A useful starting point
Track an overflow that keeps coming back
Notice where overflow begins
From a safe place on the ground, note whether water spills along a long run, at a corner, or near a downspout. Describe whether the issue returned after a previous cleaning. Those observations help frame the inspection; they do not establish a diagnosis on their own.
Ask what cleaning will address
Clearing visible debris is one part of restoring flow. Ask which gutter runs and downspouts are included in the work and whether any visible damage needs separate attention. Cleaning cannot repair every leak or correct a damaged attachment point.
Discuss prevention after the system works
If blockage keeps recurring, ask whether guards are appropriate for your existing gutters. Repairs may be needed first. Discuss ongoing maintenance expectations before deciding, because guards reduce debris buildup without making the entire system maintenance-free.
What if the gutters look empty but still overflow?
The outlet or downspout may be blocked, or the slope, layout or condition may need attention. Looking into one section does not verify the whole drainage path. Ask for an inspection before paying for repeated cleaning alone.