Done right — no. Solar penetrations are flashed and sealed with materials rated for 25 years, exactly like any vent or skylight on your roof right now. If a leak from solar ever happens, it happens fast — usually within the first two years, from workmanship error — which is what the standard 10-year roof penetration warranty exists for.
Red flags worth knowing: repeated roof-leak complaints in an installer's reviews (one-offs happen; patterns don't lie), and paradoxically, a 25-year roof penetration warranty — that's a flashy sales gimmick from companies that won't exist long enough to honor it. And if your roof is old, replace it with the solar project: one crew coordination, one financing, and the roof portion can ride your program benefits. Roof + solar is one of the smartest combos in home improvement.