"A .030 over 400 block is finished, right there, if you're trying to build any compression. Bore it .060 and you're going to have cylinder wall problems, including cracks."
Back in the day of junkyard part sprint car racing, Dad's friends were grabbing up every 400 SBC they could find.
Just to see what could be done, they took a .030 over 400 out of the car and took it to the max boring and stroking and relieving it until they could go no further. IIRC, they ended up with something like 477 CI. It ran AWESOME for about four laps and then went boom. I forgot who was driving it, but I do remember they described it as "CRISP!"
Now back to your regularly scheduled programming.
I had a 305, gave it to a friend to use in his 30 Ford sedan.
Gave it away, just needed a carb.