She began her writing career in high school as a writer forNew Youth Connections (nowYCteen), a magazine written by and for New York City teens published byYouth Communication.[4]
Trapani founded theLifehacker blog in January 2005,[5] resigning in January 2009. She later joinedExpert Labs[6] where she led development of ThinkUp, an open-source social media aggregation and analysis tool, which was shuttered in 2016.[7] In 2017 she joined Postlight as Director of Engineering,[8] and is now CEO.[citation needed]
Trapani has also been featured on yourBlogstory,[9] a popular Bloggers featuring network. Trapani has published three books and has also written for other publications including Harvard Business Online.
Wired magazine awarded her its prestigious Rave Award in 2006.Fast Company named her one of the Most Influential Women in Technology in 2009 and 2010.[10] In 2019, she was named one of the most influential LGBTQ+ people in tech.[11]
Trapani has two brothers.[13] She is openlylesbian and married her longtime partner and friend, Terra Bailey,[14][15] on June 17, 2008.[16] Their daughter, Etta Rebecca Bailey, was born September 18, 2012.[17]
Trapani joined the board of directors for Radiant Earth in March 2023.[18]
