Convertible Note Basics

By March 8, 2013Fundraising
convertible note basics

This article isn’t intended to get into every detail of convertible note mechanics. But I get enough questions about when to use them and what the basic components are that I thought a basic primer was in order.  I’ve also included a FAQ at the very end to help you answer common questions from investors that aren’t familiar with convertible notes.  And for those interested in the seed-stage SAFE investment instrument made available by Y Combinator in December 2013, ready my review and comparison to convertible notes here.

When To Use

A convertible note is a form of financing (fundraising) that is most commonly used in the earliest stages of company formation when the value (valuation) of the company is impossible or undesirable to establish. Setting a valuation for a company in the early stages is already more art than science but in the earliest stages it is almost all art. Actually, it’s purely the intersection of how much equity (ownership) the founders are willing to give up and how much equity the investor demands for their investment.

Another example of when convertible notes are sometimes used is for a “bridge round”, which is an attempt to bridge a short gap to the next desired equity round (for example, in between a Series A and a Series B).  The extra time is usually desired to accomplish some important milestones that will give a bump up in valuation.  Or maybe the company found itself with less runway than needed to reach the next equity round and needs extra cash to bridge the gap.

Some investors refuse to invest via convertible note because of the future uncertainty of how much equity they will eventually receive (explained in next section) while other investors have no issue with this fundraising instrument. It is somewhat of a religious debate and my FAQ at the end might help you prepare for this debate.

What Does It Convert To?

A convertible note is a form of debt (a loan). But instead of making regular payments to pay off the debt, the amount of the note “converts” to equity at a point in the future and as dictated by the various terms of the note.  The class of equity shares granted per the conversion are the same as whatever the new equity investors are granted, which almost certainly means Preferred shares (versus Common shares).  If the triggers for future conversion aren’t met, sometimes regular loan payments are required and sometimes conversion to equity happens anyway. But simply paying off the loan with interest isn’t the intent or hope for either the company or the investor.

Max Authorized Amount

First, you need to do some deep thinking about how much money you should raise to support your next phase of growth (see related article titled “How Much Should You Raise?“).  When you start the process of raising money on a convertible note, you will need to set a maximum amount that can be raised from a collection of investors (see related article titled “Setting the Max Authorized Amount on Your Convertible Note“) and you should also spend some time and effort making that decision.  From there, you’ll need to decide about a variety of terms and parameters of our convertible note.  Let’s explore.

Standard Terms

The following terms are almost always included in a convertible note:

  • Conversion Triggers – Convertible notes almost always convert based on a length of time (aka “term” or “maturity date“) or the amount of money raised in a future equity round (called a “qualifying transaction” or “qualified financing“), whichever comes first. The length of time is usually in the 1-2 year range while a qualifying transaction is generally 2-3 times the amount to be raised on the note.  In other words, if you’re raising $350K on a note you might set the qualifying transaction at $750K or $1M.  If you raise that much in a future equity round, the note holders convert to equity.  Also realize an especially long term or large qualifying transaction might force you to be more liberal on the other terms because the note holders want to convert to equity within a reasonable amount of time.
  • Discount – It’s not fair that the early investors convert their invested amounts at the same valuation as the future investors.  After all, the money from the early investors came at a time when the company’s viability was more risky and their investment facilitated company growth and other valuation-driving milestones.  So the way to compensate for this is to give the convertible note investors a discount against the future valuation upon conversion.  Discounts are usually in the 15-20% range with 20% being most common.  So if the company valuation for your future equity-based fundraising round is $5.0M and you offer a 20% discount, the convertible note investors will get equity based on a $4.0M valuation (20% off $5.0M).
  • Interest Rate – Like any form of debt, a convertible note carries an interest rate.  The interest accrues until either the conversion takes place or the note is paid off.  For a conversion, the interest is added to the initial investment before calculating how much equity to give.  In other words, a $50K investment would convert at a value of something like $53-58K depending on the interest rate and how much time goes by before conversion.

Optional Terms:

