For the collective, an unusual question:

I've searched for this and can't find a PWA(23Q doesn't cover this)/SRH example (maybe my search skills need work) for a new situation to me. I have a trip (preliminary look at the wide report) starting on the first day of June bid period. I have a large block of time after my last trip of May so block-hour limits don't factor in.

Can I put in a GS request 'without conflict' for the May bid period and accept that the trip in June will be dropped for no pay/credit? (Will they award a GS in May that affects a June trip?)
Can I put in a GSWC request over a bid-month transition?

This is the first time in many months where the stars aligned to give me a non-vacation break in max-block-hour trips. (Yes, I'm fairly junior in a WB category so it's been 6-day-trips exclusively for quite a while as a line-holder)
Any PWA or SRH references would be appreciated. TIA