For property owners with out-of-state investments, is it necessary to keep all receipts and invoices for write-offs during tax season, even smaller jobs performed by the PM's handyman?

Usually investors here will agree to let you represent them to double end the property (purchasing the fixer > flipping the fixer) it makes sense and I believe it adds to the longevity of the business relation IMO. 

I have my first opportunity to list a turnkey auto repair business in Northwest Indiana. 

Most work this way: Rates: 9% to 13% (Most Deals are 11-12%)Terms: up to 36 Months (Most Deals are 6-12 months)Fees: 2-4 points(%) of loan amount paid at closing (Most Deals are 3 points(%))Minimum Loan Amount: $50,000 (For loans less than $250,000 $2,500 minimum fee)Max Loan: 65%-70% of After Repair Value(ARV)100% Rehab Financing Available (Require 20% of purchase price down payment or cross-collateral)Closing Timeframe: 48 Hours - 3 Weeks (Most Deals are 2 Weeks)NO PRIMARY RESIDENCES, NON-OWNER OCCUPIED ONLY, BUSINESS AND COMMERCIAL USE ONLY.

Unlikely.80% of our landlords use Excel or bar napkins or some combo. 60% of our small business owners are single-shingle "one man bands," and they too use Excel.QBO, Waveapps, Freshbooks, Stalebooks, SloppyBooks, Xero, One and all the others are nice to have but not must haves until you have several rentals or complex rentals (such as a strip mall or something).

The “limitation” (or maximum, which I believe you’re referring to) applies to the individual / employee, not to the business.

In Orlando, you have the opportunity to drive appreciation by buying a poorly performing, underdecorated STR at and drive appreciation by transforming it to a highly themed, well decorated property which books well.

You have experience with good performance results (I am assuming) so that could help drive approval on a DSCR loan.Also, you could just keep saving and waiting for the interest rates to head back down.

That's a business purpose loan that doesn't allow owner-occupancy whatsoever, and you sign a document at closing agreeing to this. 

I am looking to perform this myself.Has anyone out there ever taken the DIY approach?