I bought the property got title insurance and a couple years later the town came and wanted me to pay for those improvements that weren't paid for. 

C class areas can see up to 5 weeks but that can be drastically improved if you play your cards right.

$71,000 in improvements for a $400 rent increase doesn't sound like a good deal to me.

If I remember right it does cost them something, even to just run a quick automated search.Unless they know you, you've brought them plenty of business, and they think you have a reasonable chance of selling the probably you plan to buy.One alternative is to take a class on how to run title searches yourself.https://www.timios.com/ has been known to be investor friendly. 

However, it doesn't indicate that the professional is well versed in taxation as it relates to Real Estate.I would question the EA how many clients and what percentage of his clients are real estate investors.You may also want to ask him/her for a referral from one of his real estate investing clients.In the chance that he/she does not work out - there are tax professionals here on BP that may be able to help.

On the fourth house, that inspection could find an issue that gives you the chance to back out, saving you thousands of dollars, making all of your money back on the prior inspections.

When I am in the process of buying a multimillion dollar deal, I would rather not leave that up to chance that someone in a forum, on YouTube, or on a podcast is going to thoroughly answer my questions and help me solve my problems (no offense BP... lol). 

Or no chance?

Once you are capable of doing deals all cash with no contingencies, you'll have a better chance, but let that happen when it does. 

That will enable you to acquire the property, improve it, refinance (pay off loans), and then keep that property.