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Part3-Dilution in SAFE financings: Comparing pre- and post-money conversion

Published on:
August 6, 2022
| Last Updated on:
January 15, 2025
Part3-Dilution in SAFE financings: Comparing pre- and post-money conversion
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Welcome to the final part of our 3-article series on SAFE conversions and dilution where we examined a company that raised 3 rounds of SAFE financing.

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We conclude this series with a side-by-side comparison examining dilution in 2 dimensions: (i) Stakeholder perspective (Founders and investors), and (ii) the number of rounds of SAFE financing.

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TLDR: Our key findings are:

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  1. Raising capital via SAFEs dilutes Founders. Dilution is more severe for Founders with post-money conversion.
  2. Post-money SAFEs are favorable to investors since they maintain their ownership stake at the time of conversion.

    If additional post-money SAFEs are issued following your investment, more shares will simply be issued upon conversion such that your ownership stake is maintained. 

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In our example, a company with 100,000 shares (90,000k held by Founders) raises SAFE financings:

  • $2MN at $8MN pre ($10MN post)
  • $3MN at $15MN pre ($18MN post)
  • $5MN at $25MN pre ($30MN post)

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The resulting ownership stake at each stage of financing looks like this:

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Pre-Money Conversion:

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Post-Money Conversion:

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You may find these other readings helpful. Article 1 was based on pre-money conversion and article 2 was based on post-money conversion.

Post-money SAFEs are becoming the norm in early stage fundraising. As such, it’s worth reviewing this list of ‘7 Ways post-money SAFES affect Founders and Angel Investors’ for a more comprehensive understanding.

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Introduction

Pre-money SAFEs were introduced by Y Combinator in 2013 and became a standard over convertibles for their simplicity. 

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This was updated to post-money conversion in 2018 and became broadly adopted in H2 2021. Our article ‘7 Ways post-money SAFES affect Founders and Angel Investors’ explains all these changes.

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The most substantive impact of this change has to do with dilution. At the time of an equity qualified financing, SAFEs are converted:

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  • Pre-money SAFEs: Multiple rounds of post-money SAFES results in dilution for both by Founders and investors.
  • Post-money SAFEs: Multiple rounds of post-money SAFES places dilution entirely on Founders.


Imagine a company which was founded with 100,000 shares, 90% of which are held by Founder. It subsequently raises 3 rounds of SAFE financing.

  • $2MN at $8MN pre ($10MN post)
  • $3MN at $15MN pre ($18MN post)
  • $5MN at $25MN pre ($30MN post)

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During a qualified equity financing, issued SAFEs will convert into equity and be subsequently diluted by the equity round. Let’s assume conversion happens at the SAFE valuation cap.

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Here’s a side-by-side comparison of shares issued, ownership and dilution at each stage of financing, assuming the SAFEs convert at their valuation cap.

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Step 1: Company Founded

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Upon founding the company, 100,000 shares are created and 10% is set aside for current and future employees. The founders retain 90,000 shares and allocate 10,000 to an ESOP.

Their cap table looks like this:

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Step 2: Post-Money SAFE 1

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The company raises $2MN on post-money SAFE. It has a valuation cap of $8MN pre ($10MN post) and 0% discount.

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If an equity financing takes place above the $10MN valuation cap:

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The pre-money SAFE converts to equity based on this calculation:

  • Share price = $8MN / 100k shares = $80 share price
  • Pre-money SAFE 1 receives $2MN / $80 share price = 25,000 shares

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The post-money SAFE converts to equity based on this calculation:

  • SAFE 1 ownership = $2MN investment / $10MN post-money cap = 20% ownership
  • 100,000 shares held by Founders and ESOP constitute 80%
  • SAFE 1 therefore will be issued 20% / 80% x 100,000 = 25,000 shares

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The resulting cap table comparison looks like this:

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Ownership would therefore be identical.

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Step 3: post-money SAFE 2

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Some time after taking in post-money SAFE 1, the company decides to raise an additional $3MN on a new post-money SAFE. It has a valuation cap of $15MN pre ($18MN post) and 0% discount.

