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Caroline Little

Investor

Director of Government Affairs at Playground Global

Northern Virginia

Find your path to Caroline

362 people in our graph share verified history with Caroline — schools, employers, funds. One of them is your warm intro.

Will McKelveyunlockedCaroline: together at U.S. House of Representatives (2017)
×4Caroline: together at Department of Defense
×5Caroline: together at U.S. House of Representatives
×2Caroline: together at Playground Global

About

Caroline Little is Director of Government Affairs at Playground Global, where she leads policy strategy, non-dilutive funding, and regulatory engagement for the firm and its portfolio companies. She previously held senior roles at the U.S. Department of Defense, including Senior Advisor for Strategic Engagement to the Deputy Secretary of Defense, Financial Systems Analyst in the Comptroller's office, and senior researcher for the PPBE Reform Commission, along with positions at the DoD Joint Artificial Intelligence Center and Chief Information Office. She began her career in Washington DC in the U.S. House of Representatives and at the Heritage Foundation, and holds a B.A. in Political Science from Appalachian State University.

Invests in

Defense Tech

Experience

  1. Playground GlobalDirector of Government Affairscurrent2025 — present
  2. Office of the Under Secretary of Defense Comptroller / CFOFinancial Systems Analyst2024 — 2025
  3. PPBE Reform CommissionSenior Researcher2022 — 2024Washington, District of Columbia, United States
  4. Modern IntelligenceGrowth Lead2021 — 2022
  5. DoD Joint Artificial Intelligence CenterDirectors Action Group2021
  6. United States Department of DefenseDirector, DoD CIO Action Group2019 — 2021Pentagon
  7. United States Department of DefenseSpecial Assistant, Legislative Affairs2018 — 2019
  8. United States Department of DefenseSpecial Assistant, White House Liaison Office2017 — 2018Arlington, VA
  9. U.S. House of RepresentativesMilitary Research Assistant2016 — 2017
  10. Heritage Action for AmericaGovernment/Congressional Relations Intern2016Washington D.C. Metro Area
  11. Appalachian State UniversityAssistant to the Chief Information Officer2014 — 2015Boone, NC

Skills & more

Public Speaking16PowerPoint8Microsoft Word11WordPress7Microsoft Excel8Spanish11Communication9Project Management8Project Planning5Research4Office Management3Professional Communication4
+8 moreGlobalizationMicrosoft OutlookDetail-OrientedSelf-StarterMicrosoft OfficeSocial MediaTime ManagementCustomer Service

Languages English · Spanish

From Caroline's professional profile.

Colleagues at Playground Global

Andy Rubin
Managing Partner at Playground Global
Angela Lin
Executive Assistant at Playground Global
Austin Yu
Investor at Playground Global
Benjamin Kim
Partner at Playground Global
Bruce Leak
General Partner at Playground Global
Chika Nakasu
Executive Manager at Playground Global
Cici Tong
Assistant Controller at Playground Global
Clinton Lazzari
Operating Partner, Supply Chain at Playground Global

Frequently asked questions

Who is Caroline Little?
Caroline Little is Director of Government Affairs at Playground Global, where she leads policy strategy, non-dilutive funding, and regulatory engagement for the firm and its portfolio companies. She previously held senior roles at the U.S. Department of Defense, including Senior Advisor for Strategic Engagement to the Deputy Secretary of Defense, Financial Systems Analyst in the Comptroller's office, and senior researcher for the PPBE Reform Commission, along with positions at the DoD Joint Artificial Intelligence Center and Chief Information Office. She began her career in Washington DC in the U.S. House of Representatives and at the Heritage Foundation, and holds a B.A. in Political Science from Appalachian State University.
Where does Caroline Little work?
Caroline Little is Director of Government Affairs at Playground Global.
What does Caroline Little invest in?
Caroline Little invests in Defense Tech.
Where did Caroline Little go to school?
Caroline Little studied at Appalachian State University (Bachelor’s Degree, Political Science and Government); Universidad LCI Veritas (Bachelor’s Degree, Spanish Language and Literature); Universidad Pablo de Olavide (Democracy in Southern Europe, Spanish, Communications/ International Marketing).

Same school

Shared employers