A requirement that investors participate in future funding rounds or face conversion of preferred stock to common stock.
Pay-to-Play Trigger:
If investor does not invest their pro-rata share (or specified minimum)
Then: Preferred shares convert to common shares
Some variants convert to "shadow preferred" with reduced rights
Pay-to-play provisions require existing investors to participate in future funding rounds to maintain their preferred stock status. Investors who do not participate see their preferred shares converted to common stock, losing liquidation preferences and other protections.
Pay-to-play forces investor commitment and prevents free-riding. If an investor believes in the company enough to maintain their preference, they should be willing to invest more. If they are not, their preferential treatment disappears.
For founders, pay-to-play can be a double-edged sword. It aligns investor incentives but may create tension during difficult fundraises when investors face tough decisions.
Pay-to-play is most common in challenging market conditions or when companies need bridge financing. It ensures everyone shares the burden of keeping the company alive.
Your SaaS company raises a bridge round:
With pay-to-play:
In a $10M exit, Investor A gets their preference first while Investor B waits in line with common shareholders.
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