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Rob Howard began their career in 2008 as the Chief Technology Officer at Upstatement. In 2009, they became the Chief Executive Officer at HDC. In 2010, they worked as a Web Developer at The World Bank. In 2016, they became the Chief Technology Officer at Fit Small Business. In 2017, they began working as a Contributing Writer for Quartz, NewCo, and Scary Mommy. In 2020, they worked as a Web Developer at Harvard University. In 2021, they began working as a Contributing Writer for Entrepreneur Media. Finally, in 2019, they became the Executive Director at Front Range Conservation.

Rob Howard attended Syracuse University from 2002 to 2005, where they earned a Bachelor of Arts (B.A.) in Advertising.