One problem with not re-keying every transaction is your lack of automated documentation and history should you choose to change management companies and/or if you get sideways with them.

I try to automate the more tedious tasks of my business and collecting rent is one of those tasks.

.- Rent ($500/mo)- single with no kid- person A is interested in doing a coding bootcamp ($5500 cost) and find a part time web development job in the future; knowledge from coding bootcamp can also help person A to gain knowledge with automation in his current W2 job- Does not own any business, but sometimes would talk about side business or investing opportunities over dinner table with friends and family (average cost for those dinners per month $300)- Share a name with his mom on a residential property while paying $9000 property tax per year.Here are some opportunities for person A:- 18,000 contribution to 401K- 5,500 Roth IRA or SD Roth IRA- maximum 25,000 rental real estate loss- purchase rental real estate with mortgage and take depreciation and property tax and other fees for rental real estate investment.- tax lien investment- open a LLC- Real estate opportunity in Bangkok or Manila (USD$50,000 for apartment, 0.5% rent to price ratio); foreigner can only own condo, not land- Real estate opportunity in Malaysia (USD$80,000, 0.5% rent to price ratio); foreigner can own land- Real estate investing opportunity in Brazil, Greece, or etc.- purchase land through tax sales, find construction company to build and rehab houses.Here is an example of basic tax liability for person A if he does not participate in creative investment activities using 2016 tax rate:Salary                                                         70,000401K contribution                                     (18,000)Roth IRA                                                            -Property tax for Primary Property               (9,000)Bootcamp as miscellaneous deduction      (5,500)Taxable Income                                          37,500Tax Liability (932.5+15% over 932.5)       6,417.63How would you add or modify this sample strategy to help person A to lower his tax liability and turn it into investment fund?

Some investment in automated locks, a good communication and guest on-boarding process and a very reliable cleaner will allow you to manage this from afar with little to no issues. 

Currently, I've set up:- Digital rent collection via Cozy- Separate bank account to manage all finance (personal for now)- Automated phone service with triaging capabilitiesLet me know the systems you've set up and how you suggest I move forward.

Here is a form that they refer to as a lucrative game plan in what they would consider a snapshot of your financial health -- capital in different financial instruments which is addressing a leveraging of assets for real estate investing.

It seems this whole thing could be automated with little to no administrative costs, and any costs that are incurred can easily be offset by revenue from fines.

I have never used any of the automated payment methods so I am following this post myself to see what comes up.

I've never seen an automated system that's good at pulling comps and determining an accurate ARV.

@Jonathan Wilks I've looked up the business trust instrument, but from what I've read it seems like only very specific businesses, like those running mutual funds really need that structure and using it when not necessary just garnishes attention.