Current Setup (Owner-Occupied + Rooms Rented)The house is their primary residence → they keep the Section 121 exclusion if they sell (up to $250K each, $500K if married) as long as they’ve lived there 2 of the last 5 years.The rented bedrooms = rental portion → they can deduct:A share of mortgage interest & property taxesA share of utilities, insurance, repairsDepreciation on the rented portion of the homeThe share is usually based on square footage (e.g., if 2 of 5 bedrooms = 40%, then 40% of those expenses are rental deductions).2.

The housing authority already verifies income and pays their portion directly to you, which usually makes it very reliable.

Each of you could then take your interest in the property and do a 1031 exchange using your portion of the proceeds.

According to a 2024 study, nearly 40% of Realtors rarely or never use a CRM, meaning a substantial portion of the real estate agent population does not utilize this technology for managing client relationships and business processes.This is wasting a lot of time for 40% of agents.Imagine not remembering who to contact,what new leads came in, or even forgetting to textor call a lead back?

Since you’re house hacking, you’ll generally only be able to deduct expenses tied to the rental portion of the property (half of the duplex in your case).

Yes, the government pays the Section 8 rent timely, but more and more tenants are having to pay a portion of their rent.

We will need to use a portion of the proceeds ($800K–$900K) to purchase a new home.

Maybe the company would handle all or a portion of that.

I look at STR as a hospitality business where you own the building and are unlikely to be able to profit from selling the business portion.

I have recently started using Bill.com - but only because we started to participate in a local affordable housing program (not "Section 8", but similar) and that is the system they use to pay the program portion of the rent on behalf of their voucher holders.