If you do what I describe in option 3 as a "hybrid flip", adding value to the asset via discounted acquisition and rehab, you will not necessarily capture the increased value immediately.  

Investor Carrot - https://oncarrot.com -  Lead capture / marketing websites for REI.

@Justin Bell - If I'm reading this right, you are using an application that violates Craiglist's policies, to scrape information off Craiglist's site, then spam the same list of people that you captured from Craiglist's site?

I'll post this screen capture of his post...Which lines up with his BP profile.

Ultimately, I was able to capture both aspects, due to having well over 1600's legitimate/verifiable time above and beyond my W2 job. 

I was going to move to a google-docs spreadsheet and write my own image capture in order to attach it to the line item.

Then cash out re-fi or HELOC to capture the second deal. 

My question is what if I depreciated my rental for 15  years and then decide to move into it for 2 years, would I have to pay re-capture tax?

Capturing these costs accurately will also help if evaluating operational costs (such as insurance) down the line to see if you can shed some of those costs and increase the value of the investment or improve cash flow.

The new LLC has its own bank account.How should this trip get captured for tax purposes?