I do mine all in one session and cut to leave a length of stem depending on the strength of the shoot.
Candle cutting: Last week of June/First week of July
Since you are upstate, I would do it the last week of June.
I do mine the first week of July down here on Long Island.
Cut all at once:
Weak: Leave 1-2mm
Medium: Leave 2-4 mm
Strong Leave: 5 mm (1/4 of an inch)
Pull up and down needles