Before becoming a full-time entrepreneur,
working as a business strategist, sales coach
and public speaker, she spent 13 years as an
attorney, including long stints in the world
of real estate and on contract at the Justice
Department, a job she fell into when her dream
of becoming an entertainment industry lawyer
failed to materialize.
“All my life people said, you’re going to be an
attorney,” Goodroe said. She said her transition
came on slowly.
“It was a series of moments and they all build.
And I think that’s really important to note.
Everybody keeps waiting for the sign. The
moment that, here’s this sign that I should quit
this and do something else, whether that’s leave
a relationship or leave a job. Whatever it is, and
it’s not like that,” she said.
Her road wasn’t a straight one. In 2006, while
still practicing law, she started a Meetup group
for singles like her in the Washington area that
quickly gained members and sponsors. Soon,
she met a guy, but he broke up with her just
before her 35th birthday after five years of
dating. That’s when she decided to pivot again,
blogging about dating 35 guys in 35 days to
mark her birthday.
“The point for me at that moment was not to
find love,” Goodroe said. “It was to meet people
I would normally not meet and do things I
would normally not do, so I had to be really
uncomfortable and see how I reacted and
what my habits were and what my defaults
were so that I could learn about myself. That
was the moment of, oh my gosh, things need
to change.”