Comparing manual trans options - variables other than gear ratios?

For the street?
with a SBM, anything more that 5 gears is a waste.
IMO;
it will be very hard to find a more lovable set of gears. than this;
10.97-6.82-4.97-3.55-2.77
These are the Roadgears of the A833Commando, plus the GVod, plus 3.55s

On the street;
Your starter gear needs to offer from 8.5 to not more than 11/1. I have run starters outside this range , but for different reasons, didn't like them. My favorites would be between 10 and 11/1
Your top gear needs to offer not less than about 2200 rpm at your cruising speed, because the factory distributor cannot supply enough ignition advance, even at this rpm, to run in full fuel-economy mode, at less rpm.
To get 2200 at say 65 with 27s requires a roadgear of 2.72
With a 1.00 final gear in the box, you need a 2.72 rear gear. Your starter then needs to be 10.5/2.72=3.86; which is pretty steep, and not even close to 2.72
But if you have more low rpm power, then as low as 8.5/2.72=3.13. Getting closer.
So while this is difficult to engineer with a non-overdrive, you can see just how close this gets.
Let's try a 5-speed.
The parameters are the same, namely a stater near 10/1 and a cruiser near 2.72
Lets try an overdrive of .78.
Your rear gear now needs to be 2.72/.78=3.49
And your starter would then; say 10.78/3.49=3.09
Now yur cooking.
But the standard A833 will still get you 2.66x3.49=9.28starter which is still in the ball-game.

But if you intend to cruise at 75mph then the .78 od is Not enough. NOW yur looking at at a deeper od. For the same 2200, but now at 75mph, the road gear required is 2.36s.... and good luck with that. So now you have to allow more rpm, or you need another trans gear. Suppose you keep the 4-speed and the 2.72s, Now to cruise at 75, the rpm needs to be 2540 so not the end of the world.
A 5-speed will do it better. BUT, as shown, the Low gear needs to be at least 3.09 with a typical mid-level SBM. If you have a large amount of cylinder pressure, or a modest cam, or a bigger engine, or just don't need the 3.6 minimum roadspeed; then you don't need that deep a starter gear.

I have run every Classic Mopar 4-speed there is, some/most with the GearVendor od behind it. I have run them with 3.23s to 4.88s.
My engine is a modest 367@11/1 Scr running a modest cam. The pressure runs around 180 or a tic less.
My favorite combination is the 3.09Commando with the .78 GVod behind it.
My favorite gears to run are the 3.55s, for two reasons; 1) the starter gear is deep enough that I can drive it at 3.6mph, and 2) 65=2240rpm for which my distributor can provide just 46 degrees. But the engine wants about 56*. So the missing degrees are provided by a dash-mounted, dial-back, timing retard box.
My engine would easily pull less rear gear, but since 65mph is the speed limit up here, there is no point cuz the car would NOT get any better fuel economy at the lower hiway rpm.
Plus, 60mph in Second gear, with the current 3.55s, is an already low 5100; a lesser rear gear would only stifle performance.
I can tell you that starting out from a stoplight in traffic, with any more starter gear than 11/1, is getting borderline annoying, unless you have a 1-2 split around 0.60.. So then, running a Regular A833 (2.66low) and 4.30s (starter of 11.44) is a PITA, when 1.92 second gear is only a .72 split. It's just not enough rpm drop.
I can also tell you that for a streeter, Second gear will be the gear that you will spend most of your time in, so it better be right. If it spans from 30/35 to 60/65 mph, you will be a happy happy guy. This is a span of nearly 50%. So like 60=6000, and 30=3000. But I Don't think that other than the A833od, you will not find a trans with this much 1-2 split. But In my experience, this is just too much anyway. .62 is way better.
So I will give you my opinion; gear your 5-speed car for top of Second gear to be at 58/60 mph at the power-peak and you will be a happy happy man. Say you have a power peak at 5100, like I do, this will require a roadgear of 6.94. If you have a Second gear of 1.92, as I do, this comes to a rear gear of 3.61( rounds to 3.55). Just make sure the engine isn't too peaky, and it will easily pull to 65@5500 ... and beyond. So then, with the starter gear needing to be around 10/11 I get 10.5/3.55=2.96 (rounds to 3.09s, lol.)
To summarize;
The Commando gears plus the GVod are
3.09-1.92-1.40-1.00-.78od
with 3.55s the roadgears are
10.97-6.82-4.97-3.55-2.77 the splits are
.62-.73-.71-.78
IMO; it will be very hard to find a more lovable set of gears.