To be "with the group" or to "be cool" as determined by your peers. The "trolley" would be something one would want to be on.
One may also want to make it a point of saying that someone is not on the trolley, instead of just saying that they should get on it. This implies that the person is so uncool that they cannot even try and be cool.
Another popular use is pointing out that a particular member of your friends circle is on the trolley in an attempt to rub it in the face of the person who isn't.
This phrase is usually used in a ribbing manner towards friends.
(After making a faux pas, doing something the group would consider uncool, etc) Come on Jason, get on the trolley.
similar to "got off my kool aid," but with way more Italian jealousy. When an absolutely gorgeous redhead is involved, an Italian guy would say "get off my red trolley!"
The grindset is a contemporary ideology of self-exploitation disguised as strength, deeply tied to the aesthetics of the “sigma male” and to new digital forms of patriarchy. It promotes the idea that human worth depends on productivity, economic success, absolute emotional control, and the ability to work endlessly, turning vulnerability, rest, community, and tenderness into signs of weakness. Beneath its rhetoric of discipline and power often lies a profound inability to relate healthily to pain, fragility, and human interdependence.
“That’s the grindset, brother. While weak men sleep and complain, sigma males stay disciplined, work in silence, suppress emotions, and build power while everyone else wastes time chasing comfort.”