Never had the post office ask why, but really what bothers me is asking for a $2700 (or whatever the amount) dollar money order while surrounded by people in line behind me in a little country post office. The PO worker is gonna repeat the amount and that gets people’s attention when they hear it. I would just rather keep my personal business personal. Then about getting writers cramp from filling out the three money orders it takes to reach that amount.
All that said, I’ve never had a problem with the USPS MO itself. Once or twice I’ve had the money order letter get lost for a while .. even with the tracking and take it’s sweet time .. but eventually delivered.
My non firearm purchases are easy. The guys that know me take a personal check and others accept PayPal (love em or hate em.. it’s easy and instant paid up).