I would suggest starting with what types of investments you would like to get into and goals.

Here once you start passing $1500 in rent your pool is getting pretty shallow. 

My goal is to build the capital needed to start investing in Real Estate, and I felt this was the best way to get there.I spent 6 years as a project superintendent with a commercial builder, followed by 2 years as a construction manager in the track home industry.

If this roof leak started suddenly during a storm and damaged the ceiling spontaneously you may not have much to go on.

@Jules AtonWe have started marketing to our guests as it is cheaper to keep a customer than to find a new one.

They would get that $500K tax free and the rest of the tax would be deferred in the 1031.A very elegant solution that puts $500K tax free in their hands now. 

I've been in real estate for the past 7 years, and I got my start like so many other investors through reading Rich Dad, Poor Dad. 

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 I proposed to my husband: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.

What I find to be most valuable: Ease of use, cost-savings and efficiency and here's what I mean: If using an interior designer to furnish your rental, they will hand you a list of supplies + furniture to buy and what I was able to do with Minoan is upload that list as a CSV file and then they come back with a quote of all of the items they can fulfill along with their respective discount. 

Once the work was complete, I refinanced to pay off the hard money loan and held the property as a long-term asset.This duplex also marked the start of my short-term rental journey—we ran our first Airbnb from one of the apartments before scaling to bigger projects.