Long term (7+ years): generate $10,000 per month (school costs, mortgage, college, leading to retirement).

I plan on funneling the cash flow into my retirement accounts as I got a slow start after returning to school later in life.

Should I go ahead and invest in my local market or save to try and invest in a much higher priced market in Colorado once I get back? 

Here we have 'leave live' agreements with the utility to keep the power on between tenants.The few bucks saved by not having power in your name for a little while can cost much more apparently.I would run the dehumidifier a couple days and revisit the issue with your tenant.  

Have a reserve account to save up for those that comes from the positive cash flow.  

still have debt (including mortgage), but would love to start learning how to get ready for retirement.

Recently retired from teaching and anxious to get started investing in real estate. 

At first I was thinking that I would wait until I payed off my student loans to start investing, but now I'm thinking I may try and purchase some cash flowing properties to help cover my student loan payments so I can use my income to save for more.

It occurred to me that I may be able to save a few thousand dollars if I act as my own agent.  

I recently found a retiring gentleman trying to sell three 1\1 units in the same complex.