Teddy Roosevelt (R) vs. Andrew Jackson (D)

[FEMA Camp Administrator]

Two of the most famous and badass Presidents ever square off in one big showdown. Who wins? As for running-mates, choose whoever you like out of the ones they ran with. For example, Teddy can have either Hiram Johnson or Charles Fairbanks, and Jackson can have either Calhoun or Van Buren.

[FEMA Camp Administrator]

Former President Andrew Jackson (D-TN)/Former President Martin Van Buren (D-NY) 273 electoral votes
Former President Theodore Roosevelt (R-NY)/Former Senator Hiram W. Johnson (R/P-CA) 265 electoral votes

[Jerseyrules]

I'm not sure Andy would've picked Van Buren as his running mate again, not after he didn't support the annexation of Texas.  His support of Polk is the only reason why Polk won the nomination in 1844.  And why the most underrated president before Fillmore had his political career cut short.  Nevertheless, I see this as a possibility with the current economy, and an incumbent GOP president:

Former President Andrew Jackson / Former President Grover Cleveland (D): 53.7% PV; 369 EV
Former President Theodore Roosevelt / Former President Herbert Hoover (R): 43.9%; 169 EV

[Jerseyrules]

Bump

Teddy Sr. Vs. Andrew Jackson Donelson?