How difficult is it to get a property out of a tax lien?

What are some constant problems people encounter in real estate that could be solved by technology?

Unfortunately I doubt anyone is going to be able to answer this question, and even if they tried, their answer wouldn't be all that helpful.The difficulty in answering arises from a lack of data.  

Yesterday I completed the sale of a long-distance rental and could only have maneuvered the complexity of the city's process and title difficulties with my truly excellent real estate agent.

If you can't get transactional funding to actually buy it yourself this is going to be difficult.  I

The risk that the profitability would not continue is greater than average….could be for any number of reasons, such as a local market based on oil prices, a smaller city reliant on a single major employer, an area reliant on a military installation, the possibility of the property incurring internal obsolescence due to changing technology, competing property currently being developed.   

Essentially, I was thinking of adding things that I like but I was concerned that it might not appeal to a potential renter and could cause difficulties down the line. 

This can be thought of as the old school style that many landlords utilized before the availability of all the tools today.2nd Tier - This approach combines elements of both passive & active approaches & has become possible in more recent years with all the advances in technology that make it easier to manage properties such as online listings, rent collection, smart phones, property software for accounting, etc.

high motivation, low cash, high leverage of time, technology and networks....  

As there seems to be some significant difficulties in comprehension I will help you and draw things out in Crayola, will that help?