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Fred Wilson’s Rational Irrational Behavior | VC Jobs

There’s a pre-IPO stage SaaS company I have been tracking …

… for years.

I’ve always wanted to invest, purely based on the quality of their product.

Late last month:

I got my chance.

A shareholder wanted to sell some common.

But now that the opportunity was in front of me.

Did I actually want to follow through?

Did I actually want to follow through?

Here’s how I thought about it.

And the homework I did to get to an answer.

First, I looked at public market revenue comps for SaaS companies.

Recently IPO’d peers were trading at a ~10-12X forward multiple. My research indicated the company was probably doing $10-$15MM in ARR. Based on the price per share offered, that all checked out. I wouldn’t be getting a steal of a deal…but it was definitely “market”.

I looked at their ‘Jobs’ page. Here’s what I was happy to see:

  • They were hiring a bunch of Partner Managers. Later stage software and SaaS companies need to scale the channel to get to the next level. Seeing investment there was a good sign.
  • They were hiring in Revenue Accounting, with a job description said…
“…implement best practices to help the Company prepare to be an SEC registrant”

I checked out their hiring trends.

LinkedIn Premium let me scope this out. Not a surprise to see a big drop off at the end of the year, but I was glad to see things hadn’t ground to a complete halt:

And I found it encouraging that there was modest headcount growth in Engineering over the last 6 months.

i.e. They’re still investing in product innovation, even in a softer market…

I asked the intermediary for ‘Assure’-ance.

Since this opportunity came to me through an intermediary, my investment would be made into an SPV. Which can get blown up if the host of said SPV vaporizes. So I wanted to know how this situation would be handled, if it came to be.

And I wanted to know what the preferences looked like for existing preferred stock holders.

Like, did the last money in have a multiple liquidation preference?

Fortunately, this was not the case here.

Could I have gone deeper than this?

Sure.

But for an angel sized investment, this felt like the right level of time investment.

Of course, YMMV 🙂

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