<prompt> Human: I wanted to know if there is anyway money from stocks can be moved to a 401K tax free. OR, whenever you have stock, and sell, you will automatically incur taxes? Not trying anything slimy, but were just trying to max out the 401K for this year with other income vestedmature company stock, and have a slightly bigger paycheck to pay down school expenses.  <response>: You can only contribute to a 401k via payroll deductions. 