Executive AI Fluency Retainer | Guardian Owl AI

Executive AI Fluency Retainer

Your leadership team doesn’t need another AI workshop. They need this every month.

A recurring retainer that keeps your leadership team fluent and functional in AI, month after month. Not a one time cohort. Built and delivered by the same team running Guardian Owl’s own working AI agents.

What is quietly holding you back

The workshop ended. Nothing changed.

Most leadership teams have already done something with AI. A workshop. A vendor demo. A consultant for a day. Then everyone went back to their regular job, and six months later nothing is actually different.

AI tools, governance needs, and real use cases change every month. A single session cannot keep pace with that, no matter how good the day was. What is missing is not another training. It is a recurring partner who keeps your team moving after the workshop is over.

How it works

A monthly rhythm, not a one time event

01

Monthly Leadership Session

A working session with your leadership team covering real workflows and real governance questions, not generic AI trends.

02

The AI Opportunity Log

A running, tracked list of which workflows are actually worth automating, updated every month as your team gets more fluent.

03

Built, Not Just Discussed

Fluency Build and Command clients get a real internal AI agent built and maintained on the same pattern behind Guardian Owl's own tools.

Real proof, not a pitch deck

We don’t just teach AI. We run it.

Guardian Owl operates its own working internal AI agents today, not a demo, not a prototype. Real systems, running on a schedule, doing real work.

Lead triage agent, live since July 2026
Vistage network intelligence agent
Quality traffic research agent
UofL College of Business AI lecturer
Host, The GO AI Podcast

Pricing

Priced for a retainer, not a one time cohort

A single Wharton or MIT executive AI program runs $4,000 to $25,000, once. This keeps your whole leadership team moving every month instead.

Fluency Core

$3,000/mo
Monthly leadership session and a running AI Opportunity Log. No custom build.
  • Monthly cohort style leadership session
  • AI Opportunity Log, updated monthly
  • Governance and access policy templates
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Most Common

Fluency Build

$5,500/mo
Everything in Core, plus one built and maintained internal AI agent per quarter.
  • Everything in Fluency Core
  • One internal AI agent built and maintained quarterly
  • GO AI Podcast community access
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Fluency Command

$8,000+/mo
Weekly access, multiple agents built and maintained. Functions as a fractional AI officer.
  • Everything in Fluency Build
  • Weekly access
  • Multiple agents built and maintained
Talk To Guardian Owl

$2,000 one time AI readiness audit. No long term contract, month to month.

A straight answer

What we will not promise

We will not promise your team will love every tool we introduce, or that every workflow is worth automating. Some will not be.

Here is what we will promise instead. Real fluency, tracked every month, and at least one real thing built, not just discussed.

Questions leaders ask

Frequently asked questions

How is this different from an AI workshop?+
A workshop ends. This does not. AI tools and governance needs change monthly, and a single session cannot keep pace. Fluency is a recurring monthly retainer, not a one time event.
Does Jenna personally run every session?+
No. Fluency Core runs cohort style off a documented curriculum led by a trained Guardian Owl AI strategist. Jenna is involved in curriculum design and select Fluency Command engagements, not every monthly call.
What proof do you have that Guardian Owl can actually build AI agents, not just talk about them?+
Guardian Owl runs its own working internal AI agents today, handling real lead triage, Vistage network monitoring, and quality traffic research. Fluency Build and Fluency Command clients see a real working agent, not a slide deck.

Your next wise move

Your team is under pressure to do something with AI. Give them somewhere real to start.

Book a readiness audit, or see a real agent we built first. Either way, you leave with a plan, not a pitch.