Interesting. So, I've been thinking about how Chaim would respond here, and I think my next IC will be informed by a couple factors. First, @Crater, how far forward are you comfortable with me pushing the action? Chaim will warn the rest of the team that he's picked up a tail, and will do so before joining back up with them. It may be best for him to go about things solo, and see if they may be able to find the tail by following him. That assumes the team is willing to do so.
First order of business will be to get somewhere busy, public, and without too many security cameras: Touristville is the first place that comes to mind. He'll try to be anonymous and lose any would-be tails there. Before heading home he'll want to hit a few bars, and maybe bribe a maître d' to let him slip out the back exit. He will also be rebooting all of his electronics, and if he's in a place where some of the patrons aren't broadcasting a SIN at all, he'll do the same and go Wireless Off while switching locations.
I'm going to make a Perception test, and see if that nets any additional info. He's Specifically Looking for any sort of tail. Chaim has: INT (4) + Perception (5) + Visual Spec (2) + Vision Enhancement (1) + Specifically Looking (3) - Moderate Rain (3) = 12 dice.
Perception:
12d6t5 1Yeah, that's not going to get him much of anywhere. I'm going to play it as though Chaim is seeing a potential tail everywhere he turns.