There are three huge problems with doing this as a white-room calculation:
If I were determined to do it, though... I would probably pull a list of the monsters in the Basic Rules from someplace, and make a spreadsheet to calculate the expected damage benefit of each feat versus each monster, then average them.
- Advantage does not stack and can be obtained from a variety of sources. -5/+10 stacks with other damage modifiers.
- The power of GWM and Sharpshooter comes from their combo potential. By themselves, they are middling-quality feats. But when you stack on bonuses to hit and/or advantage, they become insanely good.
- Shield Master costs a bonus action while the GWM/SS bonus does not.
If I were determined to do it, though... I would probably pull a list of the monsters in the Basic Rules from someplace, and make a spreadsheet to calculate the expected damage benefit of each feat versus each monster, then average them.
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