And this is so market specific..  

However, many states now require some version of a license to wholesale, so I'd identify a market first and then dig into their specific wholesaler requirements. 

Campus housing has been under tremendous headwinds for the last 4 years.These properties were sold with extremely aggressively optimistic projections, as well as a price that represented a significant premium to fair market value.So sorry to hear about your investment.

@Jonathan LudizacaIt really depends on the market.

It’s not an arms length transaction if your wife owns the selling trust that’s buying her parent’s property for less than market value.

You have to know the market before you build a plan and I don't think this market supports your intended plan.

From my experience, cities like Greenville, Columbia, Augusta, Huntsville, Chattanooga, and Jacksonville offer strong house-hacking opportunities with growing job markets, solid rental demand, and affordable multi-family options.

Until the lease ends and then the legal notice time in your market has passed.

For multifamily, target markets with strong rental demand, value-add opportunities, and creative financing options like seller financing or private capital.

Market Demand: Buyers love move-in-ready homes, and flips are often the most attractive properties on the market.