Don't do it on a machine that holds valuable data or one that you need the machine to stay functional for work. I repeatedly fucked up my installation trying to get dual boot setup initially. Bootloader are easy to mess up. Even on a working installation, a Windows update would sometimes break the dual boot.

Its not difficult to set up a virtual machine inside your Linux installation. That way you don't have to reboot and lose your other workflow to access your windows apps.