Cheap power outlets are plentiful out there. From way back when, I change out every outlet in the house with pro grade Leviton outlets. Same with switches. I have even had to change out some breakers because they can become weak with age.
Even if the particular outlet that your amp is plugged into has no trouble, it is in a chain of outlets, one connected to the next.
Having said this, I don’t think that there will be the described trouble from the outlets themselves, but you may discover some ’interesting wiring’ along the way.
In reference to part of your original question, "Would changing breaker positions closer to the main breaker make a difference?" That is a seldom asked question yet an interesting one. Having worked for Ma Bell in the central telephone office, this was a consideration, at least at the ground buss. We were working with negative 48 volt DC, so this might be apples and oranges in a way. The ’switch’ room, which was the brains of call connections, had it’s very own buss and power for that matter. The intention here was all about noise and circuit protection, but I wonder if the same might be said with AC.
Lastly, I would like to mention the idea of a dedicated circuit for your system. I would agree about running the wire yourself, with at least one thing in mind. The path chosen for the run should ideally be it’s own, not to be shared with other runs or existing wiring (to save some drilling).
Please keep us informed as to what you find as an answer.