Hmmm... I'm seeing 2 general themes here.
Scenario 1 (more likely IMO)
2020
Trump wins the EC with more room to spare than in 2016. This would be a 1.5-3% Trump PV win. Democrats hold the House. Republicans either hold or take back the Senate.
2024
The economy severely deteriorates during Trump's 2nd term. This is a slightly bigger Dem PV win than Obama 2008.
2028
Easy Dem reelection in improving economy. 1st double digit PV win since 1984.
2032
4%ish Dem PV win, the curse is broken.
2036
1.5% GOP PV win, EC win only after recount in NC (because TX has many more EVs by then).
2040
GOP incumbent reelected, 3-4% PV win
