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Founder & CEO/CTO @ Dipp AI Technologies | Microsoft AI | Humana
Odero Otieno is the Founder and CEO/CTO of Dipp AI, where he leads the development of the Orcher™ Operating System - the world’s first enterprise agentic control plane (ACP). He focuses on the foundational and applied research required to bridge the "Trust Gap" in AI, enabling the transition from probabilistic chatbots to deterministic Agentic Execution in high-consequence enterprise environments. He is responsible for the architectural vision of Orcher Hub™ (the home for agentic orchestration), The NLI Gate™ (replacing traditional click-based web applications with language-driven intent), and the Sovereign Gateway (ensuring enterprise-grade privacy and governance). Under his leadership, Dipp AI is solving the critical bottlenecks of Portal Fatigue, Agentic Drift, and Regulatory Opacity that currently hinder AI execution in the Fortune 100. Odero’s work is centered on the principle of Governed Autonomy - a paradigm shift powered by several key innovations he has pioneered: Human-in-the-Role (HITR)™ Framework: Moving beyond "Human-in-the-Loop" bottlenecks by provisioning specialized agents with deterministic professional boundaries and specific role-based authorities. The Logic Scrubber™: A proprietary execution layer that verifies agentic intent against binary systems of record to ensure 100% accuracy before any action is committed. Immutable Audit Ledgers: Utilizing cryptographically hashed "Thought Traces" to provide a permanent, auditable record of every agentic decision for total regulatory transparency. Role-Based Multi-Agent Systems (MAS): Architecting swarms of specialized agents that replace static software with dynamic, goal-oriented execution. Prior to founding Dipp AI, Odero held several senior leadership roles at the intersection of Cloud, Data, and AI: At Humana, as Managing Director of Engineering for Cloud, Data, and AI Platforms, h
McGill University
Master of Engineering (M.Eng.), Electrical Engineering - Applied AI
N/A – Present
Stanford University
Global Innovation Catalyst Program - I2M
N/A – Present
McGill University
Bachelor of Engineering (B.Eng), Computer Engineering
N/A – Present
McGill University
Bachelor of Engineering - (B.Eng), Technological Entrepreneurship
N/A – Present
McGill University
Bachelor of Commerce - (B.Com), Management
N/A – Present
Dipp AI
Founder & CEO/CTO
September 1, 2025 – Present
Dipp AI
Founder & CTO
July 1, 2025 – August 1, 2025
Humana
Distinguished Software Engineer, Core Platforms
January 1, 2023 – January 1, 2023
Humana
Managing Director, Chief Technology Officer - Cloud, Data & AI Platforms
January 1, 2023 – January 1, 2025
Microsoft
Principal Director, Software Engineering - Enterprise Platforms
January 1, 2022 – January 1, 2023
Microsoft
Principal Software Engineer, AI Platforms
January 1, 2022 – January 1, 2022
Texas Medical Center
Founder in Residence
January 1, 2021 – January 1, 2021
Houston, Texas, United States
Texas Medical Center
Technical Fellow & Founder in Residence
January 1, 2021 – January 1, 2022
Houston, Texas, United States
DawaSwift
Co-Founder, CEO & Technical Lead
January 1, 2018 – January 1, 2021
Toronto, Ontario, Canada
DawaSwift
Co-Founder & Technical Lead
January 1, 2012 – January 1, 2018
Toronto, Ontario, Canada
Lead IT: Executive Leadership Development Program
Humana
June 23, 2026 – Present
Building Business Acumen
Acumen Learning
June 23, 2026 – Present
Cultural Fit Analysis
The candidate's diverse experience, ranging from founding startups to leading large enterprise initiatives, indicates adaptability and a broad perspective. Their focus on AI infrastructure and governance aligns well with forward-thinking, high-impact technical cultures. The entrepreneurial drive suggests a proactive and ownership-oriented mindset, which is a strong cultural fit for innovative teams.
Soft Skills & Operational Fit
The candidate demonstrates strong leadership, strategic thinking, and innovation through their founder and CTO roles. Their experience in building platforms for regulated industries suggests a focus on robust, compliant, and scalable solutions. The descriptions imply strong problem-solving and architectural design skills, crucial for operational fit in a senior backend engineering role.