Additionally, there may be grant money or other funding programs available to you.Finally, if you get involved with a local real estate group you can likely find other investors that might want to participate in the deal with you.

Heloc any existing properties with sufficient equity, use a 10% loan program out of state for a vacation home, it beats 20-235% for an investment.

They have called the police on guests (in the middle of the day, for parking over a sidewalk in the driveway, for noise when guests were playing dominoes by the pool and on and on)…one neighbor yelled obscenities at my guests (in front of children), saying, “We don’t want tourists!” 

If you are in WI, I'm based out of Waukesha and can share the carriers who are the best in SE WI.FYI - Each state & metro area will have different insurance carriers who have the most competitive programs..

I've considering whether it makes sense to look at potentially converting it to a single family and enrolling the property in the college's off-campus housing program.

Assuming primary, max DTI is typically anywhere between 43-49.9% contingent on factors like zip code, program, FICO, etc.

Is there a program or software that allows you to easily observe all the properties in your portfolio, as well as their details? 

This would ruin any of our chances to take advantage of a 'first-time home buyer' program, correct? 

See the chart from Fair Isaac Company (FICO) below: FICO Score Pct of Population Default Probability 800 or more 13.00% 1.00% 750-799 27.00% 1.00% 700-749 18.00% 4.40% 650-699 15.00% 8.90% 600-649 12.00% 15.80% 550-599 8.00% 22.50% 500-549 5.00% 28.40% Less than 499 2.00% 41.00% Source: Fair Isaac CompanyAccording to this chart, investors should use corresponding vacancy+tenant-nonperformance factors of approximately 5% for Class A rentals, 10% for Class B and 20% for Class C.To address Class C payment challenges, many industry "experts" are now selling programs to newbie investors about how Section 8 tenants are the cure.

I completed a mentoring program with Robert Shemin an currently working at St.Louis MO.