I'm a "no payments on anything ever" guy, so my advice is to pay off what you've got as fast as you can. Better still, sell the sporty, pay off the loan, and pay cash for a used bike. Upgrade when you have the cash.

 

This exact scenario is why I believe a starter bike should be a $500-1000 jap bike that can offloaded with ease and little to no financial loss when the new rider outgrows it and wants to upgrade.

I would bite the bullet now and sell the Sportster, get the bike you want and chalk it up to a life lesson learned.

 

Life is too short, get what you want now!

 

Op, your post has an emotional tone to it. Once emotions affect your decisions, you will act impulsively and get screwed on both ends of the deal.
Think back six months and the reasons why you bought the Sportster. I'll bet you thought it was the most awesome bike you ever saw and it handled like a red hot knife through butter.
Since you are probably upside down on the Sportster loan, you will have to pay money to the dealer to trade it in. Most likely the money you have to pay to unload the 883 will be rolled over into the new Street Glide loan. Then you will be making payments on "two" bikes.
You're a rider with 6 months of experience, slow down, step back, take a deep breath and keep the Sportster. You still have a lot to learn

 

Not sure how helpful the advice from your post will be as you'll probably find it to be somewhere around 50-50 go for it/don't go for it. From the sounds of it, it seems that doing it, while affordable, could be a bit of a stretch. If that is indeed the case, I'd hold off. Nothing worse than unnecessary financial burden, especially for a want vs a need. That can wear the novelty off real quick.

 

sound advice right there thank you as well as everyone else.i guess my reasoning for wanting a street glide is it has everything on it already that i eventually want to put on my sportster. So i figure why not. Plus the wife really likes em.

 

I have always said, never finance a hobby. Obviously, from what I have learned here is that is a stupid ideal. What makes the most sense is simply go in and tell the man to make it happen. Who really cares what it cost if you spread it out. Finance it for 30 years with a second or third mortgage on the house.. Surely, you will be able to pay the monthly payments then.

 

Call the Suze Orman show. Jk

Seems like H-D use to have some sort of Sportster buy back if you traded up in the 1st year. Might want to check and see if that or any remnant of that is still around.

One poster quoted a saying that would have you not doing it. There is another saying something to the effect of "you regret the things in life that you don't do more so than the things you do".

 

Buying the new bike is definitely not the smart or the responsible choice.

That being said, I spent 50% of what I made in 2009 on my Street Bob, and when I did my only regret was not having done it sooner!

You're the one that has to live with the choice of doing it or not doing it. Just know that there is a financial risk in doing it, but there's also a risk in not doing it.

 

As Dave Ramsey says: Act your wage. And my other favorite: Debt is dumb.