Apple has not provided any incentive for people to retain customers by any other mechanism than in-app purchases. Not on iOS, and now not on OS X. Strictly speaking, Steam also doesn't have a way to give a discount to people for upgrading, and yet I've bought several sequels at a modest discount because they support bundling and the bundles are prorated.
However, while a bundle of Red Dead Redemption 1 & 2 might not need an explanation, a bundle of Photoshop N and N+1 is only good for giving a discount for upgrades.
If Apple is interested in turning back this Doom Clock, then support for bundling, and taking a smaller cut of app purchases than in-app purchases would, I think, function as a carrot and stick combination.