Whether it is time for the US to roll over as a Super Power, time will tell. 

Whether you have checkbook control or not, the rollover will go from custodian to custodian so you'll work with both to process the rollover. 

I have $18,000 in a Roth from the military, but I don’t know if I should roll it over or cash out (I can’t contribute anymore until I roll over somewhere else).

@Brandon O.If you are eligible, you can rollover 401k from a past employer into Solo 401k.401k with the current employer typically locked up until you either reach a retirement age or leave that employer.

By completing a 1031 exchange, you can roll over both your gains and deferred depreciation into the new long-term rental, avoiding an immediate tax hit.

I want to use my IRA and do a 60 day rollover and put the money back in the IRA before 60 days to avoid early IRA withdrawal penalties. .

You will need to roll over your retirement funds into a self-directed IRA account (funds would be lent from there and returned back there).

If I set up Solo 401, can I still have my existing SEP IRA, or do I have to do roll-over.

If so, and you can find time to start a side hustle that can generate some income (even if $100), you can rollover your pre-tax IRAs/401k into a self directed 401k.

You do not just have to roll over and take it from the insurance companies.