Airbnb

As a company, Airbnb is an awesome place to work. Bunch of benefits, good salaries, stock options...

The company hired too many fresh grads, which ended up becoming managers and had no other experience than Airbnb.

That led to an immature technical background for the company's solutions (still running mainly on Rails after 10 years).

Also, add a lot of corporate management (coming from Google, IBM, Microsoft...) and you get the rewrite of the whole thing into Java. Pretty weird.

Subdivide the company into a smaller and independent business so you can achieve innovation.

Otherwise, you'll continue having to hire tons of devs to do simple tech that could be achieved with 1/3 of the current headcount.

Open more distributed engineering offices and create an SRE culture. The loading times everywhere other than the US are terrible.