My desire would be to take profits from other sales to add hard improvements to the property and rent those remaining four lots out for tiny homes/mobiles. 

Your gain is the difference between the adjusted cost basis (purchase price-depreciation recap+capital improvements) and the net sales price. 

As you get months down the road from the point when the inquiries happened, your credit score will improve again provided you are keeping healthy credit traits.

You're going to have to make some significant improvements.

My long-term tenants in a a town home have acquired 2 very large pick-up trucks and a sedan since signing a lease last April (it expires 4/30 this year).

Acquiring below market and implementing a value-add improvement plan will result in a portfolio of properties that appreciate over time and that also offer significant tax advantagesPick the right market – not all housing markets were impacted in the same way during the last recession.

Personality: Very strong discipline and work ethic, smart, analytical, detail and numbers oriented, currently improving a weakness of time management and getting lost in the details and getting better every day.The plan:  Flip as full-time as possible while:  Flipping one house at a time to start so I don't over-leverage in case something goes wrong  Hiring out as much work as possible to focus on the big-picture process, plan for the next one, and maximize the pace of flipping, learning, and scaling  Target C class houses and neighborhoods in Kansas City, MO (maybe 60k-100k ARV to start).

Don't worry, you can get the job done without MLS data, it's just harder to do.As far as your question about making an improvement and if it's worth it, that just depends on your market and is a very difficult question to answer, even for an appraiser.

If it is going to be my responsibility more often than not, would I be able to write off a new truck as a business expense?

I appreciate you taking the time to assist and to provide this list of information to include.Purchase price: 249,900Down payment: 7,500Additional closing costs: 4,887Additional cash for improvements: ~1,000Current market value: 298,000 (this is Zillow estimate, haven't discussed with my realtor yet)Current loan balance: 235,227Current loan interest rate: 5.0%Monthly mortgage payment: 1,574Monthly average total costs (with utilities included as it is a furnished short-term rental): ~1900Monthly average rental income: 2241 (averaged over past six months, has ranged from 1423 to 2646)Monthly long-term rental potential (assuming no utilities or furniture): 1500-1600 (pretty much just the mortgage)