<prompt> Human: So currently I claim 2, but would it hurt me to claim more? Yea, Ill owe money, but Im confident Ill have plenty at the end of the year. Im looking at getting a chase sapphire card, paying my taxes with it, getting points then paying it off immediately. Tangential question, does anyone know if I can pay student loans with it?  <response>: Penalties. The IRS wants you to pay as you go. If you owe more than 1,000 at tax time you will be assessed penalties. Dont do that. 