I tend go in very uncertain if I have rehab costs right and wondering what might go wrong, but pretty certain I have ARV close. 

If the family member isn't comfortable with that particular tax return and is uncertain about any potential gift tax due based on their individual facts and circumstances it may be advisable to consult a professional.

How does the recent rent control/ tenant protection legislation affect our approach?

Hi Peter,Portland does have strict landlord laws and you are correct there was recent legislation that gave tenants more protection.

https://cal-rha.org/legislative/ab-1482/'“NO-FAULT” JUST CAUSESIntent by the owner or owner-relative to occupy the unit.

I am looking at getting into wholesaling, but I am uncertain of how to get started.

Granted you could always tell them "No, sorry...Get out", but more often than not these are great tenants who you've established a relationship with, and it's better to keep them in place than push them out in exchange for an uncertain outcome.It's also common to find more work that needs to be done (painting, floors, leaks, etc) that wasn't evident until the unit was vacant, which in turn often delays the availability of the unit.3.

Bob a few points on the Lead legislation in Cleveland. 

In California, it is usually standard to have specific language regarding smoke detectors due to recent legislation requiring property owners of any rental to install, maintain and test smoke alarms.Basically, smoke detectors must be operational when a tenancy is created.

If you are just looking to insight "discrimination" and "morality" against landlords where no law currently exists to support said discrimination, you may do better to visit your local politician and get "discrimination against bullies" legislation going there.The rest of us will go back to screening and eliminating risk, within the laws, as we see fit and have a right to do in our businesses.