It's probably in his best interest to hold as he only needs requires $250K MAX in addition to the property he is selling, and can secure a new loan on the new primary.

Here are some considerations for both options to help you make a more informed decision:Option 1: Sell the HousePros:Immediate liquidity: Selling the house can provide you with a lump sum of money immediately.Eliminate financial strain: If the property has been a financial burden, selling it could relieve you of the ongoing stress and financial obligations.Capital gains: Depending on how long you've owned the property and the real estate market conditions, you might realize significant capital gains from the sale.Cons:Capital Gains Tax: If the property has appreciated in value since you bought it, you could be liable for capital gains tax, which could eat into your profits.Loss of potential future appreciation: Real estate generally appreciates over time.

This is so neither of us would have to pay capital gains on the sale since it actually stayed as a property for the LLC, my business partner was just bought out.

If you were to sell a property, what’s your taxable capital gain?

This is because of all the additional ways we are growing our wealth when we own real estate assets, much like owning other assets like a small business.

You also need to factor in capital gains taxes as it was your primary residence first. 

I'm relatively new at this and enjoy being an active landlord in addition to my day job.

And really doesn't provide additional value in terms of rents.

I'm hoping to gain more insight in these areas, and make agent, contractor, investor and lender connections.

Any suggestions on documents to ask for in addition to -Violations - Environmental hazards -Zoning issues -SurveysThanks!