Who Wants to be an Internet Millionaire?

With so many Old Media jobs going up in smoke, some of my friends have been working on Web site/blog/social networking ideas that they hope will generate enough revenue to support themselves and maybe a few loved ones as well.

I’ll leave it to Silicon Valley investment bankers like Frank Quattrone to decide which ventures deserve funding. But in the meantime, I’ve decided to pull from my files the chart of a real-life Internet millionaire whom I’ll call Barbara. I’ve tweaked a couple of details in her chart to protect her privacy, but the planetary positions and house cusps remain the same.

I’m hoping my readers will help me identify what aspects in her chart allowed her to start her own business and then sell it to an established Internet company for $23 million.

I did Barbara’s chart back in the days when I was still calculating charts by hand so the version that I’m going to link to, courtesy of Astrodienst, has house cusps that vary from the original by minutes. That shouldn’t be a big deal.

Barbara is a dreamy Pisces with a go-getter Sagittarius rising of 12 degrees. Her Sun is conjunct Jupiter in the fourth house, broadly trining the North Node in the eighth house of other people’s money (OPM). The Sun/Jupiter conjunction in Pisces gives some folks the impression that Barbara is lost in a dream or to be less kind, that she is a “space cadet.” Money has always seemed the furthest thing from her mind.

The North Node squares her Libra in the 11th house of friends, and Barbara has a database of contacts to die for. In fact, it was said that her database of 150,000 names was what made her startup so attractive as an acquisition.

Like other Internet millionaires such as Amazon.com Chairman and CEO Jeffrey Bezos (Jan. 12, 1964, Albuquerque, N.M., time unknown), Barbara is a member of the revolutionary Uranus/Pluto in Virgo crowd, born during the 1960s. This generational signature falls in Barbara’s ninth house of media and education and is opposed by her Mercury in Pisces in the third house.

Being born with a Uranus/Pluto conjunction in Virgo made it difficult for Barbara to fit in at traditional companies, where she was considered to be a wingnut by the corporate clones who populated the cubicles around her. It wasn’t until she left the corporate world in late 1993, as the Uranus/Neptune conjunction in Capricorn was sextiling her Sun/Jupiter in Pisces, that she was able to find herself.

Another difficult placement for corporate success is Barbara’s Saturn in Aquarius, which has a very egalitarian view of the workplace, and sits in the third house of communications. The strict hierarchical nature of corporations was a real turn-off to this gal, who is known for her directness.

Her Saturn is broadly conjunct Venus in Aquarius, which is back in the second house of resources. Venus in Aquarius sextiles the Ascendant. This bestows an electric beauty and charm upon our Internet millionaire that some in the corporate world found a little quirky. Barbara’s a natural blonde, but when Pluto got to her Ascendant, she dyed her hair dark brown and began wearing retro oversized eyeglasses because she wanted people to “take her seriously.”

Barbara’s Venus opposes sexy Mars in Leo, which sits in the eighth house of sex and OPM. Her networking parties, ostensibly designed to further careers and expand Rolodexes, became a mecca for young media types who wanted to hook up — for a night, a week, whatever.

Here’s the link to Barbara’s chart and transits for the day that she sold her company, in July, 2007, as Jupiter was quite close to her Ascendant.