I had a somewhat similar experience with a large tech company. Grew from <100 to 600 in a few years, but in the meantime they weren't even able to update the ho

I had a somewhat similar experience with a large tech company. Grew from <100 to 600 in a few years, but in the meantime they weren't even able to update the homepage. Not even the content changed, in almost three years. Everything was convoluted and over-engineered. The whole thing was rewritten from scratch twice, and when I left there were plans for a third rewrite from scratch. COVID destroyed the company: there were zero customers. But the website still struggled to stay online. That's when I decided to leave.