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StoryBrand Guide Retreat · Build It to Last · Nashville

The Time
To Guide.

Thriving in an AI Reality

Tues · Oct 27 · 2026★Nashville, Tenn.★Jay Owen

AIwithJay.com

How do you feel about AI right now?

1

2

3

4

5

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AIwithJay.com

Circa 1994

Three times I thought, this changes everything.

1999

The Web

2007

The iPhone

2022

ChatGPT

AIwithJay.com

The machines take the tasks. The people take the people.

Highly
autonomous.

&

Deeply
human.

Change doesn't ask permission.

Will you be shaped by it, or will you shape it?

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AIwithJay.com

Almost nobody pays for AI yet.

6 in 1,000 people worldwide pay for ChatGPT

OpenAI: 50 million+ paid consumer subscribers (Feb 2026, latest count) against 8.2 billion people.

30 in 1,000 US households pay for any AI tool

Bank of America Institute card data, March 2026: about 3% of households. PNC card data: about 2%.

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Real photo, or AI?

37%

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AIwithJay.com

Relationship is the moat now.

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AIwithJay.com

But where do I start?!

AIwithJay.com

D.A.D.S.

D

Delete

A

Automate

D

Delegate

S

Schedule

AIwithJay.com

01

AI trick 1 of 5

Ask it to ask you questions.

Ask me any questions you need to create the best possible outcome.

AIwithJay.com

02

AI trick 2 of 5

Talk, don't type.

300words a minute talking

100words a minute typing

AIwithJay.com

03

AI trick 3 of 5

Give it your template.

Probabilistic

A different answer every time

→

Your templates & instructions

The structure

→

Deterministic

The same shape every time

AIwithJay.com

I was charging $1,500/session.

Don said $10,000/day.

$23,000

Letterpress illustration of Jay Owen with Donald Miller at a StoryBrand workshop

AIwithJay.com

I was charging

$1,500

per session.

AIwithJay.com

Don said
$10,000/day.

AIwithJay.com

Don said $10,000/day

$23,000

Two blueprints. Two days on site.

AIwithJay.com

One workshop. A whole blueprint.

The $707,000 Blueprint.

Sample diagnosis findings from a growth blueprint — Diagnosis

Sample BrandScript from a growth blueprint — BrandScript

Sample homepage hero from a growth blueprint — Homepage

Sample 12-month marketing plan timeline — 12-month plan

AIwithJay.com

04

AI trick 4 of 5

Ask what you're missing.

Here's my P&L and last year's. What am I missing?

AIwithJay.com

05

AI trick 5 of 5

Make it a skill.

Create a skill from this so I can do the exact same thing next time.

AIwithJay.com

Your next hire is an agent.

Muse

Errands and bookings, right inside WhatsApp.

xAI

Grok Bot

Always on. Keeps working when your laptop is closed.

OpenAI

ChatGPT Dots

Background agents with their own browser.

Anthropic

Claude Duet

Daily briefs. Asks before it acts.

it works while you sleep. it asks before it acts.

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26:30 · Personal agents, 2 minutes

"Chat answers questions. An agent does the work, then checks in with you."
All four launched in the last few months: Grok Bot (Aug), Meta Muse (Sep), ChatGPT Dots (Sep), Claude Duet (Oct, preview).
My example: my assistant canceled a forgotten $600-plus subscription and got a refund. It also talked down a $400-plus HVAC bill.
Optional: play the voice-agent clip from the Alliance keynote, where my agent called about my phone bill (alliance-ai-keynote/assets/voice-agent-bill.mp4).
For a guide: before every client call, an agent pulls their site, reviews, and your last emails into a one-page brief. (Idea to try.)
Back to the rules: every agent gets a named human boss. Nothing goes out without your yes.
Don't recommend one. "Pick the one that lives where you already work."

Income values speed.Wealth values time.Poverty values indecision.

The call ends

→

A concept that day

→

Sprint with the client

AIwithJay.com

Give clients a simple plan.

Start

The $707,000 Blueprint

→

Then

The build day

→

Ongoing

The retainer

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AI tools to consider.

Building the webReplitClaude Code

DesignChatGPT

Meeting notes

Granola

Dictation

Wispr Flow

More at AIwithJay.com

AIwithJay.com

★ ★ ★

We're only limited by our ideas and audience.

★ ★ ★

AIwithJay.com

Deliverables are dead!

~~Leading~~Guiding the client is the job.

AIwithJay.com

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The machines take the tasks. The people take the people.

It's time
to guide.

aiwithjay.com

AIwithJay.com

Today's tools and playbooks

AIwithJay.com

Scan it. Keep it.

The TimeTo Guide.

How do you feel about AI right now?

Three times I thought, this changes everything.

The Web

The iPhone

ChatGPT

Change doesn't ask permission.

Almost nobody pays for AI yet.

Real photo, or AI?

Relationship is the moat now.

But where do I start?!

D.A.D.S.

Delete

Automate

Delegate

Schedule

Ask it to ask you questions.

Talk, don't type.

Give it your template.

Probabilistic

Your templates & instructions

Deterministic

Don said $10,000/day.

Don said$10,000/day.

The $707,000 Blueprint.

Ask what you're missing.

Make it a skill.

Your next hire is an agent.

Muse

Grok Bot

ChatGPT Dots

Claude Duet

Income values speed.Wealth values time.Poverty values indecision.

The call ends

A concept that day

Sprint with the client

Give clients a simple plan.

The $707,000 Blueprint

The build day

The retainer

AI tools to consider.

Deliverables are dead!

It's timeto guide.

AIwithJay.com

The Time
To Guide.

Don said
$10,000/day.

It's time
to guide.