Management gets bored.
Source: Me, previously a Big Brand Marketing Manager
I think there's incredible value in what they do and part of that is keeping sites from going stale. I believe that in general people get fatigue from seeing the same design day-in, day-out. There's a cost to not changing. Or at least a trade-off.
The risk is when redesign is carte blanche for the design team to do things that they think are pretty without the requisite user testing and data to back up decisions.
Major design changes should come with a nice set of data to support them.
For sites I don't visit as often I likely won't really notice a redesign.
Meanwhile Facebook marketplace is nipping at their feet while they are staying static.
Clearly Craigslist is incredibly profitable and successful, and possibly more profitable in the short term because they aren’t investing, but IMO remaining static means you lose ground eventually.
- a tool?
- a marketing piece?
Redesign for the sake of it is usually bad for the former. It's fine (good?) for the latter.
Major redesigns to marketing pieces (aka, advertisements) are fine. No one spends a long time staring at them anyway.
Major redesigns to tools will annoy the hell out of their users, unless things are done very carefully indeed (or the old tool was indisputably awful). You've got to look at how novices onboard to and use them, how intermediate users use them, how experts use them, and, if you can find one, how a master uses the tool. (The master will probably do something that surprises you. Make sure your redesign does not piss the master off, unless you like firefighting.) That's a lot of work!
Unfortunately, most things in life are tools by this definition, or at least close enough to them.
There is definitely a perception that if the front end of the product is old and hasn’t had a refresh, that it’s probably the same with the rest of the product and it’s sitting in maintenance mode.
But a lot of non techy users get confused very quickly. My family members, and not just older ones, are constantly having problems with app's changing things around, smart smart TV moving things around, apps changing icons etc.
I am usually their first call and I can tell you, that a lot redesigns, even when they are clearly better designs, leave a lot of users confused.
And it annoys me because not only are they usually annoyed when they call, but somehow its my problem. There is a reason why I am on backend. I don't like dealing with users.
I have fallen into that trap myself. I have read about some exciting new tech in a blog and want to try it out in a POC. There may be some excitement around it and suddenly it becomes a MVP and placed into production. Eventually it evolves into "legacy code" that developers hate to touch. The right approach is sometimes to step back, and rewrite the POC in a language/framework that can be supported by others.
Design as a department is very often under resourced and I'd take a strong wager that the designers who actually work for Tropicana were dreading all the unnecessary work this rebrand was surely going to generate for them.