As you get older it gets easier to justify some purchases.  I wanted to be self-sufficient in unloading square bales of hay, hard to find help to stack it in the barn.  Tractor was too small for hay grapple, so got a bigger tractor (WM75).  Trailer was too small now, so got bigger trailer (Big Tex 14N 20+5).  Truck was too small, so got bigger truck (GMC 3500HD).  Yes, it was expensive, truck and trailer were $100,000.  Not only do I use them to haul tractors, but I use them for hauling hay and other things such as corral panels.  I looked at it as a long-term investment.  And we went to a Sundowner 3-horse bumper pull trailer so my wife can hook it up easier than the GN we had. 
Dealer will transport the tractors, $150 one way.  Mobile service tech is also available, extra $100 for a trip charge.  While it didn't make good financial sense to buy a truck and trailer just for moving tractors, the other uses made good sense.  I now have a 7-yard 14GX dump trailer for hauling mulch, fill dirt, and pallets of shavings.  My 16' 70PI trailer is used to transporting lawn mowers and the Mule for repairs.  After a while paying for delivery or moving of those things on a regular basis gets expensive.
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