Alan Whitehead · Santa Monica, California

Enterprise technology sales for complex institutions.

I work with the people who evaluate, approve and adopt enterprise technology. My experience spans higher education, public-sector cybersecurity and strategic accounts, with a particular depth in California institutional buying.

A foundation in technical account management—and current personal work with infrastructure and AI—helps me ask better questions and work closely with technical specialists.

Open to senior enterprise sales and strategic account roles.

Experience at D2L, ProctorU, Cyberbit and BlackBerry.

Selected experience

  • Institutional procurement

    D2L · Higher Education · 2013–2017

    Established an approved purchasing path for individual campuses in a public university system.

  • Seven-figure agreements

    D2L and ProctorU · 2013–2019

    University platform replacement and a signed long-term account expansion.

  • SLED cybersecurity

    Cyberbit · 2023–2024

    Developed cyber-readiness opportunities through CISO engagement, workshops, budget planning and procurement.

Understanding how institutions buy

In universities and public agencies, the person who wants a product may not control its budget, technical approval or purchasing process. My work has involved bringing those perspectives into the same evaluation.

Central approval, local decisions

Working with system leadership while understanding the priorities and authority of individual campuses and departments.

Technical evaluation and adoption

Coordinating academic users, security teams and technical specialists around requirements, demonstrations, pilots and the risks of changing systems.

A workable commercial path

Connecting the institution’s priorities with budget timing, procurement and terms that support a decision.

Current personal practice

Technical fluency through practical work

I use personal infrastructure and AI-assisted projects to stay close to the systems behind technology decisions. The work includes Linux and Proxmox operations, Cloudflare-backed applications, and local and hosted AI workflows.

One project explores a useful boundary: how to show operational information outside a private environment while keeping infrastructure control inside it. I define the problem and constraints, use AI for implementation, and review the results.

Private Infrastructure Operations Platform

A controlled view of operational evidence, with clear limits on what the external view can do.

Explore my technical work

Let’s discuss the role.

I’m interested in senior enterprise sales and strategic account roles where institutional experience and technical fluency matter, including security, infrastructure, cloud and AI-related markets.