Measure the job beyond the visible stump
Tell the company how many stumps you have, their approximate diameter and whether they are easy to reach. Exposed roots, nearby hard surfaces and narrow gates matter too. A stump at the back of a fenced property is a different access question from one beside an open driveway.
Explain the next use of the ground
Mowing, landscaping, replanting and building work have different requirements. Discuss the intended finish and the depth or area to be addressed before accepting an estimate. Grinding the stump does not automatically mean removing an entire root system or preparing a construction-ready foundation.
Identify underground and nearby features
Point out irrigation, septic components, buried services and improvements close to the work area. Confirm how utility information will be obtained before work. Do not guess that a root or stump area is clear because there are no visible surface fixtures.
Decide how the grindings will be handled
Grinding produces material that must either remain on site or be handled as part of the agreed scope. Ask about removal, backfilling and leveling rather than assuming they are included. If the tree is still standing, request a separate description of tree removal and stump work so the two parts are clear.