A few issues/concerns:

1. You say you're comfortable on your CC, yet you seem to need a short TT and upright bar position. The CC has a longer TT and shorter HT than a lot of other frames, so it's interesting you were able to achieve a comfortable upright position on it. The CC tends to be long and low.

2. If your fit data is correct (something seams weird about it though), the Pompino would actually be a bad frame for you. Due to it's semi-compact geometry, a Pompino with a 55.5 TT (the size large) only has a 54cm seat tube. If you're legs are so long that you need a 58+cm ST, you'll have a mile of seatpost showing on the Pompino. This is mostly an aesthetic issue, but can run into problems running shorter road seat posts. You could argue it would put more stress on your seatpost too. Also, the fork length + headtube length is rather short on the Pompino (actually, only a few mm taller than the CC), so you'll need a ton of spacers to bring those bars up to the desired height, like on your CC.

3. I'd recommend taking your CC and your Steamroller to a shop and have them fit you on the SR relative to the CC. They can make measurements of the key contact areas and get the SR pretty close to the CC. I think the SR has a steeper seat tube angle, so given the same saddle, seatpost, and saddle setback, you're sitting over the cranks more on the SR, which puts more stress on your shoulders, neck, etc. There are other fit aspects that can affect your neck comfort other than height of the bars and length of the TT.

Have you considered North Road bars on your SR?