AIPTDEst. 1995
Workshop · Technology Leadership

AI For CTOs, CIOs, & Technology Leaders

How to evaluate the benefits and risks of different AI tools and the paths to safe adoption. A practical course on the AI decisions that land on the technology organization.


By its very nature, AI will require the active participation of an organization's technical leadership, from guidance to implementation, the CTO's office must often carry both the pioneer's torch and the burden of securing and safeguarding the organization's data and systems. Moreover, the AI transformation is often a whole-of-organization endeavor, requiring cross-functional collaboration and external vendors, coupled with a flexibility and nimbleness to respond as the tools and the market shift month to month. This course is designed for the CTOs, CIOs, and engineering leaders who own those decisions. We will map the surfaces where AI enters an organization: chat applications, coding agents, desktop and terminal tools, connectors and plugins, and API integrations. We will work through key considerations around deployment, governance and policy setting, infrastructure, and stakeholder collaboration.


Participants will develop the judgment technology leaders need to:

  • Map the surfaces where AI enters the organization: chat applications, coding agents, desktop and terminal tools, connectors and plugins, and API systems
  • Separate hype from reality when evaluating vendor claims, and set expectations leadership can count on
  • Weigh build vs. buy vs. partner, including lock-in, cost structure, and the risk of building what the next model release makes obsolete
  • Set AI coding norms for the engineering organization, and keep code maintainable when it is written at higher velocity
  • Survey the AI threat surface, from prompt injection to machine-scale social engineering, and secure data, connectors, and agent deployments
  • Collaborate with stakeholders across the organization, meeting each function's needs without becoming the bottleneck

Topic Outline

Six Modules

Delivered as a one-day program

Module 01Surfaces

The AI Surface Map

  • Walking through each surface, what it is for, who uses it, and what enabling it commits you to
  • Identifying the work patterns where AI pays off fastest
Module 02Signal

Hype vs. Reality

  • Evaluating vendor claims, benchmarks, and demos against what actually survives contact with production
  • What is actually working today, success stories worth learning from, and pitfalls to avoid
  • Reading model release cadence and benchmark trends, so this year's decisions survive next year's models
Module 03Build vs. Buy

The Build, Buy, or Partner Decision

  • Managing lock-in across vendors and models, and the cost of changing your mind later
  • Avoiding the moving-target problem of building what the next model release makes obsolete
  • Understanding the real cost structure of seats, tokens, and infrastructure, and the spend levers that keep it predictable
Module 04Engineering

AI in the Engineering Organization

  • Establishing the dos and don'ts of AI coding, where to lean on agentic tools, where they bite, and the norms that keep teams accountable
  • Maintaining code written at higher velocity, and managing review bottlenecks, ownership, and technical debt at AI speed
  • Anticipating what AI-assisted development does to hiring, onboarding, and the junior pipeline
Module 05Security

The AI Threat Surface

  • Surveying the new attack surface of prompt injection, data exfiltration through connectors, and compromised agents
  • Preparing for AI-powered adversaries, from phishing and deepfakes to social engineering at machine scale
  • Defending the organization with data and access policy, SSO, audit logs, and secured agent deployments
Module 06Capstone

Serving the Organization

  • Sequencing the rollout to prove, expand, and institutionalize, while avoiding shelfware
  • Meeting the needs of each function, and setting expectations the organization can count on
  • Applying the frameworks to draft your own organization's AI adoption plan

Upcoming Sessions

Cohort 01Live online

November 5, 2026

Schedule
9:00 AM – 4:00 PM PST
Tuition
US$1,950
Instructors
Adam Keppler
Cohort 02Live online

December 3, 2026

Schedule
9:00 AM – 4:00 PM PST
Tuition
US$1,950
Instructors
Adam Keppler

Programs can be customized for your organization. Delivered on-site, in-person, live-online, or asynchronously as a course library.
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