Hey Cam, Please do not consider this a redflag at all. Asking a roofing contractor for the price of a bundle of shingles is like asking for the cost of the hamburger patty at McDonald's. The price of a bundle is misleading because contractors typically purchase large quantities, like $500,000 worth of shingles, and might sell you $15,000 worth. They still need to store the rest and cover overhead costs like warehouse staff, heavy equipment, and buildings. You'll pay a premium for the shingles through the roofer, but it will be significantly less than buying from a supplier. In my experience, large roofing companies with annual revenues of $5 million to $10 million rarely disclose their shingle costs, even for insurance claims.