"What are your thoughts on doing 10-20 hours of part-time freelance as kinda a segway into this?"
If you can line it up easily, and if you think it'll actually cover your living expenses, I see nothing inherently wrong with it. Just realize that freelancing is not always the time saver people imagine it to be. You'll be dealing with invoicing, chasing payments, lining up steady and consistent work to keep the cash flow on track, etc. Freelancing is a full-time job in its own right.
I would recommend building out a freelancing runway -- for example, and if possible, carving out a steady freelancing gig for 18 months from your current employer, if that's possible. And get a contract in place. You don't want to jump into freelancing cold turkey and find yourself scrambling for gigs.
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"What are your thoughts on doing 10-20 hours of part-time freelance as kinda a segway into this?"
If you can line it up easily, and if you think it'll actually cover your living expenses, I see nothing inherently wrong with it. Just realize that freelancing is not always the time saver people imagine it to be. You'll be dealing with invoicing, chasing payments, lining up steady and consistent work to keep the cash flow on track, etc. Freelancing is a full-time job in its own right.
I would recommend building out a freelancing runway -- for example, and if possible, carving out a steady freelancing gig for 18 months from your current employer, if that's possible. And get a contract in place. You don't want to jump into freelancing cold turkey and find yourself scrambling for gigs.