieve their target of ~$100 million revenue based on their market penetration
assumptions with a reasonable margin of safety.
What role does a lead investor have in a round of financing?
The lead investor in a company is a venture capital firm or individual investor that organizes a round of funding
for a particular company. The lead investor is usually one of the first institutional investors in the company and
will contribute the largest amount of capital (i.e., “lead the round”).
The lead investor will often use their network to help the startup raise more funding from various investment
firms and make introductions as needed. Therefore, the more credibility the lead investor has within the
investment community, the higher the likelihood that other VC firms will trust their judgment and be more
willing to participate in the upcoming financing rounds.
Give me an example of the drag-along provision in use?
The drag-along provision protects the interests of the majority shareholders (usually the early, lead investors)
by enabling them to force major decisions such as exiting the investment.
This provision will prevent minority shareholders from holding back a particular decision or taking a specific
action, just because a few shareholders with small stakes are opposed to it and refusing to do so.
For example, suppose the stakeholders with majority ownership desire to sell the company to a strategic, but a
few minority investors refuse to follow along (i.e., drag-along the process). In that case, this provision allows
the majority owners to override their refusal and proceed onward with the sale.
What are the typical characteristics of preferred stock?
Preferred stock can be best described as a hybrid between debt and equity – and sits right in between the two
in the capital structure. Preferred stock has a higher claim on assets than common stock and receives
dividends, which can be paid out as cash or “PIK.”
Unlike common equity, the preferred stock class doesn’t have voting rights but has seniority in the capital
structure, but still has a lower claim than any debt holders. Sometimes preferred stock can be convertible into
common equity, creating additional dilution.
What are the two main types of preferred equity investments?
- Participating Preferred: The investor receives the preferred proceeds (i.e., dividends) amount + has a
claim to common equity afterward (i.e., “double-dip” in the exit proceeds). - Convertible Preferred: Also referred to as non-participating preferred, the investor receives either 1)
the preferred proceeds or 2) common equity conversion amount – whichever is of greater value.
What is a liquidation preference?
The liquidation preference of an investment represents the amount the owner must be paid at exit (after
secured debt, trade creditors, and other company obligations). The liquidation preference determines the
relative distribution between the preferred shareholders and the common shareholders.
Often, the liquidation preference is expressed as a multiple of the initial investment (e.g., 1.0x, 1.5x).
Liquidation Preference = Investment $ Amount × Liquidation Preference Multiple
A preferred shareholder has a 2.0x liquidation preference. What does this mean?
A liquidation preference is a clause in a contract that gives a certain class of shareholders the right to be paid
ahead of other shareholders in the event of a liquidation. This feature is commonly seen in venture capital
investments. Given the high failure rate in venture capital, certain preferred investors desire assurance to get
their invested capital back before any proceeds are distributed to common stockholders.
If an investor owns preferred stock with a 2.0x liquidation preference – this is the multiple on the amount
invested for a specific funding round. Thus, if the investor had put in $1 million with a 2.0x liquidation
preference, the investor is guaranteed $2 million back before common shareholders receive any proceeds.
What does it mean if the liquidation preference is a capped participation preference?
A capped participation preference (often called “capped participating preferred”) indicates that the preferred
shareholders can share in the liquidation proceeds on a pro rata basis until total proceeds reach a certain
multiple of the original investment, plus any accrued dividends. This is similar to participating preferred
equity, but the proceeds are capped once a certain multiple has been reached.
What is the difference between the pre-money and post-money valuation?
Pre-Money Valuation: The pre-money valuation refers to the company’s value prior to the first (or the
next) financing round.
Post-Money Valuation: The post-money valuation accounts for the new investment amount after the
financing round. It can be calculated as simply the new financing amount added to pre-money valuation, or
the formula below can be used:
Post Money Valuation = (New Financing Amount / % of Equity)
Tell me about the difference between an up round vs. a down round.
Prior to a new financing round, the pre-money valuation will first be determined. The difference captured
between the starting valuation and then the ending valuation after the new round of financing determines
whether the financing was an “up round” or a “down round.”
Up Round: An up round refers to financing in which the valuation of the company raising additional
capital increases when compared to its prior valuation.
Down Round: A down round refers to when the valuation of a company has decreased after a financing
round when compared to the previous financing round.
Can you give me an example of when dilution would be beneficial for a founder?
As long as the startup’s valuation has increased sufficiently (i.e., “up round”), dilution to the founder’s
ownership can be beneficial. For example, let’s say that a founder owns 100% of a startup that’s worth $5
million. In its seed-stage round, the valuation was $20 million, and a group of angel investors collectively want
to own 20% of the company in total. The founder’s stake will be reduced from 100% to 80%, while the value
owned by the founder has increased from $5 million to $16 million post-financing despite the dilution.
Can a startup recover from a down round?
For certain, despite the dilution and potential internal conflict created from the unsuccessful new round of
financing – the capital raised could have eliminated the risk of bankruptcy and given it enough money to turn
the business around. This down round may have been the lifeline the startup needed to stay afloat and still
have a chance at achieving its goals. While a down round is not a positive sign, it’s not necessarily a sign that
the end is near (although it may be more challenging to raise capital in the future unless clear improvements in
performance are made).
What are anti-dilution protection clauses?
The purpose of anti-dilution protection clauses protects shareholders (usually the early investors) following a
down round. In effect, their conversion ratio remains the same to shield their investment from potentially
losing value due to the additional dilution created post-financing.
What is the term sheet in venture capital?
Term sheets establish the specific agreements of investment between an early-stage company and a venture
firm. The term sheet is a non-binding agreement that forms the basis of more enduring and legally binding
documents, such as the Stock Purchase Agreement (SPA) and Voting Agreement.
The term sheet is usually less than ~10 pages and is prepared by the investor. Although short-lived, the term
sheet’s purpose is to list out the initial specifics of an investment, such as the valuation, dollar amount raised,
class of shares, investor rights, and investor protection clauses.
The term sheet would then flow into the capitalization table, which is essentially a numerical representation of
the investor ownership specified in the term sheet.
What is the pay-to-play provision and what purpose does it serve?
A pay-to-play provision incentivizes investors to participate in future rounds of financing. Simply put, these
provisions will require existing preferred investors to invest on a pro rata basis in subsequent financing
rounds. If not, the investors will lose some (or all) of their preferential rights, which most often include
liquidation preferences and anti-dilution protection. In most cases, the preferred shareholder will accept being
automatically converted to common stock with a down round.