Most homeowners expect hail damage to be obvious. It almost never is. What actually happens is that a hailstone bruises the asphalt shingle, knocks the protective granules loose, and exposes the mat underneath to ultraviolet light. The roof looks fine from the driveway and then fails three summers later, long after the claim window closed.
You can do a useful first pass without a ladder. Look in the gutters and at the base of the downspouts for a pile of granules that looks like coarse black sand. Check the soft metal on the property: gutter aprons, downspouts, window wraps, the air conditioner fins, and any metal vent caps. Hail leaves dents in soft metal at the same time it bruises the shingles, and metal is honest about it.
Then look at the things that break before the field of the roof does. Pipe boots crack. Ridge caps lift. Furnace and bath vent hoods dent or blow sideways. If you can see damage to any of those from the ground, there is almost certainly more of it up top.
One caution: do not climb up to look yourself, and be careful about who you let up there. Hail season in Omaha brings out crews from three states who knock doors and offer free inspections that somehow always find damage. A real inspection ends with dated photos of your roof and an honest answer, including the answer that your roof came through fine and you should not file a claim.
If the damage is real, timing matters. Most insurance policies require a claim within a defined window after the storm date, and adjusters can tell the difference between fresh hail bruising and three years of wear. Get the inspection done while the evidence is still fresh, even if you decide not to file.