The reno should be capitalized, but doesn't make sense because of the unreasonable standard recovery life.

Unfortunately, in that location finding a reasonable contractor is almost impossible or their fees are unreasonably high (I mean it). 

If the downstairs tenants is in fact unreasonable I have offered them out on the lease.

Walk in and say something like "Look, I know you probably think we're being unreasonable here, and that we should have caught the lease issues sooner..."

As others have mentioned, being built in the 80’s and qualifying for two residential loans are big pluses, so this could be a good opportunity for an investor, but the sales price would likely need to be below list for it to make sense, which isn’t unreasonable.

Syndications that hawk unreasonable returns and unbelievable risks while raking in chunks of fees for the syndicators, sometimes people who have almost no experience or knowledge in the products they're selling. 

That’s not unreasonable, but it is the area I would focus on tightening up first if possible.

This might just be me, but I feel like an unreasonable amount of my time gets eaten up chasing documents.Leases that need signatures, background checks, insurance COIs, W-9s from vendors, stuff from brokers or attorneys that was “sent already” but somehow never arrives.It’s not even hard work, it’s just repetitive and annoying.

.* He said it was too much to take the trash and recycling off the property in one trip because he has a tiny car, and that the amount was unreasonable.

Not addressing this correctly will create unreasonable financial damage on your end and also breed resentment and lead to more issues.