I'm 47, been in Portland since 1996, and I am a writer and publisher. In fact, I'm the author of two hiking guidebooks, a camping guidebook, and a breakfast guide to Portland (seriously!). So I can totally give you pointers.
I am all about the outdoors -- hiking and camping -- and there's a decent chance that while you're in my place I'll be sleeping in the woods. If I am visiting your town, I will want to know where to hike and eat breakfast, and I'd love to catch a soccer game.
I am also clean and sober and into my spirituality, so I can leave my meditation alter in place, if you'd like.
I might be able to hook you up Timbers tickets while you're in Portland.