Feel free to work with the one you feel most comfortable with.When you work with your accountant - you will want him/her to review the last couple of tax returns you filed since you did them yourself to determine if there was any errors/rooms for improvement.Owning more properties and in multiple states does add to the complexity of your tax return.

So you’ll really want to feel comfortable with the refinance part of this transaction as the LTV tends to be about 75%, so you’ll need to ensure you gain that amount of equity with your renovations.

I cash flow on my first duplex an amount I am comfortable with and I will cash flow a comfortable amount with this other duplex.

But I see myself in the same shoes as @Oscar Moncada.

Having your own source/relations are much more comfortable to me, I will definitely contact her.

If you think you'll only do it say, 5 times, then wouldn't you be better off (comfort-wise) just renting out the non-rehab rooms while living/rehabbing inside, which is sustainable?

I may eventually consider investing in a long distance market, but I think I'd like to get my feet wet locally so I get comfortable with the process in a place where I have more resources and access.Does anyone have any suggestions on what markets in the general Portland area can potentially provide cash flow through single family rentals?

I would be comfortable trying software with just a few vanilla rentals. 

@Kelsey Mortimore find deals that you are comfortable with, even if there is a drop in RE prices. 

If you are selling to another investor, they just step into your shoes.