I would weigh a few options:
(1) What is your final career goal? Your career may require a higher degree or more education experience.
(2) Would your career pay you more for a higher degree? Some positions pay a higher salary for someone with more education.
(3) How are you going to pay for more education? Depending on the school, you might be able to work and take classes simultaneously. You may have to take out student loans to help pay for school. Some employers will pay part or all of your tuition if you can provide a form of guarantee that you will work for him or her for a set amount of time.
(4) What do you want to do? It's really up to you. Some people are lifelong learners and take classes for their entire lives. Others take just enough. Everyone is different.
How do you feel about learning?
What style of learning suits you best (school, hands on labor...)?
How much money do you need and what type of lifestyle do you want?
The question is, do I think I'm ready or do I want to know more? Honestly, I wish I could make money studying. It is what I've done for years and what I focus my life around. Which degrees should I get? How many more do I want? What others do I qualify for? Etc.
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Do you prefer higher education or trade school?
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