>Dave Ramsey says to pay the smallest debt first, but my $16,000 loan has an 18% interest rate, my student loan only has a 5% interest rate

Dave Ramsey is good for people that are clueless, have poor self-motivation, and need some direction. He says that so they can see progress, and because they are usually bad at math (otherwise they wouldn't be in dire straights and needing his guidance to begin with)

Paying a 5% loan down before an 18% loan is financial suicide

Pay the student loan down ASAP. As much as you can possibly afford every month