Sure, it works, but my initial reaction is, WTF?

Some things may seem scary initially, but with the right people and a budget to handle problems, any issue can be resolved.Sweat equity during a pandemic really paid off!

Addendums can be useful for parties to recognize a fine point to the lease agreement, if the initial lease had general language.

If the tenant does then you explain that was your initial intention until your tenant failed to pay rent for June.Gail

This really only works if there wasn’t any bonus depreciation taken initially in the first deal.Let’s say there wasn’t any taken, and you have to recapture $50K in depreciation on the first sale.

Once you hit this initial wall there are some ways you can climb above it.You can save up your cashflow and contribute personal savings until you have the purchase money for the next purchase, and then rinse and repeat. 

It'll likely take longer than my initial guess of 5 years to achieve my goals.Right now, I have around $50k and make $50k a year after all taxes and expenses from my W-2.

For example, one way would be to structure it as a buy-out (offering an initial downpayment and then making regular monthly or annual payments with the revenue the business produces.) 

Involved in the initial roof repair? 

can i require them to pick up all items in one date/time session?