I think Stubblejumper has nailed it.
I have fired hundreds of thousands of rounds through calibrated pressure guns in ballistics labs. Pressures have been normal, high, proof rounds and higher. (Our gun would handle up to about 100,000 psi with no problem.)
There is almost no reliable correlation between high pressure and signs, other than velocity. Only two things will give high velocity - higher pressure and longer barrel. The latter is a constant on your rifle, but it might be longer than the one in the book.
Sticky bolt life, shiny marks on bolt face and blown primers do not usually occur and "normal" pressures. They are more likely in proof round range.
Obviously the best way that a person can estimate the chamber pressure is with specialty equipment made to do just that. However most handloaders do not have access to such equipment, so we must make do with what we have.
That means we look for anything out of the ordinary, whether it is a velocity that is higher that is listed in any of our manuals, expanded case heads, extrusion marks on case heads, or difficult bolt lift and extraction.
If I see any extrusion on the case heads, I back off the load at least a grain for smaller cases, and two grains for larger cases. If the case heads expand .001" or more with a single firing, I back off the pressure charge. If the bolt lift increases, I will back off the powder charge to see if the problem goes away.
Velocity is more complicated, due to the variations from manual to manual, even with identical bullets and barrel length. If the velocity is higher for the bullet/powder combination, than listed in any of my manuals, I back off the powder charge. If the velocity is higher than in some manuals, but lower than that published in other manuals, and I see no other pressure signs, I monitor the primer pockets very closely for at least five loadings.
If the velocity is is within the maximum listed in most or all of my manuals, but I see extrusion marks on the brass, or if the primer pockets are loosening significantly,after only a few firings, I back off the powder charge.
I have seen significant pressure signs appear in some rifles at just over the published starting loads in some manuals, likely due to a minimum spec chamber and barrel. I would not even think of trying the maximum published loads in those rifles.
Some rifles would easily match the velocity listed in the various manuals, yet others would show pressure signs at 150fps below the maximum velocity listed in some manuals, even with the same bullet/powder, and barrel length.
It would be so much easier if every lot of powder was the same, or if every chamber and barrel was the same, or if every manual listed the same velocities for a given bullet/powder/barrel length combination, but unfortunately, that isn't the case.
Even the bullet and powder companies data doesn't agree as to how much velocity you can expect out of a given powder/bullet combination, with a specific barrel length, at a given chamber pressure, so there is no way that us as reloaders without the specialized pressure measuring gear that those companies have, can know for sure what chamber pressures are being developed based solely on chronograph readings.