It sounds like your tenant repeatedly tried to make payments to you from an account that had insufficient funds.

I personally would recommend looking into BRRRRing and flipping houses so you can leave and rinse and repeat your capital as much as possible.I would recommend working with a good investor agent and other wholesalers.

How would've the existing electric, HVAC & roof REALLY affected the STR marketing & guest enjoyment of the property?

And repeat this. 

Plan your renovation timeline to list properties during peak buying months - also take into consideration that snow and rain will affect your rehab.Another way that you will want to take climate into account is  that given the cold winters, energy-efficient improvements like insulation and modern HVAC systems can be attractive to buyers.

Economic Uncertainty: The broader economic environment, with concerns about a potential recession, can affect tenant stability and property values.

Rinse and repeat.

I’m not sure if a JADU will affect the house’s value, but since I just bought the house in May and plan to live in it for 10+ years, I'm happy as long as the garage can provide a steady cash flow to help offset my mortgage payments.

With Waco’s tourism growth thanks to Magnolia Market, how do short-term rentals affect the local RE market?

I could just hire a lawyer directly (and for less based on what most are saying).In most states PMC personnel are NOT allowed to represent an owner in court.Please check your state laws before repeating your statement about this!