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A Founder's Guide To SAFEs & Pay-to-Play Down Rounds

For companies that raised substantial capital on SAFEs and aren’t tracking towards their original valuation goals, a new round with pay-to-play provisions may be an effective way to raise necessary capital.

In this article, we discuss down rounds, pay-to-play provisions, and how they apply within the context of outstanding SAFEs.

Template model

Like with most fundraising scenarios, the pay-to-play down round’s impact on existing SAFEs is best understood with concrete numbers rather than theoretically.

You can plug in your own startup’s fundraising details in this template model.

What is a down round?

There is no universal definition, but a down round is – roughly – a situation where the pre-money valuation of a financing round is lower than the post-money valuation of the previous financing round.

Factors that can lead to a down round include:

  • Poor macroeconomic / fundraising conditions
  • Negative changes in industry sentiment
  • Company underperformance

Down rounds are often viewed as a negative signal by employees. Fundraising for a down-round valuation can also make it more difficult to attract investors.

One strategy to incentivize existing investors to further invest in the company during a down round is to implement pay-to-play provisions.

What is a pay-to-play provision?

A pay-to-play provision refers to an investment term that incentivizes existing investors in a company to participate in a new financing round.

Pay-to-play provisions can either be punitive or rewarding to investors. Punitive provisions penalize investors that don’t participate in the new financing round; rewarding provisions grant benefits to investors that participate in the new financing round. Sometimes, both punitive and rewarding provisions are implemented in the same round – the economic impact can often be the same whether structured as a penalty or award.

Most pay-to-play provisions are contingent on the investor participating their full pro-rata amount in the new financing round, but some only require partial investor participation.        

Pay-to-play provisions can strain relationships between investors and the company. As a result, pay-to-play provisions typically arise only when companies have challenges raising capital - as is frequently the case in a down round.    

Common forms of pay-to-play provisions include:

  • Punitive provisions
    • Conversion of shares to an inferior share class: for example, if an investor doesn’t invest in the new round, all or some of their preferred shares convert to common shares.
    • Inferior conversion terms: If the investor doesn’t invest in the new round, their existing convertible investments (such as via a SAFE or convertible note) are amended to contain worse terms (like a higher valuation cap or lower discount rate).  
    • Loss of investor rights: Investors who don’t participate in the new round may lose certain rights such as preemptive rights to participate in future rounds, voting approvals, or board participation.
  • Rewarding provisions (also often referred to as “pull-through” or “pull-up” provisions)
    • Conversion of shares to a superior share class: If the investor invests in the new round, all or some of their company shares convert to a new class of preferred shares with superior terms to the existing class of preferred shares.
    • Superior conversion terms: If the investor invests in the new round, their existing convertible investments (such as via a SAFE or convertible note) are amended to contain better terms (like a lower valuation cap or higher discount rate).

The remainder of this article focuses on pay-to-play provisions as applied to existing SAFEs during down rounds.

How do pay-to-play down rounds affect existing SAFEs?

Take as an example the following scenario:

  • The company raised significant capital via SAFEs at valuation caps that are higher than they expect to be able to raise in a new round.
  • The company needs to raise additional capital.
  • The company will raise a down round.
    • If it is a SAFE round, the new valuation caps will be less than those of the existing SAFEs.
    • If it is a priced round, the pre-money valuation will be less than the post-money valuation caps of existing SAFEs.
  • New and existing investors are expected to be less likely to invest in the down round, interpreting the reduced valuation as a negative signal of company trajectory.
  • The company implements pay-to-play provisions as part of the new round to incentivize existing investors to further invest in the company.
  • These pay-to-play provisions impact existing SAFE holders either favorably or unfavorably - see the mechanics of how in the next section.

What are the potential pay-to-play provisions to address a down round scenario after raising on SAFEs?

As a reminder, the underlying goal of the pay-to-play is to incentivize existing investors to participate in the new round.

You can create incentives through implementing one or several of the following provisions:

  • If existing investors don’t participate in the new round, their SAFEs could:
    • Lose certain investor rights (such as voting or pro rata rights)
    • Convert to common shares or a less favorable class of preferred shares
    • Get unfavorable amended terms (such as a higher valuation cap, lower discount rate, and/or lower principal investment amount - note amending the principal will likely require meeting a higher investor approval threshold)
  • If existing investors participate in the new round, their existing SAFEs could:
    • Convert to a more favorable class of preferred shares
    • Get favorable amended terms (such as a lower valuation cap or higher discount rate)

Communication with existing investors

Without careful communication, punitive pay-to-play provisions may sour relationships between investors and a company. Rewarding pay-to-play provisions may be less likely to jeopardize investor relationships, but may still raise investor concerns about the company’s health.

General best practices & tactical tips

Effective investor communications generally include:

  • Why the company needs further capital
  • Business context for the down round
  • An explanation of the pay-to-play provisions and how they will impact existing investors

It’s often useful to approach key investors privately for their buy-in before informing other existing investors. Depending on the investor relationships, founders can either enter these private discussions with a fixed proposal or with several options to discuss together with the key investors.

Existing investors will likely be more open to participating in the new round if they have a clear understanding of how participation (or lack thereof) will impact their ownership stake in the company.

For example, let’s say Company A currently has 5 investors who invested via SAFEs with post-money valuation caps ranging from $1M-$20M (see screenshot below).

Company A offers investors with valuation caps greater than $5M the chance to get their existing SAFE valuation caps amended down to $5M if they participate in the new round (a “rewarding” pay-to-play provision).

As demonstrated in the sample screenshot from our model, Post-Money SAFE investors 3, 4, and 5 would receive a greater number of shares from their existing SAFEs upon a future conversion event if they participate.

Sharing a similar model or otherwise communicating to investors with clear numbers how they would be affected by the pay-to-play provisions may increase the likelihood of their participation.