@Timothy Blackman check for state and local first time home buyer programs.

Given that it is near the end of the year, it is almost impossible to get the STR permit  and actually rent it before the end of the year, most likely, I am not able to get any tax benefits in 2024. 

You state that everything is equal but are concerned that not everything is equal...It's very possible to see a price spread like that even with comparable coverage but it's also vitally important you work with someone that has your back to make sure you understand your coverage before you'd have to use it.  

Run the numbers looking at a 5 year plan.

What made you interested in investing in this type of deal?

Had the help of David Armenta of Armenta Realty, who walked us through the process and taught us the importance of our first home purchase.

It's so easy to have some magnetic signs hanging around to throw on your other vehicle if you want to go do a bid and not take your big ole truck.I have no answer as to why they don't take advantage of this.....it's just dumb (maybe there's your answer :-) I have the company name on 3 out of 4 work trucks .

The client retained the services of a well known attorney who has a great record of winning these types of cases. 

Any suggestions on how you calculate the wholesale fees would be appreciated.

You should call a couple local banks to discuss the types of investments you may be looking for.Alternatively, a great strategy for someone just starting out is House Hacking.