Transparency. Structure. Responsible AI.

Helping organizations streamline operations and adopt AI with clarity, structure, and confidence.

Fractional COO & Operational Strategy

Supporting organizations with scalable processes, operational structure, workforce planning, and executive-level guidance to improve reliability, efficiency, and decision-making.

Financial Transparency & Operational Audits

A structured, data-driven review of financials, cost drivers, vendor relationships, and operational practices to deliver clear insights and uncover meaningful opportunities for savings and optimization.

AI Governance & Policy Development

Helping teams implement enterprise-grade AI policies, governance frameworks, and secure operational structures so organizations can adopt AI responsibly and effectively.

About Sayflight

SayFlight helps organizations bring structure, practical governance, and operational clarity to their AI adoption. Founded by Toby Benenson, SayFlight blends executive-level operational leadership with hands-on experience implementing AI and modernizing systems inside aviation, FBO, charter, and maintenance environments.

Toby has held leadership roles including COO of FlyHouse and Desert Jet and Director of Mission Control at JSX. His experience spans aircraft operations, maintenance/MRO, safety programs, data transparency, and complex systems integrations.

A graduate of Duke University, Toby brings the discipline of operational control together with modern AI thinking to help organizations adopt technology responsibly and effectively.

Let's Connect

Whether you’re exploring operational support, AI governance, or financial transparency, I’m always open to a conversation.