@Lucy ChangIn addition to filing a federal + state tax return - some cities/counties have their own filing requirement.It appears that San Jose considers you to be doing business within their boundaries.Below is a link to their website with instructionshttp://www.sanjoseca.gov/businesstaxYou can hire someone to do the proper filings for you or you can look at the instructions and do them yourself.You should look at the instructions on whether to put yourself as a sole proprietorship or a partnership.

Just additional food for thought since I know you were considering removing the tree: If you do end up removing it, make sure to alert your insurance company and let them know because that can lower your premium.

The formula is simple and is as follows, 75% of gross rent - PITI = net rental income.If net rental income is positive its added to your total income and improves your purchasing power.If net rental income is negative then its considered a liability similar to a credit card or a car loan that you gotta qualify for.Some banks have "overlays," or additional requirements they place on top of borrowers when you have rapid acquisitions of multiple properties but by no means is 2 properties in one year considered "rapid," by most lenders, however 3-5 would be its an underwriter and case by case bank "call," to make. 

So at $7500 he could wire the 2nd floor only providing that there are no additional costs.

In addition to license, associations generally require some training time as well. 

I've used a HELOC for years to support cash purchases (in addition to loans against my 401k).

If so then I would say his labor is additional to that...as would be the other members..You mentioned you were set up as an LLC not disregarded...so are payroll taxes being withheld from his checks or will he be issued a 1099 for his payments?...

The photo uploads and allows for adjustments, however, after hitting the "apply" tab it does not add it as my profile photo. 

The problem I am trying to solve is raising the additional capital and structuring the deal.

Im looking to add a bedroom and bathroom to my first floor utilizing additional floor plan space.