Cheddi Rai

Chief Executive Officer , Private - AI Deployment

Margate, United States

Operations and technology executive with 20+ years scaling IT and business operations and leading enterprise transformations. Founded an AI/automation company, growing it from startup to $5M revenue, and ran process-automation programs delivering 40 to 60% efficiency gains. Skilled across operations leadership, cloud (Azure), enterprise systems, and AI, aligning technology with business goals.

Contact Cheddi Rai
Area of Expertise:
  • Director, CEO, COP, President
  • Infrastructure, Technology, Engineering, Science
Professional Experience:

Founded and led an AI and automation services company, owning strategy, operations, P&L, and delivery end to end. Built the business from zero to $5M in revenue in approximately two years, scaling the organization to roughly 20 people with 4 direct reports, while navigating the company through pandemic-era growth and a later strategic wind-down and merger into ConnexuS AI.
Designed and delivered agentic AI and automation solutions that reduced client operating costs by an average of 40 percent, driven by process automation and an improved data-caching approach. Translated client business problems into practical, measurable technology solutions, prioritizing the work that produced the clearest operational and financial impact.
Built core company functions from the ground up. Stood up customer-service operations, creating the SOPs and tooling used to measure and support service-team performance. Established the delivery practices, quality standards, and reporting cadences that allowed a small team to serve clients reliably and scale without losing consistency.
Owned vendor strategy and an annual vendor budget of roughly $1M to $2M, sourcing, negotiating, and managing technology and partner contracts to control cost and ensure dependable delivery. Made the investment and prioritization calls typical of an owner-operator, balancing growth, margin, and risk.
As founder and CEO, operated fluidly between high-level strategy and hands-on execution: setting direction, structuring ambiguous problems, aligning a cross-functional team, and staying accountable for outcomes. The role combined operations leadership, technology strategy, and applied AI, and it reflects a track record of aligning operations and technology with business goals to cut cost, raise reliability, and accelerate growth.

Education:

Master of Business Administration (MBA), International Business & Management — Crummer Graduate School of Business, Rollins College, Winter Park, FL
Bachelor of Information Technology — American Intercontinental University

Available for:

  • Consulting assignments
  • Job opportunities

Years of Experience:

More than 20 years

Highest Qualification:

Masters

Languages:

English

Nationality:

United States

Home Page:

LinkedIn Profile:

www.linkedin.com/in/cheddirai