Maybe if rates drop a bit and the market improves they can either try to refi again to pay us back or original investment or try selling later down the line. totally regret doing real estate at all - this is out of my expertise and I’m paying the price

Never consider Milwaukee, but I have heard other investors I follow on YouTube mention it.

Remember, C/D located properties generally appraise once improved for significantly more than they will actually sell in an arms length transaction so you can go to many C/D neighborhoods, successfully complete the BRRRR method but deal with  all of the operational difficulties of the asset class and then fail to achieve a sale figure remotely close to the favorable appraisal  that allowed for the proceeds to be returned through the refinance. 

It creates a great first impression and you can delay the backyard until cash flow improves.2.

Let's keep this discussion going to help others improve their strategies too.Best, Drago

Most also have podcasts and I expect youtube videos, so you might check out some of those from each person before you commit to $20,000.   

With $1,050,000 cash invested and a purchase price of $950,000, you likely have significant improvements made to the property.If you're considering scaling this strategy or need advice on financing future acquisitions, feel free to reach out.

REI offers steady cash flow, appreciation, and tax benefits, while business acquisitions, similar to the BRRRR method, can provide higher returns through operational improvements but carry more risk and require hands-on management.

Framing the idea as a way to preserve and improve the family property (rather than focusing on personal gain) might help avoid misunderstandings.

You want to let them know that these repairs are to improve their living conditions.