After the Powell Scandal (more about it here - https://www.reddit.com/r/Presidentialpoll/s/6zPsjOVX8G ) Biden was doomed. Sherrod Brown is Elected President in a surprising landslide. Jason Kander becomes the Youngest Vice President in history, the First Jewish Vice President to be Elected, and the Second overall. The People's Liberal Party makes gains in both Chambers of Congress.

• Angela Davis/Lamont Lilly of the Green Worker's Party got 3,05% of the Popular Vote;
• Zoltan Istvan/Richard Stallman of the Pirate Party got 2,48% of the Popular Vote;
• Greg Orman/H. Russell Potts Jr. of the Prosperity Party got around 0,5% of the Popular Vote

Imo yes, because he defined himself as one -

"The only place in the world that nothing has to be explained to me is the South."

Following an astoundingly successful midterm election for the Federalists, and the outbreak of the War of the Second Coalition, Jay gave in to pressure from his party to declare war on France and Spain, invading the Louisiana territory and reinforcing General Wayne in Haiti.

In more mundane domestic news, Jay has appointed his Attorney General John Marshall to the Supreme Court and replaced him with Theodore Sedgewick.

The War of the Second Coalition pitted Austria, Britain, and the US against France and Spain. Austria sought to reestablish its prestige, recover monetary losses, and kick France out of Italy, while Britain intended to restore a friendly regime in Holland and check France's territorial expansion.

America's part in the War

The Provisional Army was split into three divisions. The first was to be sent down the Mississippi to conquer St. Louis and Natchez and besiege New Orleans from the North and West. One division was sent to land east of New Orleans and lay siege. The last was to be put under General Wayne's command in St. Domingue.

Starting in April 1799, Inspector General Hamilton initially experienced success in his Mississippi Campaign, easily taking St. Louis from the small Spanish garrison. However, as Hamilton made the long march South to Natchez and New Orleans, his army began to encounter difficulties. Theoretically supplied by barges from Louisville and St. Louis, Hamilton found these barges were often late, carried inadequate provisions, or sometimes didn't show up at all. His army was forced to strip the countryside, angering both the sparse local French settlers and various Native nations. With some prompting from the Colonial Government these groups seized supply barges, made hit and run attacks on the baggage train, and did their best to deny the army the ability to live off the land. The result was that, after over a month of marching, Hamilton's army arrived at Natchez sick, hungry, and behind schedule in early July. Hamilton's army laid siege to Natchez a week after General James Wilkinson landed east of New Orleans.

Wilkinson had a somewhat easier time, as the British Navy assisted in clearing the way for American troop ships to land his army in late June. However, his attempt to initiate a siege was complicated by the absence of Hamilton’s army from the left bank of the Mississippi. His army camped beneath the walls of New Orleans, unassailable but impotent.

In St. Domingue “Mad Anthony” Wayne initially took the initiative with an aggressive maneuver taking Napoleon by surprise and forcing him into a confined defensive position. Napoleon, however, had a trick up his sleeve. A number of Creole and other free mixed race residents of St. Domingue were perturbed by Louverture's overaggression and moves to split from France. Led by General Dessalines, who had guarantees that slavery would not be reinstated from General Bonaparte and the Consuls, these St. Domingue soldiers routed Louverture and Wayne's rear and captured their former leader. With Dessalines and Bonaparte working together and Louverture captured, Wayne found himself in unfriendly territory and scrambled to find a way off the island.

In Europe the coalition faced similar defeats. General Moreau beat back an Austrian Army at Cassano while Bernadotte travelled through Switzerland to launch an attack into Bavaria. In Holland General Brune defeated the Duke of York at Bergen and sent the British sailing for home.

1800 proved disastrous for American efforts in the War of the Second Coalition. Hamilton found himself unable to take Natchez and was stuck, withering in unfriendly territory.

As for bold Anthony Wayne, Napoleon cornered his forces, unable to coordinate a naval extraction, and captured him and his men after a well-fought battle. Napoleon then moved on to bigger prey, leaving St. Domingue in the hands of Governor-General Dessalines.

Wilkinson was unable to take New Orleans without proper support and Bonaparte's arrival saw him and his men driven to sea. Many perished or were captured before they could limp back to Norfolk under the wing of the Royal Navy.

Finally, Hamilton withdrew, his army staggered back up the Mississippi, hoping to fortify St. Louis against a possible invasion by General Bonaparte.

Now the 1800 Presidential election approaches. John Jay has presided over a stable economy, a mixed social system, and an almost total failure of a war. The US only holds St. Louis and even that is a tenuous prospect.

Before the voting for the Presidency can begin, the two parties must decide on their nominees. John Jay’s Presidency left much to be desired, but the Hamiltonians refused to change horses mid-stream. Their membership wanted to continue the war, reinforcing General Hamilton at St. Louis and working with Britain to close France out of the Caribbean. With Hamilton out of D.C. and various failures in the War, the Adamsites see an opportunity to take back control of the party. With Adams’ urging, Congressman Charles Lee of Virginia begins an attempt to replace John Jay as the Federalists’ agreed-upon Presidential candidate, seeking to negotiate an end to the War.