I am surprised how concerned people are getting over mostly driving violations. 

As I'm in talks with the oil company that currently owns the land, what questions should I find out from them that would help reduce any surprises?

As a listing agent, I explain to seller that an inspection can be more protection for them, anyway, because 1) buyer waives right to repair anything discovered in the inspection if not negotiated during inspection period, so fewer surprises at final Walk Through, and 2) buyer less likely to succeed in blaming seller later for something even their own professional didn’t find (unless seller was really hiding it).

OVERALL QUESTIONSI’m wondering if there are any “gotchas” I should look out for in managing or renting either of these properties, especially regarding taxes, maintenance, or any other unexpected costs.

Not surprising that he would say that you didn't follow the course or his program.

Cash flow will provide you with a steady income and a safety net for any unexpected expenses, which is especially important when starting out.

@Tanner Johnson  Surprised a town of 30k would be considered rural.

Like @Michael Quarles and @Kristin Flores-Brockman are saying here.Occasionally there are investors who acquired an investment property with the intent to hold and put renters in, but find some unexpected negative catalysts that will impact their ability to rent it out.

As with any type of investment, investors should list the estimated costs to calculate their potential profit.Costs to consider on fix-and-flipsRepairs (always be conservative)Carrying costs (interest, points)Monthly costs (utilities, HOAs, insurance, taxes)Buying costs (back taxes, cash for keys, liens, code violations)Selling costs (commissions, closing costs, transfer fees, title insurance)Unexpected costs (add $5,000 to be safe)These are the basic costs investors should consider.

Also, try to budget for unexpected repairs, as REOs can sometimes have more wear and tear than anticipated.