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Jessica Jackson

Jessica Jackson

Chicago-based activist with the group Chicago Flips Red, a longtime South Shore resident who speaks out against Chicago's Democratic political machine.

Sep 22, 2026

54:07
How do you feel?
54:09
Well, I feel like definitely there's room for something different in American politics.
54:15
And even here at the local politics, I've made it clear that the only candidates that's worth voting for is Danielle Carter and Christian Maxwell.
54:24
They're the only candidates that's not coming with all these political ties, with all this political garbage.
54:31
We're constantly being badgered about the fact that Danielle Carter is now raising a whole lot of money because money is what makes the politics move the way that they move in Chicago.
54:44
We're suggesting the fact that they have us in this political headlock, in this local election, where they have stuffed the ballot, even the mayoral race, with a bunch of losers, a bunch of known criminals, a bunch of crooks, and to have us in a situation where we don't even have anybody that we can vote for, that you're forcing us to vote for these same losers.
55:07
I agree with you, Sean.

5 MINS LATER

60:25
Do you see it?
51:48
The antiquated, bureaucratic sense of doing politics from the good old boys needs to end in order for Chicago to change.
51:56
Absolutely right.
51:57
You're absolutely right.
51:58
And that was right on point, Afro-elite.
52:01
And that's the problem that we're facing right now.
52:03
Chicago Flips Red made the ground fertile for the Republican Party to come in.
52:09
We literally... breathe breath into a dying corpse.

9 MINS LATER

Zoe LeeGUEST
60:58
They're

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