You can certainly use iWork, though I hesitate to recommend it to a seasoned Windows user simply because it would add another level of the unfamiliar with which you would have to gain familiarity. The iWork applications are certainly very competent and in most respects both easy to use and surprisingly powerful. They are not 100% compatible however, though that typically manifests itself in document formatting issues rather than anything more significant.
I have never attempted to import emails from a Windows system into MacOS - other than in Outlook connected to an Exchange server, thus not really an issue at all. I doubt that the Mail app in MacOS can import directly, but of course you could always set the account(s) up on the Mac and then forward emails you want to keep from the PC. Not elegant, but it works. Virtually any Windows document or file, whichever application created it, can be opened or converted for use on a Mac, and using both systems on my desk each day I rarely see any issues switching stuff from one machine to the other. You may stumble over one or two issues, but likely not significant.
In switching platforms there will be some inevitable issues, not so much with being able to import your stuff because there's usually a workaround or a utility that can help, but just with getting familiar with the platform and the differences between Windows and MacOS that can obscure their similarities. From time to time the support community here hears from a user who has found the migration very problematic and regrets it, but for the most part the phrase 'I should have done this years ago...' is rather more prevalent!