The devs mentioned in another thread they were going to look into this. It definitely feels like a problem for me. I cited an earlier situation where by day 70 I was incredibly famous (Glorious) but only Open with a single House.
Agreed on the settlements. I feel like they degrade way too quickly when they only give 1 contract out at a time. I once got a settlement to Friendly, but it degraded back to Neutral because I couldn’t get contracts for it.