1) He retakes clear photos of the merch at a variety of angles - something that many craigslist postings lack
2) He himself has a threshold of quality, and inspects the product before picking it up from the original seller - I would much rather trust a guy who buys 10 cordless drills a week on craigslist to know the drill is bad, than relying on my limited knowledge of cordless drills and their common defects.
I'm willing to pay a few extra bucks for his vetting.