Normally the military will give you a descent but not below the MSA or the base of their radar cover. They will normally add that you are responsible for your own terrain clearance.
With any cloud break OCAS the most important thing is to know where you are and about other aircraft that may be just below the cloud you aredescending through.
Military radar are good at confirming both.
With any approach don't trust one indication but cross check what you believe is correct.
Even on an ILS I know of some pilots who have flown dead needles so again check the ident and various distance points against glideslope altitudes and the app chart.
It depends if it's a high cloudbase way above the SSA then let down.
If it's tricky ask for an approach for a cloud break with a breakoff to fly visual to your destination.
That has the benefit that if you break out lower than you hoped you can ask to Land.
As with anything new to you don't take on more than you can handle
Pace