Same CBS Consumer Products staff approving. I would say that Pocket has had plenty of "leeway" over the years.
I think that's the key -- the difference in the culture/mentality of how to approach tie-ins. CBS (formerly Paramount) has generally been pretty flexible about licensing and has maintained a light hand, at least since the Richard Arnold era ended. But Bad Robot prefers to maintain more direct control over how their ideas get used. That's why we see Prime elements showing up in Kelvin comics (since that's CBS's call) but not Kelvin elements showing up in Prime novels (since that's Bad Robot's call).
I didn't say that Pocket's needs outweighed anyone else's.
You said you had no doubt that it would happen if Pocket needed it to happen. That certainly implies that Pocket's needs would dictate the decision, but that's not true. The ideas belong to Bad Robot, so it's their decision that determines whether Pocket gets to use them. You might need to borrow your neighbor's car, say, but you can't make them loan it to you if they don't want to. If they trust you to take good care of their car, then they'll probably lend it to you if your need is sufficient. But if they're more reluctant to trust others with their property -- if, say, they had their car damaged the last time they loaned it to someone -- then they may refuse to lend it to you despite your need. Since it belongs to them, the decision is dictated by their wishes, not by anyone else's needs.
Declaring a planet extinguished to continue a timeline is a little different to four whole stories set between two movies that were threatening to overrule the novels' storylines anyway.
It's different from Pocket's point of view. But Bad Robot is under no obligation to follow their wishes. Their responsibility is to their own productions and intellectual property, and they have the right to decide when, whether, and how to loan it out.
Really, I never understood why Pocket rushed the timeline forward so far in the first few years after 2009. At the time, the books were only up to 2381. The DS9 post-finale novels took five years just to get through 2376; if the post-Destiny novels had advanced at that pace, we'd only be up to early 2383 by now. But for some reason, starting with Typhon Pact, the novels started jumping forward at an accelerated pace, so that they were 4 years further ahead after just 5 years or so of real time. So if Pocket is now close to butting up against the 2387 limit, it's a bed we've made for ourselves.
It's strange that the novels were commissioned by Pocket (and synopses approved?) in the first place.
I figure it's because the relationship between CBS/Pocket and Paramount/Bad Robot was new and it took a while to feel out how it would work. CBS and Pocket just went forward on momentum, starting a new Trek tie-in line the way they normally would, but it turned out that wasn't how Bad Robot wanted to proceed. It just took time to sort that out.