The worst thing an Owner can do is to live in the same place as the Tenants. 

Hi Ropo,@Brie Schmidt is your "go to" for anything Chicago related.I've owned a condo there since 2017 and it's left a sour taste in my mouth as it hasn't moved in value at all.My fault tho as it was a "trophy property" of sorts so only have myself to blame.I've warmed up to the idea of house hacking over the years but still think that "money makes money" if you want to be active.$100,000 can go a long way in many markets when it comes to property flipping.But then again, not everyone wants to be active so I get it.Something to also consider is how landlord friendly the state is.I've heard some horror stories with Illinois but potato "potato" lol.My tenant for example is high net and I get direct withdrawal payment on the 28th of every month and hasn't skipped a beat in 4 years.Wishing you much success 

I think I remember correctly that for a period of time 80% of real estate transactions involved some sort of seller financing or existing loan assumption.

I would highly suggest getting into a market you at least somewhat know, are comfortable with, and/or have some sort of tie to. 

Providing any sort of motorized vehicle as an amenity is a lawsuit waiting to happen.  

@Zhihan Wan What sort of lease language do you think places responsibility on the tenant?

Are you talking about permanent movers, or those on vacations of some sort, or people who are temporarily to be housed due to an emergency and then intend to move back to their old stomping grounds?

Assume the worst.

Just looking for someone I can learn from and shadow, sort of like a mentor figure.

It's the worst clause ever.