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November 2022

September 2022

What are your options when you don't have cash to exercise?
Lately, I’ve been increasingly getting asked something along the lines of: “I want to exercise my options, but I don’t have cash to do it. What options…
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Natty

August 2022

June 2022

How I'm thinking about down rounds and equity during a downturn
If you’ve been under a rock lately, you might have missed that the sky is falling throughout the tech world. It’s easy to make money on stock in a bull…
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Natty

March 2022

Why Instacart's new 40% lower valuation is actually fantastic for employees
Axios, among others, reported recently that Instacart had cut their valuation from $39B to $24B. In reality, lower valuations are actually a good thing…
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Natty

February 2022

September 2021

The reconciliation bill and the tech worker
The proposed reconciliation bill has teed up major changes to qualified small business stock and how retirement accounts work, and it could mean major…
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Natty
Why early exercise matters more in today's venture funding climate
There’s pros and cons, and risks and advantages to early exercising stock options. In today’s fundraising climate, more than ever before, I believe that…
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Natty

August 2021

July 2021

Should a non-founder buy startup stock with an IRA?
After I posted an article about Peter Thiel’s $5B Roth IRA a couple weeks ago, I had a handful of readers reach out to me asking if early employees…
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Natty
My (career) investment thesis on dbt Labs
Data has been the common theme throughout my career. I took the leap to join dbt Labs a couple months ago, and have only developed more and more…
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Natty
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