In my opinion, I really do not think that it will make much of a difference. Here is why I have come to that conclusion. Because he is a 1099 employee, there are no taxes or deductions taken out of his income by the people he earned it from. If he had been an employee of the company and was enrolled in a 401K or other retirement income deduction plan, this would reduce his take home income by putting money in that plan before he actually received it. This would have also helped to reduce his taxable income. So he can just place money into an retirement account after he gets it. If he chooses an IRA, he will have to choose whether it will be a traditional IRA or a Roth IRA.