@Susan Tan,
A lot can go wrong being that you end up with no job at all. I would call the plan far from bulletproof but the idea is worth exploring. Ideally if you can keep your same job and just work remotely from OR or WA that would be ideal.
If you are not familiar with the areas and where you want to live yet I recommend you rent for the first year. It will take a while to find the right agent that understands your investment objectives as I see many houses selling at prices that don't make good investments
Keep in mind that the state of WA has 0% income tax whereas OR has almost 10% income tax. So if you work from home a place in Vancouver or close in suburbs might be a good place to start out while saving on the income tax while you figure out your exact location.
I would target a house with an ADU over a multi-family property. I find that multi-family is mostly in less desirable areas and is more expensive (less cashflow because being sold at lower cap rates) then a single family home. You will have to search and search to find a fair deal but there is far more inventory of deals on the single family front then in multi-family. This is specific to Clark County, WA. I don't follow what is going on in Oregon.