Focus on productivity and pleasure, so make the transition easier :

• try Linux without dual boot, e.g. https://distrosea.com/ (I made a 30min video discussion if you are curious)
• try Linux on a USB stick to get persistence and not be afraid of using private data
• try dual boot with default on Windows, your important data backed-up (e.g. music you created)
• try dual boot with default on Linux and Ableton or whatever you need on Wine, if it doesn’t work in virtual machine
• try boot on just Linux with Wine
• try boot on Linux with Ableton FLOSS equivalents (few listed in this thread)
• try boot on Linux with e.g Ardour or LMMS but genuinely benefit from FLOSS by making and sharing your own plugins

The entire process must be risk free and fun!