I haven't "started" anything yet other than trying to organize my thoughts and learn where to start.

I own in a subdivision that has many 40' fully grown white oak trees.

With the right oversight, I imagine you'd have less to worry about renting to clean and sober living organization.

How have others stayed organized with bookeeping when they are starting out?

If in the right, ya got nothing to fear, just be organized, make it simple for judge to rule in your favor.

I need help on how to start a system to buy and sell tax deeds.

This is how I and many of our clients have grown their portfolios with reduced capital injection.So, if your goal is $10,000/Mo, how many properties will you need to buy?

And I would argue he's smarter than the average bear.I have a rental that has been vacant for six months (I'm holding it for a charitable organization) and costing me over $2,000 a month.

Once you blowing them away with your asset manager skills, then move into larger roll in the organization...always ask for a piece of the equity on every deal, no matter how small.   

Here are some of the responsibilities.Financial Management:Overseeing the HOA's budget and financesCollecting dues and managing delinquenciesMaintaining financial records and generating reportsCommunication and Administration:Acting as a liaison between the HOA board and residentsDisseminating information through newsletters and noticesResponding to homeowner inquiries and concernsScheduling and facilitating HOA board meetingsMaintaining the Community:Overseeing maintenance and repairs of common areasEnforcing the HOA's Covenants, Conditions, and Restrictions (CC&Rs)Managing vendors and ensuring adherence to contractsSupervising common areas like pools, gyms, and landscapingOther Responsibilities:Planning and organizing community eventsHelping to resolve disputes among residentsStaying compliant with local and state lawsThe PM doesn't go on-site is very weird, it's called Property Manager for a reason, to oversee the property.