And because once airlines have their fleets locked into a specific airplane brand, swapping it for the competition is almost impossible without crazy expense, so they coasted on this vendor lock in for decades knowing their existing customers have no choice but to keep buying their planes.
And also probably because "nobody ever got fired for buying Boeing".
https://en.m.wikipedia.org/wiki/Type_certificate
Having to mix and match pilots across the fleet is less efficient, what if you have a 737 pilot but the only aircraft available is an airbus? So, many airlines (eg southwest) will indeed only use one type, or only a handful of types. This also extends to things like parts availability etc.
The economics for switching away work exactly the same now as they did a decade ago when orders were placed: there is a very real cost to operating a mixed fleet and Boeing gets to extract a lot of that value themselves.
The original Boeing 737 design only took 4 years so that would give them plenty of time to work through any necessary design changes. And if pilots need to obtain a new type rating then so be it.
And yet many airlines fly a very high amount of planes of many types, of multiple brands. Southwest is a consumer darling and punches above its weight but it is an outlier.
There are still 20 smaller regional airlines in the U.S. and hundreds around the world. The vast majority of those fly just one or two types of planes.
That's simply untrue. Most airlines use 2, 3 types of planes at most. I'm not referring to the niche 5 percent of plane types but the overwhelming majority.
He now adopted the "admit the problem and fix it" attitude because he was "caught", before that was business as usual for Boeing. It was/is more a "don't ask, don't tell", dump the risk on other separate entities/companies and cross your fingers because we need to get those planes out of the assembly line as fast and cheaply as possible no matter what.
Boeing is and has been under pressure, but it's their own fault. They have been fucking around for DECADES now and when there were "difficulties" they always called the US government to "facilitate" sales or their buddies inside the regulatory bodies to put the green check on their garbage.
Nothing about this is news, it has been known for years and years.
Unfortunately Boeing always has a sweet defense contract waiting to compensate any "rough year", so they keep fucking around..