Yes, definitely build up a good runway or you'll find yourself negotiating from a position of weakness when you look for a job with urgency.
Another thing would be that employer preferences differ with regional factors, so get opinions from some local friends who have done this.
Finally, as you might already know, you must realize that this is a gamble. I'd play in a way that I have some guaranteed upsides(learning, fun, experience, autonomy), bounded downsides(loss of income, loss of seniority, stress) and unguaranteed, unbounded upsides($$$..$$$).
Another thing would be that employer preferences differ with regional factors, so get opinions from some local friends who have done this.
Finally, as you might already know, you must realize that this is a gamble. I'd play in a way that I have some guaranteed upsides(learning, fun, experience, autonomy), bounded downsides(loss of income, loss of seniority, stress) and unguaranteed, unbounded upsides($$$..$$$).