If you are new then your broker should be more involved.Fully analyzing your transaction going in and anticipating problems is what will make your transactions go smoothly.

Ideally that CPA will ask you questions about your anticipated activity (do you plan to buy and hold real estate, flip, wholesale and not take posession, etc.) as well as other elements of your financial life (do you have a spouse, other income, etc) and help you make the right choice. 

So I would say don’t get to hung up on the amount of interest you are paying on the loan over time under either scenario without anticipating changes due to inflation.

If you buy without cash flow for anticipated gain in prices that is speculation.

That was much more than I anticipated.

if the drilling turns out not to produce the revenue anticipated, and the drilling company shuts down drilling, can the land be safely converted to residential development [land is an hour outside a top 10 fast growth area]?

They are likely anticipating breaking your noise rules.

Is there are market for this....I anticipate having a couple of vacancies this winter and am thinking about trying this out.

As to furnishings, depending on your market and clientele, you just need to anticipate replacement periodically, both to keep up the overall quality in line with other options in the area, and to account for heavy wear and tear.

Generally speaking, the answer to this question is not necessarily a simple "yes" or "no," but there are some key principles of Florida law to bear in mind as a way of anticipating what might happen if a buyer does not close:1.