  • Maximum Authorized Amount – Sometimes there is a stated limit to how much can be raised on the note.  This might be referred to as the “aggregate principal amount” or might be described in a section labeled “closings” or “subsequent closings”.  The objective of this term is to inform the investors how much you might raise in a particular round.  There can be some psychology at play when setting this number.  See my related article on this topic titled “Setting the Max Authorized Amount on Your Convertible Note“.
  • Valuation Cap – What if the early-stage investments from convertible note investors allows the company to fly like a rocket ship and reach a valuation of something like $10M before raising their first equity-based round?  It seems unfair that the convertible note investors convert at a $8.0-8.5M valuation (assuming 15-20% discount).  So to offset this risk to the investors, it is very common to see what’s called a valuation cap (aka – “cap”) to protect them.  Using an example of a $4M cap, if the company is able to raise money from future equity-based investors at a valuation higher than that, the convertible note investor’s investment converts assuming the valuation was only $4M.  They would have been offered a discount anyway, so with a 20% discount the investor only comes out favorable in this cap example if the company raised their future equity round at a valuation higher than $5M (20% discount off $5M = $4M).
    • If you’re struggling to decide how to set the cap or are getting pushback from investors that it’s too high, see my related article titled “Justifying the Cap Amount in Your Convertible Note“.
    • Realize that setting the cap way too low, even for just a subset of your seed investors, can cause big issues upon conversion to equity.  When I say “way too low”, I mean a cap that could be 1/4 (or less) compared to the future pre-money valuation of your priced/equity round (for example, a $750K cap versus a future $3M pre-money valuation).  The investors with the extremely low cap will get so much equity that the new lead investor for the priced/equity round might not be able to reach their required equity amount.  They also could get end up with a 3X or 4X liquidation preference, which certainly isn’t intended but is usually a byproduct of the way convertible note terms are written (see Jose Ancer’s article describing “Liquidation Preference Overhang“)
  • Early Exit Multiple – If included, this is described in a section usually labeled “Change of Control”.  What if the company skyrockets and ends up being acquired for a decent amount of money before the term limit on the note and without ever needing to raise an equity round that would cause the conversion?  It seems unfair that the early investors only get their initial investment back plus any accrued interest.  So to reward the convertible note investors, it’s not uncommon to see an early exit multiple.  2X is fairly common for this (in other words, they double their money).  An alternative is to give the investor an option to convert to equity using the stated cap as the valuation and let them participate in the acquisition with other equity holders, if this is more favorable than the early exit multiple.
  • End of Term Conversion – What happens if you reach the end of the term (maturity date) without a natural conversion?  Your convertible note investors don’t typically want you to start making debt payments to them of principal plus interest and they don’t want you to ask them to agree to extending the maturity date (see related article titled “Extending Your Convertible Note“).  They want equity (ownership) in your company and the hope for a big return in the future when you do an IPO at a $1B valuation.  Some convertible notes include the possibility of converting to Common class equity if the maturity date is reached without a natural conversion.   What valuation assumption is used for this?  Either the valuation cap amount or even a discount off the valuation cap (maybe the same discount as is stated in the convertible note).  The reason for the discount is the likely scenario that the reason you weren’t able to raise money before the maturity date was reached is because you didn’t execute as well as expected.  If so, why should the investor convert to equity using a high-side protection figure like the valuation cap?  Instead, they should get some discount from that amount.  At least that’s the argument from the investor’s side.

Forecasting the Future Cap Table

I have a mantra that recommends entrepreneurs optimize for growth, not dilution.  However, because of the various scenarios that might cause the valuation cap to come into play, I do recommend using a cap table calculator to run various scenarios and forecast what the post-Series A cap table and various equity positions would look like after the convertible notes convert to equity.  You can find a link to one on my Resources Page.

Side Note:  This might seem strange but there are actually three different approaches that can be used to determine the price per share (and therefore the ultimate % equity) for the note holders after conversion into equity.  One method locks the pre-money valuation, one locks the post-money valuation and the final method is based on the dollars invested by the various constituents (note holders versus new equity investors).  Read this article if you want to dive deeper into this somewhat-complicated topic.


Convertible notes are usually less complicated and therefore less costly to put together for the company.  You don’t need to spend a lot of money on legal fees to put together a fundraising round using a convertible note.  There are Book cover - Venture Dealsonline, open source templates if you’ll do a search.  Make sure you understand everything in the template and at least get a legal review by an attorney before considering it final.  And if you want to educate yourself on other aspects of venture financing, buy the book Venture Deals by Brad Feld and Jason Mendelson.  You can find it here on Amazon.

Think you’ve got it?

Test yourself with my online 8-question quiz.lank line

FAQ to Help with Investor Debates

Question:  Why not just do a priced/equity round?

Answer:  It will cost us considerably more in legal costs and requires us to set a valuation for the company at time when we don’t have much of a financial and operational track record to base it on.  We would also need to create a new class of shares (Preferred shares) which come with various rights that we feel aren’t necessary or appropriate at this time.

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Concern:  I’m not interested in just getting a 7% interest rate return.  Where’s my upside?

Response:  The interest rate is not the most important term at all.  The intent is for us to raise an equity round of financing in the future at a stated valuation.  You will convert to equity at a discount versus the future investors and the interest that accrues simply increases your amount that converts to equity.  When we build a great company and eventually exit for $1B, we will all make lots of money together.

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Concern:  A 20% discount doesn’t seem fair.  You’re using my money to grow and potentially earn a high valuation in the future.

Response:  If our valuation drives much above the valuation cap, causing the cap to come into play, your discount will be greater than 20%.  For example, if we earn a valuation that is double the valuation cap, you would effectively be getting a 50% discount.

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Concern:  There’s some reasonable risk that things won’t work out and you might need to dissolve the company.  In that event, I would rather be an equity holder to hopefully get some of my money back.

Response:  Actually, you probably stand a better chance to get some money back following a dissolution if you sit as a holder of secured debt.

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Concern:  You might never raise an equity round of financing and I’m stuck holding a Note.

Response:  (check the terms of your note to confirm some/all of this response is accurate)  If the Note reaches the end of term, you have the right to call for us to pay you back principal plus accrued interest.  I know that’s not your objective but, assuming we are doing well enough, it is a way for you to get your investment back and with a return (ie – interest accrual).  Alternatively, you also have an option to convert to equity using a formula that involves the valuation cap amount.

Wait, there’s much more!!!

If you enjoyed this article, you’ll love what I cover in my video library called Founders Academy, which includes all of the key concepts and insights to help you dramatically increase your odds of success using topic-specific streaming video modules.  Click Here to Learn More

“Founders Academy is a must!  Gordon unlocked new value in concepts I thought I was already familiar with.” (startup founder)

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