This was discussed a while back and somebody provided some FAA documents/rulings that you don't need a commercial rating to sell aerial photographs. I don't know if the insurance company's view is same as that of the FAA.
If a contractor says yes to me shooting monthly progress photos of a new development that will take three years ... then I have been hired to do something where "the flight is a required part of the business transaction". This is how the FAA has interpreted it recently.
When I'm flying in Class C a couple times a month, talking with the same folks on Approach Control, shooting the same areas every month .... its on record and very obvious. LOL