Should you quit or job? What skills do you want to acquire? How do you evaluate how much you’ll actually earn? If you’re great at what you do, it turns out that the only kind of risk is not taking risk at all. This is my quick guide on how to think through different opportunities that come your way. Learning early on is more important, but earning is absolutely something you need to focus on mid-career.
I’m Garry Tan, venture capitalist and founder at Initialized Capital. We were earliest investors in billion dollar startups like Coinbase and Instacart. I’m doing my own one man YouTube channel with no staff or crew — I’m going for raw and unfiltered, not perfect.
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Good points.
Hey Garry, Many thanks for bringing so much knowledge and wisdom here. This helped me a lot to decide things to prioritise in life.
🫡 still true today
Very true
. Im finding this to be consistent
Coming from a failed startup, this hits different. Risk is real, friends
Great video my man.
Thanks for making this Gary. I’m in a job transition and got a really good offer with a pre-IPO Silicon Valley company. I would be leaving a really established big company that is the “safe” path job wise. I like the two videos you shared… Picard living a life where he didn’t take risks and Bezos discussing Regret Minimization Framework.
We are masters of the Universe, act accordingly.
What is up with the b-roll cut ins?
One thing that helps me making hard decisions is: Is this reversible in any way?
For example: In one instance I was very much in the fence between leaving my corporate, amazingly well paying job to focus on my startup that was already seeded but still not over product market fit. It felt like it was impossible to keep both on that stage, if I wanted to continue on the startup, I needed to quit the job. If I wanted to continue at the job I needed to quit the startup as my performance was starting to degrade too much.
I didn't know which I would regret more, but I knew one thing: It's far easier to get another corporate job than it's to build a v1, get seed investment and the first 15 paying clients and 5 employees.
Getting a corporate job is just a few interviews across a few weeks or months, specially if you are good and have good experience.
Bringing a startup from 0 to that stage, took years of investing time, effort and personal money. So it would be far easier for me to get back to corporate than it would be to create another company from scratch.
Maybe this insight helps someone that is also struggling and don't find the regret minimization framework enough.