I'm wondering what "rule of thumbs" people use (knowing that every deal is unique).

This means getting a quality list, sending unique mailers and being consistent with your mailings.

A HELOC should be explored in addition to a cashout, lots of variables here as to what the best route is.I wouldn't put much weight into the neighbors, this is common and as investors we build thicker skin as we go forward via pesky neighbors and tenants. =)I would recommend your plan involve you not paying MI on your new purchase, so coming in with 20% down + would be my advice.

I work full time as a teacher, have income from tutoring, and rental income.I am looking for an accountant that knows real estate taxes inside and out that can help me file this year's taxes and also advise me regarding my overall investment plan (loan payoff vs. saving for second home; acquiring another mortgage with my unique financial situation, etc).Any contact information would be greatly appreciated!

After doing some exploring around the forums/website I signed up and have been going through the beginners introduction course.  

We informed our HOA management company that we were exploring our legal options.

And if you happen to come across the unique situation we need as flippers then that'll be great too. 

Hi Kurt,Thanks for your questions, it allows us to explore our own thinking.  

Not an expert here but maybe you should explore paying off the debt with the highest interest rate first.

I am in a rather unique situation of knowing a small group of people who is interested in investing in real estate, have money, but no time or wish to put in any work themselves.