It has two bathrooms, full kitchen, and open area and seven rooms that could be used as offices or I guess it could be a boarding house too lol.

Sometimes the internet can make us feel like all we have to do is buy a house or two and quit our job.

As a broker, you’ve already got a strong foundation, which will give you an edge in finding and structuring great deals.Since you're in Chicago, have you considered house hacking as a starting point?

Quote from @Charles Evans: I'm a new house hacker here.

Starting with house hacking is a smart move, especially in a higher-cost area.

I have seen a few people mention that house hacking is possible as well but tricky to find a property that can support that approach.

House hacking a 4 plex using an FHA loan would be a good way to get in with low money down.

If it's the case that you are in an area where this is a consistent problem, it may be better to install a whole house surge protector at the main panel.

As you progress your bookkeeping business, you'll likely want to learn how to export statements from a variety of property management platforms, as investor books are housed in bank accounts, spreadsheets, and a variety of property management and accounting software!

I kept thinking it would get easier and less nervy as I bought more houses.