However, high property taxes and rising values can pose challenges.

If the landlord was aware of his past, yet rented to him anyway - any lawyer worth their salt would make a nexus between those two pieces of information and create a liability claim.In addition to the extreme negative press you would get, it also takes time, money and energy to defend a lawsuit you will eventually win.

For me biggest challenge I always have is getting returns done and k-1s issues

Beyond that, I simply avoid voluntarily putting myself in situations that might require a better than average likelihood of needing to defend myself or others. 

Quote from @Julia Lyrberg: Investing in Austin's real estate market can be challenging due to high property prices and market saturation.

Will you be able to spot an issue by doing a drive by every couple of weeks.I'm challenging you Brian to get of the fear of "out of state".

This may be challenging with both of you in full-time W2 jobs, but worth considering if one of you can transition to real estate part-time.Alternatively, the Short-Term Rental (STR) loophole offers another path.

The biggest challenge for being a great realtor is always generating leads and staying organized.

It's very helpful to se the real challenges you've encountered across different markets- especially your point on finding qualified subs and staying away from high-rate lenders. 

Quote from @Ryan Konen: @Chris Seveney I've lost a job at company that was morally challenged when I spoke up they found reasons to dissolve my position.