There's a very good NYT article with great visualizations on the process of and obstacles to converting office buildings to residential: https://www.nytimes.com/interactive/2023/03/11/upshot/office...
https://www.nytimes.com/interactive/2023/03/11/upshot/office...
It's not a technical challenge, it's an economic challenge. For the large floorplate postwar buildings, the cost of the conversion usually doesn't make sense unless the rents or prices the units can fetch is very high, often higher than local wages can support.
> Most offer floor to ceiling windows around a core of elevator banks so the “no windows” thing is on the surface absurd.
A floor to ceiling window isn't operable. Many of those would have to be replaced with Windows that are operable.