They are not intended to persuade or influence the readers’ own views.

This may sound like a lot of work but again, use software to automateFinal ThoughtsThe STR/MTR space is getting crowded.

You can just give that statement and your spreadsheet to your tax preparer.Trying to add your paid expenses to PMC software is almost impossible, as it will misrepresent what the PMC actually did.Another option is to just send the bills to your PMC and ask them to pay from your portfolio balance.

I am currently experiencing a similar challenge to yours and have been developing software designed to assist real estate professionals like ourselves in lead organization and scheduling of showings automatically.

But you can still treat it as resulting in Ordinary Income even though it is reported on Schedule E, which lets you properly report in accordance with the tax results it seems you are shooting for under the tax return loophole.If your CPA is looking at switching it between schedules to get that tax result...it sounds like they don't understand the reporting position fully and/or they just don't know how to use their own software to address it.In summary, based on what you are describing for the situation, it should go on Schedule E, with what sounds like the resulting refund of $17k.

I am software engineer by trade, but have always loved and followed real estate.

increasing STR profitability is more of a business thing than an investing thing. lots of str influencers on ig that do really well and have courses. 

Is it influencing any of your investment decisions? 

My immediate question is on changing PM software. 

I don't want to change our software for accounting / management because I have another LLC that requires quickbooks.