Quote from @Leo Ray: LOL ....next up: a videogame simulator for doing your taxes.

Let's see: You sell one property, and to avoid paying cap gains tax, you then reinvest those profits within 45 days into a larger "like kind" property.

You pay your dues and learn.

However, due to rising insurance and tax costs, I'm starting to feel the financial pinch as the tenant currently pays rent 60% below the market average.My long-term goal is to acquire more properties, and I've considered doing a cash-out refinance to access equity for reinvestment.

Insurance is suddenly dropping me due to the buildings not having a sprinkler system.

I’m also aware there could be tax advantages to running a rental business, which could help offset the shortfall.I’ve had experience with short-term rentals in the past, but I found them to be a headache.

I've never been amenable to systems that insist on a monthly tax on my business.

I know California is still famous for clawing back the taxes owed eventually on a 1031, I don’t know if they are the only state that does it.

Quote from @V.G Jason: Organize taxes and eat better.  

You take all of it but make sure you put 25-30% of it away for taxes.