You guys are spot on.
The other thing to consider is when there are alternative technologies available. There are dozens and dozens of methods and services to do a sync'd folder share. So they reject the cost of Dropbox because they know I can host free NC software on a server that costs us $10/m. Heck I could probably do one of those torrent-based peer-to-peer file sync tools for completely free.
The second expectation is that no matter what we choose to go with, it will just magically work perfectly and never have issues. Because I'm IT, therefore whatever solution we choose should never have problems under my care. Doesn't matter if I buy a bicycle or an Echo or a Mustang, they should all get from A to B in a 3 second 0-60 and never have blowouts and always have room for the entire family.
Take, for example, Office. They used Office ever since buying Office 97 from the computer store all those years ago. Then they managed to spend out for 2000 and then 2007. But never all the computers, oh no, just the "Main" computers. So we had a mess of '97, 2000, and 2007 Office installed all over when I first got here.
When 2007 was really getting long in the tooth I pushed for an upgrade so everybody could have the same version. By then, MS had gone to 365. So even through all the gnashing of teeth about having to "rent" software, I finally got approved to setup O365 accounts. Oh, but ya only buy accounts for these people, and those people can share them. Garrrr! Yes I told them it's against TOS. But the point is, we couldn't get any other "Office". They rejected OpenOffice and Libre and online Google Docs, etc. They only wanted what they were used to, and now we could only get it with 365. So we had to buy it.
Similarly we are forced to buy our ecommerce products and services, shipping management tools, label hardware, hosting, etc etc.
I needed a half-decent NAS and my research ended up with the Synology. They don't tend to complain much about hardware purchases, but man do they hate having to do monthly service fees of any kind at all. Monthly fees are their kryptonite! I always try to find software and services with a lifetime license any time I come across a deal.
But when it comes to just getting a shared cloud folder, there is no clear winner in this category, nor are we used to any particular system. So it becomes purely a game of getting the cheapest thing possible, because there are so many options. And because the technology is handling such a simple/basic concept (i.e. shared folder), there aren't many reasons to think one method is any better than another. It's just, who has the best price.
But hey, the boss has a kid whose boyfriend once set up an XBOX, and they heard the Apple iCloud is nice, so of course they demand that is something we should use, based on authority. In a Windows-based company. Why is it always the boss's kid's girlfriend/boyfriend that gets to settle IT debates? Weird.