As a software engineer, my inclination is to build an app that can automatically scan (scrape) for services offered by different companies with side-by-side comparisons of the numbers, pros & cons, etc. to optimize cost savings at the start of purchasing a new rental property.Curious to hear what everyone else does!

@Wayne Brooks in some states surveys are public record and are automatically recorded.

My understanding is that you cannot ask the tenant to leave after the lease is expired (the law says after expiration it automatically turns into month-to-month) unless the tenant is breaking any rules that he could be evicted for.

A Gmail address is a dead give away but also when I see LLC in the lending name I am automatically suspicious. 

In Missouri, when a lease expires and is not re-signed, it automatically converts to month-to-month tenancy.

Depending on what your lease says, it may automatically go into a month-to-month rental agreement, so you shouldn't have to do any additional paperwork unless you wanted something in writing about the prorated rent.

It doesn't terminate automatically when they fail to pay rent.

However, if you allow automatic debits, the tenant can't manually make that payment, right?

@Kenny Dahill point taken, my apologies and thanks for keeping it professional:)One comment though, just because a proerty will negative cashflow, isn't a reason to automatically recommend DIY to put a band aid on the problem.

Thanks a lot @Pedro Hernandes for sharing your views.I agree to portfolio reporting part; I have few questions regarding same.Real Estate being iliquid or infrequently traded asset class, Does it really require daily portfolio reporting since changes in price are mostly on month-quarter basis unlike frequently traded assets.Also, on automatic fundraising or investments in RE, can investors really be comfortable with it since there are not only Returns or Future cash we look for when analyze any potential investment but many experts and associated soft costs are part of almost each transaction.Trying to understand which features for Portfolio Reporting and Automation of Fund allocation or raising through various options; automation can serve and in which capacity.Regards-Vijay