Yeah, I had this new interface popup yesterday at random, same time as I got a notification that a file had been uploaded. I didn't click on the notification, Dropbox seems to have used this as a hook to launch the preloaded new application. WTF, Dropbox? I've recently unsubscribed from Dropbox Pro, in part because I was no longer using it that much and, mostly, because of the non-stop, incessant, annoying pleas for…
Like, sure, publicize your higher tiers, make their value propositions such that I might say, "Huh, actually I could use that stuff." But if that stuff is appropriately displayed at the time I originally signed up, I've generally already completed that value evaluation when I made whatever initial purchase I made. I already went through and decided what features I needed or didn't need, and selected appropriately. If I didn't want the extra upload bandwidth (or whatever) when I originally signed up, I probably don't want it two weeks later.
Getting hard sells from a product you already use is almost insulting in a way. I'm already giving you money -- with today's subscription models, I'm probably giving you money every month. But that's not enough for you? It totally changes my opinion of a thing from "useful product that does what I want" to "merely a means for its owners to make money." Those are two very different outlooks. The first is collaborative: they create a product that I find useful and provide it, thereby making my life better in some small way, and I benefit them by paying for it. The second feels almost manipulative, like I have to be on guard for potential marketing tactics that don't actually benefit me in any way.
Honestly, the only thing that these sort of 'push-notification upsells' do for me is they act as small prompts for me to reconsider my attachment to the product. Each time I get one, it makes me go, "Wow, this just keeps annoying me more. Do I really use this thing enough to justify this ongoing annoyance?"