Raymond Alexander

Strategic and results-driven IT Executive with over 20 years of experience leading innovative technology solutions for enterprise, SMB, and education sectors. Proven success as Co-Founder of Chimera Technologies and Founder of Cherubim Technologies, driving digital transformation, cybersecurity, cloud infrastructure, and IT operations for diverse clients. U.S. Army veteran known for operational discipline, sharp decision-making, and aligning technology strategy with business objectives. A passionate leader with hands-on technical acumen, delivering scalable, secure, and efficient systems.

• Designed and implemented a fully integrated operations platform for a transportation and logistics firm, delivering seamless invoicing, real-time dispatch communication, route scheduling, and driver coordination across multiple states—resulting in a 40% improvement in dispatch efficiency and faster billing cycles.
• Led the redesign and implementation of IT infrastructure for a national pharmaceutical company, deploying SD-WAN across 7 locations to improve connectivity, application performance, and failover resilience—supporting HIPAA compliance and future scalability.
• Architected and deployed district-wide IT infrastructure for a multi-campus school system, including VoIP phone systems, secure IP-based surveillance, and centralized management—enhancing communication, safety, and response times across all campuses.
• Implemented and managed cybersecurity frameworks for multiple accounting and law firms, deploying endpoint protection, MFA, encrypted communications, and compliance-aligned backup strategies—resulting in zero data breaches and improved client trust.
• Directed cybersecurity modernization efforts for several global non-profit organizations, securing donor and client data through cloud-first architectures, access control policies, and threat detection systems—ensuring ongoing compliance with international data protection standards (GDPR, HIPAA, etc.).