Josh Bailes
Executive Vice President - Health & Civilian Group at Groundswell
Washington, District of Columbia, United States
Summary
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Senior🎓
Top SchoolJosh Bailes is an executive technology and operations leader with 11 years of experience scaling digital services for federal and nonprofit clients, currently serving as Executive Vice President for Groundswell’s Health & Civilian Group in Washington, D.C. He combines strategic thinking, financial and program management, and hands-on delivery—having led teams of 100+ staff and overseen $45M+ in annual federal IT contracts—to drive user-centered solutions and mission outcomes. Josh is known for building collaborative, empathetic cultures that emphasize execution and measurable impact, while advising on lean and agile transformations. His background uniquely blends government tech startup experience (founding 18F operations leadership) with legal training (JD, summa cum laude), giving him an uncommon mix of operational rigor and policy-savvy perspective.
11 years of coding experience
8 years of employment as a software developer
BA, Political Science, BA, Political Science at Georgetown CollegeDiploma, Diploma at Daviess County High SchoolDoctor of Law (JD), Law, 3.77 - Summa Cum Laude, Doctor of Law (JD), Law, 3.77 - Summa Cum Laude at University of the District of Columbia - The David A. Clarke School of Law
Stackoverflow
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0reached
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Github Skills (10)
recurly10
policies10
telegram-bot6
php4
telegram4
slack-bot3
authority2
blockchain2
ethereum2
slack1
Programming languages (3)
Github contributions (5)
18F/agreements-public
May 2015 - Apr 2016
Contributions:9 PRs, 13 pushes, 1 branch in 11 months
ethereumblockchain18fagreements
joshuabailes/iaa-forms
Apr 2016 - Apr 2016
Contributions:4 PRs, 5 pushes, 2 branches in 25 days
agreements
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