Oprah Winfrey having taken a look at Trump is pondering on the merits of running in 2020 for president. She’s undergoing considerable changes at the moment and through 2018/2019 with tr Uranus trine her Pluto exactly now and opposition her Solar Arc Pluto throughout 2018; as well as tr Pluto opposing her Uranus from early February till late 2019. So she will feel her life is being turned upside down or at least onto a totally different trajectory. Tr Pluto is also opposition her Jupiter/Pluto midpoint for supercharged confidence from this February till late 2019. Her high-enthusiasm will be dented a touch by tr Neptune square her Jupiter from May onwards till late 2019, which could undermine financial expectations. From spring 2019 to late 2020 she has tr Pluto sextile her ultra-determined Mars in Scorpio, so whatever she’s doing she’ll be going at it with unrelenting persistence.
At the inauguration in 2021 tr Jupiter is exactly conjunct her Sun Venus in Aquarius, so she’ll at least be pleased with whatever is going on; and more intriguingly she has her Solar Arc Jupiter conjunct her Pluto within months of the inauguration, which is similar to Trump in 2016/17. What will not be in her favour, birth time being accurate, is tr Saturn moving through her First Quadrant which is usually less high-profile and less successful (though there are exceptions to this rule).
Her Solar Return for Jan 2021 to Jan 2022 does have a controlling though charming Venus Pluto in the 10th as well as a successful Sun Jupiter; and the volatile Mars Uranus on her Ascendant for a fiery, innovative year.
It’s certainly possible, though she’ll arouse as much resistance as support. And it will depend on whether the USA is fed up by that time of having a president with no governing experience, either of the negotiating that goes on within Congress and Senate, let alone handling the complexities of the economy and foreign policy.