In addition, as GGL alluded to earlier in an e-mail conversation – the more stocks like SIRI go up (it’s at $1.41 right now), the closer this particular student loan is to being repaid and gone.

GGL – GGL, as always, provides thoughtful insight and offers excellent suggestions on how to move forward with the investments vs. student loans situation. And GGL is likely correct that the current investment portfolio with its 100%+ annual returns probably won’t keep going on forever.

I’m looking forward to additional feedback from the folks that follow this blog. My older brother and mother both believe that cashing out the student loans is the right thing to do – as does my roommate. What does everyone else think?

While it’s certainly not taking you forever, it’s still an alarming about to be paying out each month. Kudos to you, though, for cutting down on your outside expenditures so that you can put as much money as possible towards the principle on your loans, especially the NHESAA one.

You’ve made a couple of wise investments that have paid off for you in the form on stock gains, but those gains have leveled in recent months and you’re not going to see the same 100% return year over year. Although you’d have to pay (slightly increased) taxes on these gains, think about how nice it would be to just STOP writing $2,500 checks each month. Your savings and investment accounts may be depleted, but the extra $2,500 each month could either A.) help you to create an account greater than or equal to your current investment account in relatively little time or B.) go toward quickly eliminating your NJDoE loan in similar fashion.

You have to start saving at some point in order to move forward with major purchases and credit stability, but unfortunately student loans have handicapped us to the point where we’re going to get a late start on the aforementioned no matter what course we take. If it were me, I’d make the move that allows me to write one student loan check each month instead of two.