I don't think you have to be any more competent with the 28 gauge on grouse or woodcock. I've hunted both and can't recall a shot outside of 30 yards.
Our grouse may be a bit different from yours, but I'm going to assume that you are talking about small-shot birds.
This is a good chart:
http://www.duckhuntingchat.com/shotgun-shell-sizing-chart.php
What you will find is that 3/4 oz. of #7.5 contains 260 pellets, and 3/4 oz. of #8 contains 306. That's plenty, and hitting the bird with a 28 is probably going to be easier than with a 12, since the 28 will be quicker on target on fast-moving birds.
When you start talking about pheasant loads, though, 3/4 oz. only contains 101 pellets of #4 or 125 pellets of #5. That means you have to make choices between a couple of options:
1. Use #6 and limit your effective range on big birds, due to pellet energy, but you can use a more open choke for closer shots since you have more pellets.
2. Use #4 or #5 and a tight choke, so that pattern density isn't lost before pellet energy, but you have to hit dead-center or you will miss the bird (assuming that a Full choke even produces decent patterns with big pellets from a small bore),
With a 20 Gauge you can just put 1 oz. or even 1 1/2 oz. of #5 or #4, and have enough pellets to allow common hunting choke constrictions like IC/M.
That's what I meant when I said the 28 Gauge "hits a ceiling". It doesn't mean you can't hunt pheasant with a 28.
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