Should you quit your job to become a freelancer to start your own freelancing business? Well, the answer is, it depends. Only you know your own situation. My advice is start your freelancing business, on your off hours, evenings weekends, build up a clientele really make sure you're good at it. Make sure you have passionate fans. And then the real magic is as far as the smoothest transition is waiting until the point where it's costing you money to keep your day job because you're making so much more with your time as a freelancer.
If you then decide I can no longer afford to keep my day job because I'm losing too many freelance gigs. That is the perfect time to quit your day job.