In my experience, the problem had always been maintaining the business logic and any integrations with third-party software that also may be running legacy code-bases or have been abandoned. It can get quite complicated, from what I've seen. Now of course if you're talking about well maintained code-bases with 100%, or close to 100% test coverage, and that includes the integration part along with having the ability to maintain the user experience and/or user interface then yes it becomes a relatively easy process of "just write the code". But, in my experience, this has never been the case.

For the 2.x code-bases I maintain, the customers simply doesn't want to pay for any of it. They might choose to at a later time, but so far it has been more cost effective for them to pay me to maintain that legacy code than pay to have it migrated. Other customers have different needs and thus budget differently.

I'll refrain from judging if 2 to 3 was a missed opportunity or not. I believe the core team does actually know what they're doing and that any decision would've been criticized.