Compare selling vs keeping side by side in an excel file. 

Factoring in filing taxes, maintaining LLCs, and overall cost vs security, I’m hearing many different options. 

You have choices though… from being the butthole landlord who tolerates no being behind… files eviction at the first drop of the hat, to the softy that gets exploited.  

This will give the lender the ability to scrub the file without having a hard inquiry on your credit. 

We've had 318 S-TR filings in that timeframe.

Even if you do everything by the book, chances are some home owners will eventually feel angry and resentful at you for taking their house from them and profiting from it, and all they have to do is file complaint with AG.

We’re in the business of closing deals, not wasting money on title searches, time, etc. for files that don’t get to settlement. 

But if you think "LLC filing" is complex, then neither is a good option for you.  

So I should file it under the Schedule E.But my question is, how do I actually file it on the schedule E? 

If you live in the home for 24 months out of the past 5 years, you can exclude up to 250k of capital gains from your income, or 500k if married filing jointly.