If some bad news hits a city (crime, company shutting down) we can have mail to them the next day, with the mail piece being relevant to that news story. 

That's the nature of disruptive technology I suppose.And I don't think the actual amount of the transaction is really relevant so I wouldn't say you are outclassed.

Check with other PMs in your  area to get a relevant percentage. 

I really can't say what my average return was because over the decades I didn't keep track, it's not a relevant measurement.

One reason could be that not all appraisers consider basement space to be "general living area" (GLA), regardless of the building codes.To overcome this barrier, you can:Provide Documentation: Present the city’s approval for the egress window and any other relevant permits or certificates that show the space was done according to code.

Definitely go the legal route here, don't rent out the basement unless you have the OK from the relevant authorities--it's regulated for a reason (fire safety, carbon monoxide poisoning, etc.) and your insurance will not have your back if something goes wrong.

I believe it is gathering STR data which is only partially relevant.

Finally, your hunch is correct: when the syndication cycle closes, your past "free lunches" will have to be paid for, aka recapture.Here're some relevant posts from your favorite site:https://www.biggerpockets.com/forums/51/topics/839015-are-sy...https://www.biggerpockets.com/forums/51-tax-legal-issues-con...https://www.biggerpockets.com/blog/real-estate-professional-...  

I think my skills in mental health counseling and healthcare management are going to be surprisingly relevant to real estate investing (at least I hope so). 

I think (not sure) its relevant to my bond rating.