We all know that's the game that they are playing, but why would they think he would even consider going W-2? I've been floating this comment around ever since this fiddle-faddle about the higher-ups being concerned began. The notion that they even think there is a number that Ve would consider is ludicrous. They have been writing him checks for well over 5 years. They know what he is banking working as a sub.
We all know what they are striving for. To lock VE in as their sole repair man, at a reduced rate of pay from what he has been billing. Yes, I know, Captain Obvious. But, their thoughts are offer to pay so much per month, quarter, whatever, and he doesn't have to worry about anything besides showing up and fixing. No more service truck to keep up, no more fuel bill, no more paperwork, on and on.
But, here's the problem. What they think VE is going to be willing to accept, and what that number might actually be are probably 6 digits apart. They are NOT just buying a man, they are buying Blue Sky. A business. And businesses don't come cheap.
My .0002 haven't read everything but here's what I think being in a similar situation working as a contractor with my own equipment with my main customer who then bought newer equipment than I ran and offered me a job to run it, didn't even discuss pay I declined.
You are costing them too much as a contractor, they like your work but are cheap want to lower costs.
That means hiring you as an employee of course they will promise you the world but everything will change especially the dynamic with you as an employee you won't be treated the same under more control.
You will also not have the advantage as a business owner of tax write offs on equipment and tools on your income and get wacked $$ as a W2 employee not make nearly the same.
Hard pass.