The Postriders pitch their ideas, directors, and cast for the next "great" movies about American politics—two historical dramatizations and one fiction. 

For every dollar the national Democratic Party has, how should they allocate it per Senate race? Michael makes Lars justify how each cent is spent as they chat about what states Democrats are underperforming in.

What does modern American believe deserves permanence? Lars and Michael propose new national monuments to commemorate the nation's 250th birthday.

As the Postriders catch up on the previous month, it's time to play "Trail Markers" here on the Postrider Roundup: can Michael successfully connect every single trail marker subject to the major news events of May 2026?

In this Roundup, Lars gets 100 points to divvy up how the Democratic Party focuses on reclaiming ground in the 2026 redistricting war. Should Democrats abolish independent commissions, find a clever legal strategy, just try to make the better pitch to voters, or a bit of everything? 

The Postriders play "Something, or Nothing?" again as they discuss May 2026's major news stories with potentially long-term consequences and justify whether they're worth keeping an eye on or being blown totally out of proportion. 

The Postriders discuss why Democrats are struggling to find a host city for their 2028 convention, what city they should choose, and what cities might be better choices to hold a convention in the future.

In this Roundup, Michael gets 100 points to divvy up the generic Democratic nominee's focus on each swing state in 2028. Should the Democrats maintain the Rust Belt strategy, reclaim the Sun Belt, diversify towards new states, or spread themselves thin doing all of the above?

In a new segment, The Postriders are given a series of political trade-offs to determine whether they'd take the deal or let the cards fall as they otherwise may.

The Postriders assess which parties in America they feel are getting too much, too little, or just enough blame for the Iran War, and whose future careers will be tied to it.