Now, I see you are in Seattle, which much like Portland, has extensive tenant protections.

I was a southern CT resident for 15 years and own a rental property in Trumbull CT as well.

I was just looking into this, and it seems that Oakland will only allow ADUs on properties with a single family residence (not multi-unit properties). 

I am renting two units (1 basement and 1 side unit) in my primary residence.

Been a lifelong resident and investor here since 2009 Ill send you a message 

Ensure you understand local regulations regarding permits; it’s usually a good idea for your associates to form an LLC for liability protection, but individuals can do renovations as long as they pull the necessary permits.

Investment Info:Single-family residence buy & hold investment in Valdosta.

Tyler,Due to the property no longer being a primary residence (both units are rented) the best terms on a cashout refi will be 75% LTV.

My plan was to keep the condo as my residence, but after a year, refinance to fund a down payment on a multi-family property, either out of state or in the surrounding NY area.

I think we have the option of taking out a heloc  and begin to invest elsewhere.The other idea , that I was thinking is paying off our primary residence which we owe 425k.