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Doing something we've never done before and raising a round for @Supercast.

After my Stern post we were mobbed by potential investors.

We initially turned everyone down—we are hardcore bootstrappers—but as we realized the scale of opportunity, we've decided to raise $2MM...
We think there's a massive opportunity to become the default player in subscription podcasting and know we need to spend big on R&D + marketing to grow faster.

Focusing on profitability too early will slow us down. The typical Tiny playbook won't work for this.
Of course, being a hardcore bootstrapper, the idea of losing my own and other people's money (or providing a poor return) makes me somewhat queasy and raising at a high (market) venture valuation only feels fair if our growth assumptions are correct.
So we're structuring the round in an interesting way:

• SAFE note

• Market pre-money venture valuation cap

• Converts in two years, but if revenue of $1MM is not achieved then it converts at 50% of the valuation
This way, if we are wrong on our big swing and it's just a normal, profitable, sustainable Tiny business, investors own shares at a valuation where they will still make a nice return.

And if we're right about the opportunity, we'll be diluted less and investors will win big.
Has anyone else done this? Seems very fair and I wish more companies that I've invested in had been structured this way.

We're calling it a Non-Binary Term Sheet. You can swing big, but you and your investors win either way—you can sleep at night if you don't 100x.
Note: This of course requires raising from people who don't only focus on 20-100x returns and would be happy with profits/2-10x over a longer time horizon. Family offices, angels, wealthy entrepreneurs, friends and family, etc.
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