The learning curve really isn't that bad. What I've seen most often is people want to keep doing things the way windows forces you to do them. Don't try to keep doing them the old way, you will have better experience if you jump in live in the Apple world.
I use Mac at home and one at work. I deal with Microsoft Word, Excel & Power Point files every day. There are some differences but only if you are getting very deep into the details of those programs. For the most part our files share just fine between the Mac & Windows world. The only thing that doesn't are Publisher files, as there is no Mac option.
You get the Apple apps; Pages, Numbers and Keynote with your mac. They are good, but there is a learning curve for those programs as they are very different then Word, Excel & Power Point. I use a small free word processor for 90% of my work, it's called Bean. Very fast and easy to use, opens most document files just fine too.
Do pick up something like a Western Digital drive to use for the Time Machine backups. Very simple setup and cheap insurance.
I was resistant to using the Photo app on my Mac, the one app from my windows days I miss called ThumbsPlus doesn't exist on the Mac. But the more I use Photos more I enjoy it. That said I still maintain my own photo folder off all of our pictures so I can have them organized my way.
When I bought my MacPro I gave my wife my older iMac, I thought she'd have a harder time transitioning over to it, but alas she didn't have any issues at all, now she wants one at work too.