Oh right you wanted a more detailed post.
Learning curve: It took me a good 2 weeks to really get the hang of it. I'm great with PCs so WinMo was a breeze for me. Android though, I find superior and the future of mobile phones. Learning curve isn't too steep, but i have to say, once you think you figured it out, you find something new and it is exciting.
Things I like: Android OS. this OS is solid and I have not experienced one problem with it, other than one freeze. As you know WinMo tends to choke and lag alot, I have not experienced lag on my phone except with that one freeze, which was probably due to me running multiple apps and playing a large video, not sure though.
Coming from WinMo you know how it was stylus oriented and it still felt kind of laggy and sluggish. Droid is smooth. You feel like you're in complete control of whatever is on the screen and it reacts to whichever way you scroll. Apps come up fast with no lag and scrolling through your 3 homescreens (take that winMo) is fluid. All I can say is, take out your current phone and compare it to the Droid in store, you'll buy right there!
Alot of people hate on the keyboard, I've come to like it. It takes some time to get used to.
It's a very solid device. The feel, build quality, etc. Motorola took it's time making this phone and it shows, they're on top of their game.
Things I Don't like: the D-pad. I think it's horrible and it's in the way. They could've made a much better keyboard had they eliminated the d-pad. Another thing would be the ability to turn off data. You could do this with WinMo devices but not with Droid, however it's not that big of a deal as it doesn't use power when it's not in use. One thing that could get annoying is the lock screen, whenever the screen turns off it automatically goes to lock mode, sometimes i hate it when im on a texting binge, but overall it's not that bad.
Overall, I'd say make the switch. I was skeptical about Android at first, as I tried 1.6 on my phone before and didn't really come to like it (might have something to do with WinMo 6.5 being flashed on my phone before, but oh well). Android has alot of "hidden" menus and the phone is really more complex then it seems. It's still a smartphone, but unlike WinMo it's an approachable and easy-to-use smartphone. And customization is at a whole new level to me, WinMo didn't have the freedom and iPhone sure doesn't have the freedom.
Jump ship, you won't regret it. If you do, then return within 30 days, but I don't think you will be returning it.
Like I said, I can't imagine going back to WinMo or another OS for that matter.