Maybe, but only if the tree is big enough to get 2 taps. Generally the tapping guidelines are not because of the sap you will get from the tree but rather the physical wound you inflict by tapping.
While in theory on a larger tree, you could tap twice I'd think it much smarter to tap the larger trees when the best part of the season arrives and if you want do both taps when you stand to get the most sap.
If those trees are under 18" you should not do 2 taps anyway.
Dave Klish, I recently ordered a 2x6 wood fired evaporator from A&A Sheet Metal which I will be converting to oil fired
Now have solar, 2x6 finish pan, 5 bank 7x7 filter press, large water jacketed bottler, and tankless water heater.
Recently bought another Gingerich RO, this one was a 125, but a second membrane was added thus is a 250, like I had.
After running a 2x3, a 2x6, 3x8 tapping from 79 taps up to 1320 all woodfired, now I'm going to a 2x6 oil fired and a 200-425 taps.