Quite frankly, I'm not looking to work that hard. I also need the flexibility to take time off as needed that I currently enjoy. I need the flexibility more than I need more income. But with the expenses my wife and I will be facing, I just can't afford to start a new career right now.
This seems to be the most likely course of action right now. More later on most of these TTR network stations.
Considering your stated goals, if I were you, I would either sign a one year lease on your current truck, or look for a job. I know.... You don't want to be a company hand, but you also want out of trucking. Buying the truck would not be an option I would choose because of tax issues. You wouldn't own it long enough. If you lease the truck your in, your payment will be lower w/ a higher MMA contribution. That means more money to you at lease end, barring any major break downs. Be aware, new lease contracts have a $5000 remarketing fee if you terminate early. At 285k miles, your truck probably could use a clean out of the after treatment system. This isn't a big deal and is part of regular maintenance, cost is usually $250-$300. Depending on when you had the last overhead run, that may be coming up as well.
I'm getting closer to making a decision. But I have a question for the Cascadia drivers here. Have any of you upgraded your shocks, and did it make any improvement in ride and/or tire wear? I'm leaning toward purchasing this unit, but the number one job is replacing this crummy drivers seat followed by the shocks.