An email marketing funnel for re-booking is nice, but it's barely keeping up with the year over year decline in rents due to saturation (quantity saturation AND quality saturation) and shifting travel trends.  20 years ago your hot tub made your listing an all-star. 

In 1950 a nice SFR in a good blue collar neighborhood in Detroit sold for $9500.  

It's nice to meet you. 

Nicholas very nice thoughts..welcome to Bigger Pockets!!

Very nice, Juan!

So, your competition aren't just nice new townhomes but any 2 bedroom rentals in nice condition with similar amenities.

This is very important so see if you can stick with me here.A motivated seller is not someone that want to, needs to, or even has to sell their house (like foreclosure, tax liens, job loss etc. etc.).A motivated seller is anyone willing to sell their house below market value regardless of the reason why.So it is the willingness to sell below market value is what separates a seller from a motivated seller.Take someone in foreclosure.

Plenty you can do, even at 15.I think a guy your age for example could develop a nice small business of iphone consulting. 

I'd recommend getting an REI-savvy tax pro so you guys make sure you're maximizing your tax strategy as well as when it comes time to file.An REI-savvy tax pro is worth their weight in gold.

Quote from @Carini Rochester: Nice looking little duplex!