I asked when the other person will retire.  

Personally, I advocate for a long-term investment strategy and would recommend investing the funds, provided you are comfortable with the expected return on investment over time.

This deal proved to be the perfect balance of financial gain and personal enjoyment.

Some of the heavy hitters here in Chicago discussed the ADU program with a very nice person from the building department.

Which is very complex and costly and likely warrants professional help.Now, if it's just you and your spouse, then your 2024 tax preparation is likely relatively straightforward:- you will create a Schedule C on your personal tax return- you will NOT report any costs of purchasing the property or its rehab, not in 2024- you will report your business overhead expenses such as marketing, driving, technology etc- you will end up with a business schedule showing zero income and some expenses - not breaking the rules but potentially raising an audit flagCan you do it yourself?

My goal is to wholesale some properties single and multifamily to build some capital while fixing my personal credit and building my business credit.

they're not magic.are you going to in-person / informal meetups? 

I've got stories that would be hard to believe on some of my seller financing deals, contract on a napkin, personal check for a notarized deed, hand shake deals, etc., etc. and a LOT of fun.

Be that person who set's up some STR's there, runs em there, and really caters it to the US "bucket list" tourist. 

Personally, I'd go with the As-Is scenario.