Uber, Twilio, Sendgrid. These are just some of the incredible companies David Cohen invested in with his first fund, Bullet Time Ventures. In our latest interview with Cohen, we reveal some of the strategies behind what is now considered to be one of the best performing funds in history.

Portfolio Diversification

Although a commonly regarded principle of investing, the importance of this cannot be underestimated. As Cohen states, “it is all about shots on goal.” For Cohen with his $5m fund, this meant cutting $50k cheques and ensuring his portfolio was as varied as possible.

Consistent Strategy

“Consistency is key,” according to Cohen and this rings true at the seed stage, with regards to cheque size. At this level of financing, there is no real data or metrics to suggest which are the home runs. Therefore, do not have a varied investment amount, have a consistent and rigid cheque size and stick to it. This will also allow co-investors to know how much of a round they should allocate to you.

David Cohen

Techstars’ David Cohen

Valuation Matters

Despite Sheryl Sandberg’s statement, “it does not matter where you sit as long as you have a seat on the rocketship,” valuation does matter.

As Cohen illustrated, “we had to get in early at the low prices.”

If you invest $50K in company Y at a $5m valuation and the company exits for $500m, you have returned the $5m fund (dilution not included). However, if you invest $50K in Company X at a $10m valuation and the company exits for $500m, you have only returned half the fund. As a result at the early stage, it is crucial to be investing early at low valuations.

Uncapped Notes

“I have done one and I will not be doing anymore,” said Cohen when asked his thoughts on uncapped notes. For Cohen, the numbers simply do not work out. Often the conversion discount and price caps in a note result in the company creating more liquidation preference than the amount of money, the note holders have invested.

For example, John loans company X $100K on a convertible note with a pre-money cap of $1M or 20% discount. The company raises $1M ($900K in new money, plus $100K for the note) at a pre-money valuation of $1M (assume at $1 per share) — same as the pre-money cap in the note. What percent of the company should the note holder get on conversion? The answer is not 5%, as the $1M pre-money valuation doesn’t trigger the cap because the share price, by using the discount, would be lower than the share price at the cap.

The correct answer is that at a $1M pre-money valuation, the discounted share price for the note holder would be $0.80. So the number of shares they could buy for $100K is 125,000. So the actual percentage would work out to 6.17%. It is this math which ledCohen to state that “uncapped notes lead to a huge multiple of worseness.”

Market Fluctuations

As an investor it is very easy to be swayed by market sentiment. However, this is not the optimal investing strategy. As Cohen suggests, “the hot deal is often the one that does not work.” Instead, Cohen prefers to focus on ‘big boring industries’ that have must have products, rather than nice to have products.

Surround Yourself with Mentors

The early stage investing landscape is a treacherous one. Surround yourself by experienced people who know the industry and it’s intricacies. As Cohen recognises, “I was lucky to have amazing mentors like Brad Feld and Jason Mendelson.” However, not only can mentors provide advice and strategic guidance but dealflow too.Cohen described the Uber deal, which came about because Ryan Graves was a mentor at Techstars Boulder.

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Techstars’ David Cohen on fund strategy