Both are making money and have reasonable cap rates, a bit lower than I would like, however, not horrible Imo. 

I considered private money for purchase and rehab and refinance at a later time.

think about how much money that would be, almost nothing.

My preferred money market is returning near 2x my lowest rates.  

-I hear condos are now charging outrageous amount of money for association fees and costs and people are selling their properties on account of this.

(The property’s home state and your state of tax residence will both want money if they collect income tax.)If the property is only in his name you avoid all the taxes by waiting until his death to give your daughter the property.

If you pick your JV correctly you can make a lot of money.

If they have the money, they have the money.

It may not make sense for your personal finances if over invest and end up with a house hack option that costs more money than somewhere you could live on your own.2.

While I don't do anything with wholesaling, I do/can provide help as a Private Money Lender for you.