I would NEVER Ever use OBIE INSURANCE  --Not honest in their dealings and do not expect refunds on cancellations  I am of the opinion that they are legal scammers Just be careful

It seemed like most the folks you have on staff are CPA or other, but no specific legal experts.

You are solely focused on the net income but have to understand the expense implications.  

Each option has different implications, so choose based on your financial goals.

I have a sibling who is looking to sell two single-family rental properties but is concerned about the tax implications.

And we will leave all non-IRS implications out of this, of course.Example 1.

Fiscal implications on real estate,4.

Examples might include areas in the Midwest, Southeast, or Sunbelt regions.Multifamily Properties: Consider duplexes, triplexes, or small apartment buildings to increase unit count and spread risk across multiple tenants.Short-Term Rentals: If you’re comfortable with the management requirements, STRs in vacation or business travel markets can offer significantly higher cash flow potential than traditional rentals.Value-Add Properties: Look for opportunities to buy undervalued properties where you can force appreciation through renovations or better management.Decision FrameworkRun the Numbers: Compare the projected cash flow, equity growth, and tax implications of selling versus holding with a refinance or HELOC.

And when it comes unraveled, implications CAN BE extreme, INCLUDING jail/prison time for it. 

“Broker” is a legal term that often requires standardized coursework and a state license.