I am sure he has come across this plenty of times.Hey Jonathan, I appreciate the vote of confidence, but I've only ever bought and sold trailers that come with the land, so I'm probably not the best person to ask.

A CPA can ensure proper filing of rental income on Schedule E and help identify tax-saving strategies, such as optimizing deductions for maintenance, repairs, and travel.

As far as whether to approach them with or without an agent - approaching them directly without an agent can save the seller probably 2.5-3% of fees, which give you some room to negotiate on the price, but you need to be confident that you are capable of evaluating the property value, estimating on the amount of work that is needed, knowing how to negotiate/ structure the deal, and navigating the closing process.

STR is a bit weird because the Covid travel demand pushed the price hardcore for the last few years. 

You are procrastinating on the smallest of things which means you may lack the confidence to do what you are planning to do.

I’m starting to feel a little confident about moving forward.

You can also take a car ride and travel to Dallas, Houston or Austin.I think NYC is a good city if you want to work and make a lot of money. 

It sounds like you are overly confident in your Excel spreadsheets..... 

Deduct mortgage interest, property taxes, travel, and operational expenses.

It’s growing steadily with strong rental demand, especially for MTRs catering to traveling professionals/relocators.