I'm getting this advice from my attorney; you might want to consider signing up for a company like Legal Shield where for about $45 a month you can call attorneys any time to get advice.

It simply compares the difference between the average purchase price to the average sold price for an investment property, and Philly just so happens to have the largest gap. 

I am looking for recommendations on a solid property management company that can deal with a C class property the has a few section 8 tenants.

I just got a quote from my primary insurance company.

Knowing that I qualify and knowing how to properly record are different concepts though aren’t they?

Also, the carry forward losses can be used to offset other passive income (e.g. if you currently have another rental with income or eventually have another rental property with income).Short-term rentals have different tax benefits and requirements.

Are there any mentors or companies who can share their experience?

@ArieAna Overstreet I’ve been house hacking with different scenarios for close to 30 years.

She and her husband, Isaac, run a property management company in Jax and have been helping landlords rent out SFH for years there.

will not make a hoot of a difference, ok maybe one or two thousand, increase value but doubt it.