We rent SFH's in the burbs surrounding New Haven and every time that we put one up for rent the vast majority of inquiries come from voucher holders who currently live in New Haven and are trying to get their kids into better school systems and live in safer areas.There are some desirable areas of New Haven but like most cities, there are some very tough/depressed areas as well.

My question is, even though I am in school, I know squat about the how the RE world actually works in real time.

I’ve transitioned myself out of daily operations at my small biz and have discontinued my med school education as I am rather certain I no longer want to be an Orthopedic Surgeon (much to everyone’s shock & surprise!!)...

I prefer 3/2's in good school districts because there is usually a lot of demand for them.2) Are there specific types of financing that are advantageous for people using this strategy?

I went to trade school and was very successful in my field but quickly found out Corporate America just wasn't for me.

I am 19 yrs old, in school pursuing to get a degree for business management. 

But overall at this moment you might just have to keep it old school, and writing things down, and take pictures. 

Volunteer the house as a project for a local high school shop class to come and work on the house, you supply the material they supply the students to do the work. 

We attend the christening or first birthday party if invited.We give gift cards for the Holidays.We help decorate for the Holidays and contribute to community potlucks/BBQs (at our 8-plex).We have a "make it your own home" policy, whereby we give approval for a reasonable modification to the property, such as painting a room, changing out a light fixture, etc.We prepare a "move-in packet" which includes information to orient them to the property (property rules, utility contact information, change of address form, our contact information, etc. ) and also information about the neighborhood, such as a walking/trail map of the local area, chamber of commerce welcome information, a list of nearby amenities (including medical, shopping, restaurants, schools, parks), menus for local pizza delivery services, coupons for local businesses, etc.We prepare a "move-in gift" which consists of a bucket of our favorite cleaning supplies and a reusable shopping bag with starter supplies of paper products, a "Zip-It" hair snare for clearing sink drains, a toilet plunger, a cutting board, approved hanging devices (picture hooks), a door mat and a shoe tray.We supply light bulbs for all permanent light fixtures for the duration of the tenancy, including specialty bulbs for appliances and chandeliers.

I never knew exactly what I wanted to do after High School but over time I grew an interest in real estate investing.