When looking for indicators of wealth in a natal chart, one of the things you can assess is Jupiter and Pluto. Jupiter is the planet of abundance while Pluto is unrelenting focus, so the combination of the two can be helpful for creating wealth. If your Jupiter and Pluto make a major aspect to one another, this can be an indicator of wealth at some point in your life. With a sextile or trine, this can come with relative ease, while with a square or opposition, there may be a block to overcome first (though the squares and oppositions may actually be better indicators since their energy is stronger and force you to deal with it in some way, so the sextiles and trines may be less likely to produce wealth).
With a conjunction, it's more in your hands (hey Bill Gates). The closer the aspect is to exact, the stronger it can be. It's especially helpful if Jupiter or Pluto are in or rule the 2nd house (of money); if they aren't, you may achieve wealth through the areas of life ruled by the houses they are located in or rule.
Another spot to look at with these two is their midpoint, which is the exact middle of two astrological points. Natal planets that are conjunct, square, opposite, semisquare, or sesquiquadrate the Jupiter-Pluto midpoint can also play into wealth. Also assess the sign and house location of the Jupiter-Pluto midpoint as these can show potential ways you can attain wealth.
Aspects by transit or progressed planets to your natal Jupiter, Pluto, or Jupiter-Pluto midpoint can trigger the energy and provide periods where you have greater opportunity for wealth.
(originally from the October 2017 newsletter)
Mars Retrograde in Aquarius & Capricorn: June - August 2018
Mercury Retrograde in Leo: July - August 2018
September 2018 New & Full Moons
August 2018 New & Full Moons
Jupiter in Scorpio: October 2017 - November 2018
Saturn in Capricorn: December 2017 - March 2020, July - December 2020
Uranus in Taurus: May - November 2018, March 2019 - July 2025, November 2025 - April 2026