This has just happened to me too. Fresh save, just got to Sanctuary. Stranger gives me an ASAM. Open the Workshop menu. SS2 menu is there, but no plots menu (but other options exist). All requirements installed and in proper order.I am creating new profile and will help do some testing. Will let you know.
I mean, the problem for me isn't that he's not showing up. He does. He gives me an ASAM. The SS2 menu is there and so are several SS2 submenus. But no plots.Save game where Settlements Unlocked - Magazine Found and Stranger Arrives 1.00EDid the Unlocks (see pics) so you can concentrate on the Sim Settlements 2 questing instead of the unlockingwww.nexusmods.com
Go here for those having issues - Version 1.00E - Tutorial started - just hook up the Beacon.