Some tips.. As I've made up for loss of benefits, etc. in other ways after going self-employed. I've always done my own taxes so was comfortable with that aspect.

- Everything is deductible, your computer, home work space, etc.. They have phased out most deductions for employees.

- Max your 401k if you can (~55k Solo 401k) - this will make up for SE tax AND reduce your AGI so you can be less likely to be income phased out of certain benefits.

- Move to a state income tax free state, if feasible. Saved me $10k/yr.

- Look into short-term health plans. They aren't ACA, but have very desirable terms. For instance, marketplace plan for me 8700 deductible, 16000 out of pocket max was $550. Short term plan $2500 deductible $2500 out of pocket max (just no ACA protections/benefits) was $330 and is ALSO tax deductible, so more like $240. Networks are similar for instance mine is United Healthcare national network.