I have okay earned income as a transportation engineer, some passive income and occasionally some cash.

For me, it's the occasional help with cleaning that is usually my treat.

I don't care what my tenants do in their personal lives and they can have an occasional guest but when the "guest" is staying there on a regular basis, they are no longer just a guest.  

I've occasionally used Propwire and think it's pretty solid for a free tool.

He might be paying $1,200 simply to calculate depreciation and occasionally if a “repair” has to be capitalized. 

Your tax advisor is spot on—writing off a luxury car for your short-term rental (STR) demands solid proof of business usage; slapping a logo on the side won't cut it.The IRS lays down strict guidelines: the car must be regularly and exclusively used for business, excluding occasional STR trips or grocery runs.

I clean all shared areas of the home, cook occasional meals for guests, lawncare, maintenance, and shop for them (consistently provide milk, bread, basics etc)?

He only does tax for my husband's business and my income tax consultant occasionally.

Though you can get a lot of good information from social media, a lot of the time you will see extravagant things.

I am familiar of companies who specialize in tax strategy planning around the USA but I’m a firm believer in relationships built from occasional in person meetings and ‘being local’.