Average Rent- $1,500 / monthIf I were to rent this to two people my income would be $3000 but since I'd be living in the other half, I would contribute roughly $500 / month (I am currently renting at $1,500 / month in Portland so I see this as gaining $1,000 / month on my end)But since I'm living it the property the numbers I'm seeing based off the general rules of thumb don't make sense.How should I adjust my analysis to take into account that I'm living there?

Right now, my plan is to focus on a single niche, and then branch out into other forms of investing after I get some experience.I've observed BP's community to be very forthcoming in the sharing of information and I hope to be able to contribute one day myself.  

@Joshua Dorkin @Brandon Turner I contribute to the member blogs on a regular basis.

Then you benefit not just from the capital contribution, but experience/guidance. 

That said, there are many poorly run communities that contribute to ongoing depreciation as do smaller sizes and original poor quality of the home.

I dont have friends/family to contribute nor long relationships with private money.

On my property itself, my interest rate was so low that the tax returns at the end of the year and only getting 25%ish of it back (my tax bracket) was not extremely interesting; it was a no-brainer for me to contribute extra cash toward the note and aim for getting the HELOC.

Other than by the normal means of IRA contributions, you may not personally add funds to the IRA.  

This year, I purchased my first three rental properties, have a question about the taxes on that income.With this new source of income, do I need to be contributing to the taxes due throughout the year similar to how a w-4 takes out money?

Actually using regression statistical model (90 day weighted avg) based on home price since 2011 to date analyze sf, lot size, amenities(fire pit, modern bath, outdoor fireplace, pool, hot tub, solar panels) to determine the contribution.