In the realm of worker placement/action drafting games, I think Rosenberg is king, and of his WP games, O&L is the only one ** I've kept for multiple years now. The decision space for what to do on any given turn (especially late game) is absolutely massive is part of that reason. Also, kudos to @lolzy_mcroflmao for not wanting to overlap across friend groups. We do the same thing in our household.

If 2p is a requirement, then I would suggest The Colonists by Tim Pulz and once you play it once, start in era 3. It's a longer game in general though, but I find it's a much better 2p experience for the same proverbial question.

** (I have Rosenberg's newest Canal game, but it just arrived and I haven't played it yet. Also, I don't really consider Glass Road a WP game which is why it didn't make the list).