Thoughts on buying expensive investor toolkits from supposed gurus?

Ben,It applies to Conventional loans and other programs as well because its seen as a "Business expense" but you have to provide either 12 months cancelled checks or 12 months business checking account statements to show being paid for all 12 months.

I think I have a decent grasp on how to calculate all the expenses and simulating potential gross income, including potential cash flow.

Upgrades/repairs include:flooring (tile and carpet, entire house), painting (entire house), complete kitchen renovation with new appliances, cabinets, sink, lightingcomplete bathroom renovationsupgrade/replace ACupgrade/replace existing hot tub  upgrade/replace furniture/bedsupgrade/replace old pier with newadd new kayaks, paddle boards, and bikesI am thinking anything that is removable (furniture, appliances, water toys, bikes, pier, etc) could qualify as an asset for the LLC and thus be used as a tax expense for the LLC.  

Do you have any specific requirements for a database or CRM?

Turnovers are expensive.

That makes it easier for an accountant to understand what expenses are legitimate for the rental.

This approach significantly reduces my workload and simplifies budgeting.However, I do have a six-plex where I cover the water expenses.

It's definitely the cheapest option.Mini splits require some amount of duct work if you are going to serve more than 1 room on the other side of the wall from the unit.

STRs can yield higher income but require more management, including frequent cleaning and guest communication.