Should I start putting my phone in checked baggage? Is that allowed with the batteries and stuff? I guess I can carry a cheap older smartphone with a burner number for the actual flight.
(if ever.)
Also better to leave the laptop at home, if you don't want to wipe it.
Sure, if you get sent to secondary screening they may pick up your bag for you, but no.
Luggage pickup is after CBP. As far as I remember this is the case everywhere.
The best way to seem like you're not hiding something is to have something else to show.