408 Stroker Build Suggestions

Well that changes everything, lol. Not the B-body per se, but more importantly,that A833 overdrive.Between that and the chitcanned 308s, you are on the right track.... and you have already received a lotta good advice earlier.
So then with the .73 overdrive, you can run almost any rear gear that you might fancy. However, with a 2832 cam, it will be easy to go overboard. The ratios in that box are 3.09-1.67-1.00-.73od . Anything more than about a 11/1 starter gear will be kindof crazy with a 408; 3.09x3.91= 12.08. This is more than adequate even with 28"tires in the heaviest of Bs.
The problems come in second and third. The splits are .54 and .60. So if you shift at 5500, then the Rs will drop to those percents, namely 2970 and 3300. My 367 didn't really go for that, but your stroker is the ideal solution, especially with keeping the cam so smal (2832). Another thing that happens with that box, is because the splits are so broad, the cruise rpm gets to be pretty slow and not all cams like that. For 3.91s and 28s,the cruise is 65=2226, which again will work nicely with the 2832 cam.
The real problem is around town. Still with 3.91s and 28s;30 mph will be 2350 in second,4350 in first. A 367 does not have enough torque at 2350 to accelerate briskly, so that forces a downshift. But 4350 is buzzing pretty good, So it works...sorta, for a non-stroker. Of course at 4350 and WOT, the stroker will just explode in tiresmoke. So lets bring back that 1850 to soften the hit, lol.
Third gear will kindof be a rarely used gear, being primarily a stepping stone to cruising. Third will get you 65@3050, then into OD. Second will get you 36@2800 a good cruising rpm.
Now for a huge warning;
I broke two of those overdrive gears with a 318. So when you go into "4th", make sure the power is off. A 318LA was rated at something like 340ftlbs at 2400. Even with headers and a TQ I doubt mine made much more than that, so, you are gonna have to learn to take it easy on overdrive, especially going into it. At your cruise rpm of 2226 she'll be fine, as long as you remember to back off the throttle coming out of third. That's how I exploded both of mine. Nevertheless get yourself a spare. I bought them at swapmeets for average cost of $100 apiece.

So again, I think you are on the right track now, and obviously I was waaaaay off base, My apologies.

And getting the cylinder pressure DOWN,while maintaining a good Q, is gonna be your biggest hurdle.