On first blush, it seems like this is more in the line of Nextdoor, neighbors helping neighbors, but with some money changing hands. I'd go in that direction.
Buy ads. That'll tell you loads. FB for positioning and demographics, google for keywords and direct intent. Small spend, see what the CPC and demand is like. You'll learn more in a few days of running small ads than you will talking to customers.
On first blush, it seems like this is more in the line of Nextdoor, neighbors helping neighbors, but with some money changing hands. I'd go in that direction.