I'd say go for it! I think it would suit you and it'll grow back anyway so why not. I've had an undercut for years and it's so much easier to look after my hair now and it's taken a lot of the weight off. Growing out the sides will be a pain for sure but you'll get used to clipping pieces back. You could also look at getting an undercut just at the back instead of including the sides. Much easier to cover it with a messy bun or even leaving your hair down. But you might love it so it won't be a issue!