I always have been curious on how much the historical perception would be on Douglas on the event that he somehow won. It would be very interesting to see a timeline of that.
Assuming he still dies in the summer of '61 (and I've never heard of the presidency improving one's health), we'd end up with President Joseph Lane or President Herschel Johnson, which would be . . . not good.
Lane is beyond terrible, but Johnson was one of the more moderate southern Democrats (note lower case "s"), he would basically be James Buchanan, all over again, which is bad, but not anywhere, near as bad as Lane.
Still puzzles me how Lane got elected in Oregon and Confederate sympathizers got elected in California
Buchanan was hardly a moderate: to the contrary he covertly pressured the Supreme Court to back Taney's ruling in
Scott v. Sanford and his administration was emptying federal arsenals to outfit the Confederate Army in the months leading up to Lincoln's inauguration. Johnson was a "moderate" Southern Democrat only in the sense that he thought the South should wait for Lincoln to act against slavery and
then secede, rather than seceding preemptively. There was nothing moderate about his actual views on slavery or its future in the territories.
As for Oregon and California, the settlers who emigrated there after the Mexican War were hardly Yankee Puritans, and both states leaned Democratic throughout the 1850s in spite of being nominally "free" states. Much like Indiana and Illinois, California outlawed slavery because whites there feared the competition from unpaid slave labor: otherwise, the state remained hostile to blacks and generally Southern in its sympathies. Only the diligent efforts of pro-Union citizens in the months leading up to Fort Sumter prevented secessionists from taking California out of the Union, either as an independent republic or a Confederate state.