From experience, here's a few things you need to know:

- the job market is horrible in 2017, too many people are applying and the competition is crazy. Especially if you've been unemployed for a little while it'll be a red flag.

- make sure to include annual expenses in your budget when you look at your savings as your only source of income. Taxes, registrations, potential health issues, unexpected bills, etc.

- taking a break is amazing, being unemployed after your break is very stressful and can sometimes be humiliating. No one will take you seriously, unless you've spent your time trying to build a company or things like that.

- make sure your professional network is very strong because you'll need referrals to get back on a W2. It's that bad right now...