I often have tenants who don't pay the last month's rent because they think the security deposit will cover what is owed. 

Bad news you may also have to cover your own commissions. 

Motivated sellers and distressed properties are more likely to surface.Creative Financing: Higher interest rates are opening doors to strategies like seller financing or subject-to deals, where you can secure more favorable terms directly from sellers.Shift in Buyer Preferences: With work-from-home trends still influencing housing demand, suburban and secondary markets are seeing strong growth.

You would need to tap into what the market may draw because not all markets could support this type of guest avatar.You may be able to get just enough bookings to at least cover your monthly expenses by leaning into your listing and how you market the property.

When they create costs they have to cover those costs.

As noted, if your options are Reg D, private offering vs fully registered public offering, even if you are talking Pink Sheet (OTC) stocks, you have public filing costs, annual audit requirements, and likely more on-going expenses that have to be covered by the property(s) owned by the offering.  

We recommend you get management contracts from several PMCs and compare the services they cover and, more importantly, what they each DO NOT cover.

Tax-wise, profits are taxed at your ordinary income rate, and frequent flips may subject you to self-employment tax if classified as a dealer by the IRS.

Investing is different from speculating, in that it’s data driven and therefor predictable and you have factors that play in that covers your downside and strengthen your chance of upside. 

Just make sure that anything that earn for this settlement is not subject to tax and if it is - allocate properly.