A bunch of things changed fundamentally in ways that will never go back. As a consequence shrink-wrap software licensing is dead and will never return, sorry :( That happened because:

1. Users expect apps to keep working in the face of platform regressions and policy changes, for "free" (no unexpected extra charges). In the 90s Microsoft went through heroics to make buggy apps work on Windows 95 because if someone bought Windows 95 and an app broke, the user returned Windows to the store and got a refund. In 2024 if Microsoft or Apple ship a buggy OS update and it breaks your app (which they do), the user returns your app to the store and gets a refund. They don't see the platforms changing around them, they just know that your thing worked yesterday, today it doesn't, it's your fault, fix it.

This lack of 100% solid backwards compatibility means it's not feasible to sell a program once and let users keep it forever. They won't keep up their end of the bargain and, by the way, governments will always take their side and not yours so don't think you can just wash your hands of such problems via a EULA. Open source apps can get away with this because there was no purchase to begin with, commercial apps cannot.

2. App Stores happened. That means users can leave reviews and star ratings. In the 90s if you sold an app that happened to crash regularly if you pressed a certain combination of buttons, well, maybe three months later a magazine reviewer would notice or maybe they wouldn't. At any rate it hardly mattered unless you had some kind of unusually high level of bugginess and that fact spread through word of mouth.

In 2024 if you ship a version with even very obscure bugs users affected by it will immediately start leaving negative reviews. You have to fix this or else your app will become unpopular and you'll lose money, but again, this means a continuous stream of updates which everyone gets, which requires ongoing revenue to pay for it.

3. Collaboration happened. In the 90s networks were weak and most computer users worked alone. If Fred bought Office 2000 and you were still using Word 95, then it was expected that Fred would just know this somehow and also know how to use the "Save as" dialog box to save in Word 95 format. It was also expected that Fred's employer would provide a synchronous LAN fileshare using SMB where Fred could store a file. This was OK because remote work wasn't really a thing, and people tended to work in the same physical building. Because apps did releases so rarely and file writes were all synchronous/SMB supported file locks, this complexity was just about tractable albeit only as long as users had a high tolerance for computer nonsense. In the modern era collaboration is expected to Just Work without users having to phone up their mates to find out what app version they're using. That means everyone has to be on the same version, which means everyone has to get all the updates all the time, which means they all benefit from ongoing work by the company, which means a subscription. Plus we expect to be able to work from anywhere in the world, and from devices that don't support synchronous networked filesystems like iPads which means a custom per-app server farm. Those costs also matter here, see my other comment for why the Dropbox trick doesn't really work that well.

You ask why games don't seem to be affected by this. They are affected by this and they adopt a few strategies:

• Primarily target games consoles. Way more stable platforms with way fewer regressions.

• Adopt subscription payments too. See: MMORPGs.

• Keep costs low and hope they can cover them from the sales revenue as the player base expands.

• Just don't support games for more than a few months after they launch. That works because games are short-lived things usually. If the game is broken a year after release a few hard-core fans will care but most people have completed the game or moved on, and won't notice.