Lots of people make great products but actually turning that into a business is fundamentally a different skill. It seems like Tailwind grew too fast, having 2 million ARR a few years ago and almost 10 employees (200k each is probably the all-in cost anyway for an employee if they're full time with benefits, so I suppose there was barely any profit), whereas they'd probably have been fine with running a Patreon like Evan You did for Vue, and cutting down the number of devs drastically, which I suppose is what they're doing now.