Jason Waldrop is the President of Managed Services at Red River, leveraging his expertise in scaling mid-market managed services. He was previously the CEO of CWPS, a company he grew into a regional powerhouse before its acquisition by Red River in 2019. He holds a Bachelor of Science from Virginia Tech.
Outside of his executive role, Jason is active in his community, supporting local youth sports and the Prader-Willi Foundation. He is recognized as a leader within the top 1% of the Managed Service Provider industry.
His career is highlighted by the successful sale of his company and his subsequent transition into a key leadership role within the acquiring firm, Red River.
Jason Waldrop
President of Managed Services at Red River
Chantilly, Virginia, United States
Overview
Topics They Care About
MSP Growth Strategy
As a former MSP owner, he frequently discusses scaling managed services, M&A strategy, and the transition from owner-led sales to dedicated sales teams.
Business Integration
Successfully merged his former company, CWPS, into Red River and speaks on the importance of cultural and business alignment post-acquisition.
Youth Sports
His professional biography mentions that he is active in supporting local youth sports in his community.
Media Appearances
Jason Waldrop | Red River | Technology Decisions Aren’t Black and White. Think Red.. Featured in Red River
Work History
10-2019 - 6-2025
President of Managed Services at Red River
5-1996 - 10-2019
Chief Executive Officer at CWPS
Education
1992 - 1996
Bachelor's degree from Virginia Tech
More Information
Social Presence :
Prographics :
Exp : 29
Location : Chantilly, Virginia, United States
Job Level : N/A
Designation : President of Managed Services at Red River
