This is awesome. I live in SF, and have a base in Istanbul, which is from what I heard, similar to Lisbon in many aspects — but I would be hesitant to recommend it without at least a willingness to learn Turkish. There are some digital nomads here in HN based in Istanbul, though.
Nevertheless - my point was, you’re living my dream and I’ll definitely give a visit when my life allows for a Portugal trip. Never been yet.