2.66 low gear vs close ratio

vntd
Your engine is a lot like mine.And I also run 3.55s. If you don't already have a tranny, then I very highly recommend the 3.09low/Direct 4th box. And I also urge you not to use the OD box.
I've tried em all with my 230* equipped 367 cuber. The power band of that 230/110 is as broad and flat as Texas?, So it does well with the ratios in the standard 2.66box. The 3.09 just gives it a real kick off the line. And you don't need to slip it out. Once you get the tune into it,it will be;just blip the throttle and dump it.
The 3.09 takes off with 3.55s, like the 2.66 takes off with 4.10s.And it allows a short shift into 2nd. Or not.
I'll add a comment: vntd is in central NC in the low foothills; a 3.09 won't get as much use unless he is driving in town a lot. A 2.66 will be a lot more useful roaring around the southern Appalachians; finding the right gear in sharp hairpins turns requires a useful 1st from time to time, and the 3.09 is not it. So, vnted, I would look at your intended driving terrain; if in Greensboro a lot in stop and go traffic, or never in the Blue Ridge, then 3.09. If not, and you go roaring around up towards Patrick and west of Wilkesboro up into the Blue Ridge, then 2.66 fer sure.

The OD box is just a 3 speed and having raced one for while (actually a 4 speed with too high a rear gear, which made 4th about useless), they really are limiting. You'll always find some corners needing a gear and RPM combo that you don't have with 3 gears. Same for the Passon 4 speed OD mentioned. The OD is for interstate cruising and is nice there, but is a real compromise in hard driving.