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If an equity financing takes place above the $18MN valuation cap:

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Pre-money SAFE 2 converts to equity based on this calculation:

  • Share price = $15MN / 100k shares = $150 share price
  • Pre-money SAFE 2 receives $3MN / $150 share price = 20,000 shares

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The post-money SAFEs will convert as follows:

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  • SAFE 1 ownership = $2MN investment / $10MN post-money cap = 20% ownership
  • SAFE 2 ownership = $3MN investment / $18MN post-money cap = 16.6% ownership
  • 100,000 shares held by Founders and ESOP therefore constitute 63.3%


New shares will be issued as follows:

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  • SAFE 1 = 100,000 shares / 63.3% x 20% = 31,579 shares
  • SAFE 2 = 100,000 shares / 63.3% x 16.6% = 26,314 shares


The resulting cap table comparison looks like this:

Ownership comparison would look like this. 

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Notice that with post-money SAFEs, the addition of SAFE 2 does not affect the 20% stake of SAFE 1.

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On the other hand, with pre-money SAFEs, the addition of SAFE 2 reduces SAFE 1 ownership from 20% to 17.2%.

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With post-money SAFEs, Founders now hold 57% ownership compared to 62.1% if they raised pre-money SAFEs.

  

Step 4: post-money SAFE 3

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Let’s say the company decides to take in additional SAFE financing. They raise an additional $5MN on a new post-money SAFE. It has a valuation cap of $25MN pre ($30MN post) and 0% discount.

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If an equity financing takes place above the $30MN valuation cap:

Pre-money SAFE 3 converts to equity based on this calculation:

  • Share price = $25MN / 100k shares = $250 share price
  • Pre-money SAFE 3 receives $5MN / $250 share price = 20,000 shares

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The post-money SAFEs will convert as follows:

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  • SAFE 1 ownership = $2MN investment / $10MN post-money cap = 20% ownership
  • SAFE 2 ownership = $3MN investment / $18MN post-money cap = 16.6% ownership
  • SAFE 3 ownership = $5MN investment / $30MN post-money cap = 16.6% ownership
  • 100,000 shares held by Founders and ESOP therefore constitute 46.7%

New shares will be issued as follows:

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  • SAFE 1 = 100,000 shares / 46.7% x 20% = 42,857 shares
  • SAFE 2 = 100,000 shares / 46.7% x 16.6% = 35,714 shares
  • SAFE 3 = 100,000 shares / 46.7% x 16.6% = 35,714 shares


The resulting cap table comparison looks like this:

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Ownership comparison would look like this:

 

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As in step 3, the addition of SAFE 3 does not affect the 20% and 16.6% stakes of SAFE 1 and SAFE 2 using post-money conversion.

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On the other hand, with pre-money SAFEs, the addition of SAFE 3 reduces SAFE 1 ownership from 20% → 17.2% → 12.1%.

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With post-money SAFEs, Founders now hold 42% ownership compared to 54.5% if they raised pre-money SAFEs.

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Conclusion

We conclude that the dilutive effects of post-money SAFEs are more severe for Founders when multiple rounds of SAFE financing are raised. This is because dilution is transferred from investors to Founders. Founders are unlikely to have a free hand in choosing between pre- or post-money SAFEs since this format is being used by Y Combinator.

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For investors, this is generally a positive change. Post-money SAFEs reduces early-stage dilution risk. Perhaps more importantly, it imposes fundraising and use of capital discipline on portfolio companies.

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The following tables provide a view of dilution if a qualified financing happens following each stage of SAFE financing.

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Pre-money dilution:

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Post-money dilution:

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In case you missed it, here are the other articles in this series: Article 1 was based on pre-money conversion and article 2 was based on post-money conversion.

Post-money SAFEs are becoming the norm in early stage fundraising. As such, it’s worth reviewing this list of ‘7 Ways post-money SAFES affect Founders and Angel Investors’ for a more comprehensive understanding.

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Jed Ng

“Jed is the Founder of AngelSchool.vc - a program dedicated to helping angels build their own syndicates.

He has a track record of exits and Unicorns, and is backed by 1500+ LPs.

He previously built and ran the world's largest API Marketplace in partnership with a16z-backed, RapidAPI".

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