Startups Cap Valuation & Conversion Discount — Does that Really Matter to the Founders or Investors?

The Startup World!
5 min readFeb 23, 2022

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Hello to all my readers..!

Startups investment is in itself a tricky task. The risk taken may not be the same for all the investors because early-stage/seed-stage investors are the ones who take more risk while backing these startups. That’s why it becomes crucial to incentivize them in the following successful round.

Cap valuation & conversion discount are the mechanisms that provide early-stage investors an option to convert their debt into equity shares at a lesser valuation in the following round.

Let’s understand how early-stage investors are incentivized or take care of the risk they take at early-stage investments with the help of an example:

Ms. J started her venture last year & received initial seed funding from Mr. X (Angel Investor) of $100K in convertible debtˆ without any valuation cap or discount. (ˆShe issued convertible debt, so no impact on the cap table for now)

(Seed money raised against convertible debt)

We assumed that the company had issued 5 million shares, out of which 80% is with Ms. J & the rest is the ESOP pool. After the seed round, the shareholding of the company shall be as below (Shares in Million):

(Angel Investor shall not get any shares until any new round happens)

Let's assume Ms. J closes a series A round of $1 Mn this year at a pre-money valuation of $5 Mn. The new series A investor shall get 1 million shares [$1 Mn (investment)/$1 (share price)] — the share price is calculated as below:

*Share price: $1 = ($5 mn/5 mn shares) [Pre-money valuation/no. of outstanding shares)

Now, let's see how valuation cap & conversion discount impact the shareholding of the Angel investor (Mr. X) under different scenarios.

Case 1: Considering there is no discount & no cap to the valuation

In that case, Mr. X shall get 100k or 0.1 Mn shares ($100K/$1) — representing his holding at 2% in the company. Below is the updated cap table for reference:

Case 2: Assumed a valuation cap of $ 3 Mn

In that case, Mr. X's potential no. of shares shall not be calculated on a $5 Mn pre-money valuation, rather, it shall be based on a $ 3 Mn valuation because Mr. X had kept the valuation cap of $3 Mn while investing at the seed stage. By exercising the valuation cap option, the no. of shares to be received by Mr. X shall be 166.6K or 0.16 Mn ($100K/$0.6) — representing 2.7% holding in the company (~0.7% more than the previous case).

"The valuation cap protected Mr. X from the increased valuation. If there wasn't any cap, he would have received 0.1 Mn shares only instead of 0.16 Mn"

*Share price for Mr. AD $0.6 ($3 Mn/5 Mn) — Applied the share price formula

Case 3: Assumed a valuation cap of $ 7 Mn

In that case, Mr. X shall not have the advantage of cap & his share price shall be the same as case 1 (Share Price — $1). Accordingly, he will be allotted 0.1 Mn shares on conversion. So, no change in the shareholding.

Case 4: Assumed a Discount of 25% to the valuation

In that case, Mr. X’s potential no. of shares shall not be calculated on a $5 Mn pre-money valuation, rather, it shall be based on a $3.75 Mn valuation ($5 Mn less 25% discount — $3.75 Mn). By exercising the valuation cap option, the no. of shares to be received by Mr. X shall be 133.3K or 0.13 Mn ($100K/$0.75) — representing 2.17% holding in the company (~0.17% more than case 1).

*Share price for Mr. AD $0.75 ($3.75 Mn/5 Mn) — Applied the share price formula

Case 5: Assumed a Discount of 25% & Valuation cap of $ 3 Mn

In that case, Mr. X shall have the following options to choose:

We can see that option 2 ($3 Mn cap valuation) is best for Mr. X to opt. In that case, he will receive ~0.17 Mn shares representing 2.7% holding in the company.

Note: “Caps aren’t valuation” — It places a limit on the price at which the conversion will happen.

Founders at the early stage prefer to raise money via convertible debt because it takes less time & money to conclude the deal. However, they should be careful about accepting the deal with a lower cap valuation/higher discount because that may result in higher equity conversion for the investor in the following round. On the contrary, a conversion discount is the best option for Investors because that will always provide them a reduced share price relative to subsequent new Investors.

Thank you, friends. I hope this article has provided you with greater insight on valuation cap & conversion discount which are critical deciding factors for Investors & Founders. In my next blog, I will write about Pre-money & Post-money valuation. Till then, bye & take care!

“God is One” — spread love. “If you like the article, please do share with others as well. Let’s build a better world together where everyone is well educated”.

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