I've not blocked the holes on my own car, but have seen it done many times. I like the idea of oil being delivered to the rocker tips from the top holes, but that's just my own opinion on the subject. To my knowledge, those who have done it haven't noted any issues with increased rocker wear. Whether it will increase oil pressure isn't certain, but I suspect it would not make a notable difference.
I would not use pedestal shims unless they are needed to correct the rocker geometry. I would definitely NOT use them to adjust for push rod length.
25 PSI hot @ 2K RPM sound ok to me. Anything over 10 PSI at idle and over 40 PSI at highway speed is good. The old rule of thumb is 10 PSI per 1000 RPM. I prefer a bit more than that, but I consider it a safe minimum. These engines don't want or need very high pressures. I feel that quantity of flow is far more important.
Rebuilding the rocker assembly can increase oil pressure, but only if they are significantly worn. I rebuilt an engine once and the only thing not done was the rockers. Oil pressure was not as high as I wanted, so I had the rockers rebuilt. It made no difference whatsoever. Your experience may be different of course.
Regarding the wife, maybe she just needs a vintage car of her own!
