I am deeply grateful for the challenges I've faced, as they have shaped me and brought valuable perspective to my journey.4o

When we moved, we turned it into a rental, hoping this would be the start of our real estate journey—something we’d like to continue once my husband retires.Some key details:My husband is active duty and will retire in 3 years.We have one final move coming up this summer to Raleigh, NC.Our current debts are crippling us—the high interest makes it tough to stay afloat every month.The plan me and my husband are thinking bout:Sell the rental property.Use the proceeds to pay off all our debts, set aside emergency funds and a down payment for our next home.Free up $1,500/month from debt payments, and that also can stash in a high-yield savings account.Regain full VA loan entitlement, allowing us to purchase a multifamily home and use the house hacking strategy for up coming move.Avoid capital gains tax, since April marks five years of ownership, and the tenant’s lease ends in May.This wasn’t our original plan, and we hate the idea of using our equity to pay off debt.

For the moment though, I am just trying to gain a more robust understanding of all things real estate that I could reasonably see in my future.  

I've also held of holding properties in individual LLCs that are owned by one S corporation, which allows for a 60 / 40 split between ordinary income (regular tax) and dividends (capital gains tax rate).With the goal of minimizing taxation and liability protection, what would be the recommendation from more experienced people here?

.🔹 Co-Living is Gaining Legal Ground:Colorado eliminated all restrictions on the number of unrelated adults living together statewide as of July 1, 2024, marking a major victory for co-living advocates.This week, Jacksonville Municipal Court ruled in favor of PadSplit, voiding citations for “illegal boarding houses” on constitutional and fair housing grounds.Cities like all over like Washington D.C. are considering zoning reforms to allow more co-living developments as an answer to the housing crisis.As Airbnb restrictions tighten, co-living is emerging as a scalable and legally sound alternative that balances affordability, tenant stability, and community needs.

For example, you could create a weighted structure where a percentage of profits is based on cash contributions, and another portion compensates for rehab or management efforts.Rent Payments and Tax-Free Profits:If you structure it as an owner-occupied property, the rent you pay could be shared proportionally, but tax-free gains on resale may only apply to your share, as you’d be the owner-occupant.

With new regulations in Canada like the flipping tax and property gains tax, I want to be mindful of the risks involved. 

.🚀 Making It Work1️⃣ Optimize Your Space – Converting a living room or office into an extra bedroom can supercharge returns.2️⃣ Target the Right Tenants – Young professionals, digital nomads, and students love co-living setups.3️⃣ Automate the Management – Using systems for roommate screening, lease agreements, and shared expenses makes it passive.Co-living is gaining serious traction in house hacking circles, and I’d love to hear from others who are using this model.

Build equity while gaining experience as landlords.

You reduced the amount of untaxed capital gains you’re carrying forward but you didn’t create an expense or a deduction today.