Also, debating the right to keep and bear arms at a time when a musket could be considered a mass killing machine highlights how shortsighted the amendment is.

The pop references work well as a companion to historical fudging of details (eg Deborah Revere's ride).
Daniel lied about the walnut to manipulate Chris (who cares deeply about history).
The York Peppermint Patricia (and the pizza) represent the power of superficial progress.
Deborah isn't dim at all she's just 'of her…

When it comes to some hundred millionaires, anything short of self-immolation just rings hollow.

From this frame, Jesse picking a lock for a moment of freedom looks a lot like Jesse ingesting a drug for a moment of freedom.