I think the best advice for anyone moving to linux is that first and foremost, spend some time learning getting around and launching programs. Next, spend some time finding replacements for things you used in your old system. (and installing them) There are plenty of websites which you can visit that show common replacements for windows programs.
Chrome and firefox are more of less the same accross linux/osx/windows now, so thats no problem...
The problem some have is that there simply IS no decent replacement for some things... Like if your used to final cut forget the linux video editors they are %&$#?@!%&$#?@!%&$#?@!%&$#?@! in comparison, okay for basic stuff but forget doing serious projects. This is thankfully starting to change now, nice things on the horizon.
I suggest that most people dual boot. Eventually, you may find yourself only rebooting for those few apps you really can't find good replacements for, which are very few I think... Me? I still reboot to play games and use my audio/video editors of choice. But more and more I am linux almost all the time. Its just a joy to use compared to the alternatives, but then I like customizing things and having more control.
Me? I love being able to run windows/dos and amiga apps all on the same box. Wine is good for many things, dosbox and uae run anything dos or amiga pretty great...
Wine? Well some things just don't run, so I reboot to run those things...