If it were I planning, I would focus on one or the other per trip. Maybe do the other on an alternate year’s outing.

Catching both in the same region at the same time could work but would also be so weather-dependent (waterfowl) that the best laid plans...

Waterfowling by itself can change last minute even with all the tags/non-res licenses gathered up.

We hunt pheasants in SD with a group from Michigan each year. In November, before our annual December pheasant hunt together, they hunt water fowl in ND each year. This year they were told not to come because ND froze out pushing the migration south earlier than usual.

And yet, I would not generally advise hunting pheasants early (mid-October through mid-November) in top areas of the upper midwest because of unharvested crops, and crowds on public lands.