Take the split Bill. $50 is still a little high but not unreasonable if he is paying UPS to wrap and box it. I think he said $100 to make you feel better about the $50.
I thought USPS and UPS would only cover what you paid for the item, not estimated values. Someone once got a really good deal on something I sold (I had no idea what a vintage VDO guage was worth) and wanted me to insure it for 3x what he paid. I ask the PO how the based value and they said on ebay type sales they use the sales price. Otherwise it could be like the lottery, start shipping junk at inflated prices hoping for a loss or damage.Make sure it is insured for what it is WORTH, not necessarily what you paid (assuming it is worth more than you paid).
A friend of mine had a similar experience with a package tray. I remember paying an additional $10 or $15 for oversize shipping when I bought one years ago. Boy, things sure have changed!You guys are killin' me. I'd be glad to pay those shipping costs. I paid $50 to ship a $20 cardboard package tray once, and another $50 to ship a fan shroud. The post office is startin' to look less like a deal than it used to be on large boxes, too. Flat rate boxes seem to be the only deal left, but they're kinda small for most stuff.