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At least with enclomiphene if you don't get reasonable results in two or three months then it's easy to start TRT at that time. Going the other direction is harder because of the time lag for HPTA restart.

Chances are you're looking at taking enclomiphene indefinitely to maintain your results. Actual jumpstarts are exceedingly rare. The usual result is a return to baseline when the treatment ends.

Regarding being a guinea pig, at least Clomid has been in use for many years now without discovery of extreme risks. At higher doses visual disturbances/floaters become more common. These are assumed to also be possible with enclomiphene, but I don't know if that's definitive.