2018 Democrats routed in Senate, lose four, maybe five seats after all 49 vote against Supreme Court justice. Collins, only GOP senator to vote against pick, gets major primary challenger for 2020, while Doug Jones has to go up against a REAL GOP opponent that doesn't have kiddie diddling issues (even if "legal" in Alabama). They also don't gain any seats other than a few California flippers and one Pennsylvania de-gerrymandered district.
2020 Trump runs on a hugely solid economy. After a couple of false starts, Kim Jong Un falls into line and is well into denuclearization of North Korea, and the war is officially declared over by US, South Korea, North Korea, with Japan, China, and Russian delegates watching on to give Trump's big foreign victory. The GOP senate holds serve and maintains a 54 or 55 GOP senator to 45 to 46 Dem/Independent caucus, and Trump wins 38 states in a route of Kamala Harris.
2022 More winning. Not only is the wall built, there is a comprehensive immigration reform that has finally been hammered out that will allow MORE immigrants in, but ONLY if they are vetted. They will be more likely to have conservative values and not live on the dole like DACA and dreamers and whatnot. Iran is now completely denuclearized, and their government is transformed.
2024. Mike Pence is elected by a significant margin. Between 2020 and 2024, Trump had confirmed two more justices to replace RBG and Clarence Thomas with strong conservative credentials. Roe v. Wade not affected for the most part, but return to Constitutional fortitude is paramount, with much of the governance returning to the states.
That's more likely.