It doesn't sound like you have the whole story. If you're getting paid weekly and they take out $100, that's pretty steep, and expensive training for a company. Other than that, it's normal. Example: Swift charges $3900 to get your CDL. Student pays $150 a month and Swift pays/reimburses you $150 a month. After 13 months the total $3900 is paid off and you owe them nothing. Student paid half, Swift paid half. If you continue with them for another 13 months they continue to pay you $150 a month. What this boils down to is if you stay 26 months the total $3900 is paid for by Swift.
As far as the contract is concerned. Not even sure why they make anyone sign a contract because you can bail out any time you want. You're not an indentured servant, or locked into working for them, like some say. However, understand that if you bail, you owe the remaining balance. Either way, company or on your own, you still owe someone for getting your CDL. Some read the contract as saying you MUST stay with them for so many months. In reality, all the contract means is if you leave before a certain time that you owe the remaining balance. They aren't double billing you. No company can force you to stay.
Either way, if you default, whether on a company or a local school, your credit will take a hit.
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