Curious Kitten,
Don't want to rain on a potentially profitable line of work
Do you have a CDL? Are you even in the USA since I don't see a location indicated in your profile. Unless you have a CDL, you are limited to total combined vehicle weight of 26,000 Lbs otherwise local DOT, especially with commercial plates and/ or doing commercial work is quickly going to make your life painful and expensive.
My 3500 dualie ( both sides have magnetic labels "Private use only. Not for Hire" ) and 14K Lb rated trailer with
M59 TLB ( 84" FEL and backhoe ) scales at 22,320 Lbs which puts me well under the 26K limit. The problem is the
M59, at 9,980 Lbs, on the 14K rated trailer scales at 13,680 Lbs. If I go over 14,000 Lbs then DOT gets me for overloaded equipment. Ka Ching. Pay the State and points on your record. Insurance goes up and commercial license gets dinged.
There is no way you are getting a 12K Lb machine on a 14K Lb trailer legally or safety wise.
Have you considered drumming up work first BEFORE laying out cash for any machine and renting the necessary equipment UNTIL you know you have a line of work/ customer base/ reputation to pay cash for the next piece of equipment?
0.02 worth.