In reality though, I'd like to know what the author did for health insurance when he quit his job weeks/months after having a baby. Medical risk is very high during this period.. looks like he is based in Canada (not US), so I guess that answers it.
Then again, if your cost of entry is much lower and more people can bootstrap from personal savings, they're all that much less likely to need investors just to stay alive, or to put up with demands for unicorn growth.
It allows you to continue the health plan you had at your employer, provided you cover the entirety of the cost. With Obamacare, COBRA is not necessarily cheaper now, but it was in the past.
When I left my previous job, I elected COBRA coverage because HSAs weren't available on healthcare.gov. I pay $280 for an HSA plan with a maximum deductible of $6k, dental, and vision in Texas.
It's not cheap, but it's not completely unaffordable either.