This one-day leaders program builds practical AI literacy for managers, project leaders, and business stakeholders who need to make informed decisions about AI—without diving into technical implementation. Participants learn the core concepts and current AI landscape in plain language, practice using AI to improve everyday leadership workflows (writing, planning, analysis, and decision support), and leave with concrete artifacts they can use to sponsor and scope real initiatives.

The day is structured around four 90-minute sessions that balance concise instruction with hands-on exercises. Leaders will develop a shared vocabulary (models, assistants, agents, RAG, inference), build an intuition for where AI is genuinely useful versus where it creates risk, and learn a few simple verification habits to improve output quality.

The second half of the day shifts from understanding to sponsorship: how to select AI use cases worth piloting, define success metrics, and right-size scope so teams can prove value quickly. The program closes with a lightweight governance and rollout playbook, helping leaders coordinate with technical teams and set expectations for what a reasonable pilot (and a responsible scale-up) looks like in their organization.

AI agents are not just tools for the IDE; they are the new operating system for high-stakes leadership. In this session, Ken Sipe moves beyond the hype of “AI-assisted coding” to demonstrate what it actually looks like to lead and scale with a personal AI agent. From executive briefings and organizational “pulse checks” to automated travel ops and stakeholder management, Ken provides a practical framework for tech leaders to reclaim 20% of their cognitive load.

Everyone talks about AI strategy for their products. Fewer leaders show what it looks like to actually lead with one.

Ken shares his real-world deployment of a personal executive agent that bridges the gap between high-level strategy and tactical execution. This isn't a session on prompt engineering—it is a masterclass in an Tech Leader Operating Model. You will see how an incrementally built system handles morning situational awareness, privacy-safe calendar synchronization, complex travel logistics, and the automation of professional brand building while you sleep.

The Four-Stage Framework for Leaders:
Build: Curating the “Executive Context” (What your agent knows about your roadmap and team).

Trust: The Autonomy Ramp (Moving from “Assistant” to “Agent”).

Delegate: Identifying high-leverage administrative and strategic hand-offs.

Compound: Building a memory system that scales your decision-making.

Live Demonstrations of Leadership Workflows:
The Executive Brief: Beyond email triage—priority surfacing across Slack, Jira, and GitHub to identify organizational bottlenecks.

Stakeholder & Speaking Pipeline: Automating CFP tracking and abstract generation for conferences, while maintaining a consistent thought-leadership presence.

Travel & Logistics Ops: Auto-detecting conference trips, fare watching, and seamless TripIt/Expensify integration for a zero-friction travel experience.

The Privacy Bridge: Managing a personal-to-work calendar sync that protects your private life while ensuring your team has accurate OOO visibility.

Secure Vault Retrieval: Sudo-style authenticated access to sensitive documents and IDs on the fly.

The Nightly Content Forge: How the agent drafts internal memos, blog posts, or project summaries while you are offline.

Strategic Governance:
We will also tackle the critical “Leader-to-Agent” trust design: how to define “Guardrails vs. Guidance,” managing sensitive corporate data, and building a context-rich memory system that makes the agent a genuine force-multiplier for your leadership style.

Outcomes:
A Leadership Mental Model: How to deploy an agent that complements your specific technical and managerial skill set.

High-ROI Automations: A curated list of “Quick Wins” for tech leaders to implement immediately.

Governance & Control: A realistic roadmap for safety, privacy, and control in autonomous systems.

From Intermittent to Continuous: Inspiration to transition from “using AI” to “operating through AI.”