Sadly, I'm not in Eugene/Salem, but I'm a house hacker and real estate agent myself.

Things like, "Does an LLC make zero sense for a House-Hacker" and why I think trading stocks is silly, but active investing in RE is wise. 

We personally love 5% conventional :) They are a house hackers friend!

How have SFH hackers navigated regulations regarding rooming houses and/or boarding houses?

If a multi seller has two offers, one from a FHA house hacker and one from an investor, they usually go with the investor because it'll be less headache (investors care a lot less how it looks) and no FHA loan issues.Out of the last 20 house hacks we've closed, only two have been multis.

Not being able to find tenants is one of the biggest beginning house hackers have when they first get started.

Partly because you're competing with retail buyer/hackers (and they can afford to pay more because they're living there) and partly because there's a lot of competition from other investors looking to make the jump from SFR.  

I may be biased as a recent home-buyer and "house hacker" in Bayonne (in addition to being a licensed NJ Realtor), but I think Bayonne offers some great opportunities, not necessarily from a pure rental play, since the taxes are high and it would be challenging to generate solid positive cashflow, but for anyone looking to house-hack (live in one unit, rent out the other, while enjoying a good quality of life, with plenty of upside). 

Long Island house hacker here :-) I'd say - it's not only doable, it's also tough to live here without doing it!

Hi Vicki@Gene Hacker spends a lot of time out in Ridgecrest.