$500 for six shingles seems way out of line but there is a baseline of cost to the roofer just to get to your place and put up his ladder; not sure $500 is the right baseline but maybe for Batterbee. ?? I doubt $500 is enough to bother with an insurance claim. Your "deductible" is likely that or more.
I lost about 40 ridge shingles from three different peaks. My adjuster (working under contract with American Integrity Insurance Group and the Villages Insurance) quoted me an estimate to fix of about $350 to $400 to replace them. I could have bought new replacement ridge-line shingles and nails from Lowes to install new for less than $100. I was able to retrieve all the old/damaged shingles and had underlayment nails in the garage. Re-installed the old, slightly damaged ridge shingles myself in about 30 - 45 minutes. You may not want to climb up there and repair them as roof work can be danagerous.
Two of my neighbors got their roofs completely replaced (tear-off and installation of new underlyment and new architectural shingles) by Tim McGinnis. Fast work and it looks great -- if your roof is already 15 to 20 years old, you should probably think of a new roof now anyway.
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