We're fortunately enough to get the first dip on a lot of deals in downtown San Jose before they even hit the market.

I've been chewed out by agents for backing out deals with low(er) DDs because I did my DD and found too many issues, and I have had some try to pressure me into massive DDs which I did but fortunately did not win.

Fortunately I’m in a spot to be able to decline them and still get booked, but 99% of issues I’ve ever had with airbnb guests were from guests with no reviews who started issues on the property or had problematic stays almost every time like clock work.

Fortunately, they were just the intermediary and had nothing to do with how the taxes were allocated. 

@Joey Chan There is an investor here on Biggerpockets, Frank Rolfe, that made his first fortune in the billboard business.

These are the properties we see investors have the most success with (some quitting their day jobs from the cash flow).Purchase: $80k-$130kRent: $1200-$1500ROI: 10-14%Cash flow: $250-$350/doorAppreciation: Double digit (for past 10 years, will gladly send data)Location: C+, B- (suburbs and certain markets)We have over a dozen Fortune 500 companies just in Metro Detroit with huge Healthcare, Auto, mortgage, Amazon fulfillment, and more jobs.The bad reputation comes from OOS investors wanting $20k D market properties where the condition isn't what it appeared to be and/or the tenants never pay rent.

I had already lined up a tenant that was in need to that exact setup (was very fortunate to find this tenant) and he moved in.

Fortunately, a substantial amount of equity has been built up in recent years, and a near-term maturity may serve as a catalyst for owners to take profits and recycle the capital into new venturesHere are several graphs illustrating the current national commercial industrial market in The United States of America:Full Commercial Industrial Market Report Here: https://d2saw6je89goi1.cloudfront.net/uploads/digital_asset/file/1189855/United_States-Industrial-Capital_National-2024-03-10_a.pdf

You are actually quite fortunate to be considering buying a multi-unit in Chicago.

Fortunately for me my lending bank had title insurance which covered it because it took over 75 hours of research and digging through files in the basement of the county courthouse going back almost 150 years to turn up actual proof that the right of way existed which would have cost me about $6000.