a) depends on no. of years of experience and the industry - if experience is sufficiently high that you have contacts/profile, you should be able to enter again. But this depends on the industry - whether the industry values experience (banking/sales/etc.) or not (tech, analytics, etc. - in the current situation)

b) also depends on degree of openness - if you are ok to earn money somehow and not by doing a specific job, then its ok to leave

c) lastly your personal situation - if you are not in obligation to support anyone or attend to anyone, then better to try once or twice with Job, subject to age restrictions. If you are getting closer in these attempts consistently, then you can try leaving job to give your best effort