GTD® & AI Operating system
The operating system for human judgment in the age of AI
You already know how to get an AI output into your system. This is where that habit turns into replicable structure: one built to hold steady as your inputs, your team, and your ambition continue to grow.
30 minutes with GTD coach and AI integration expert, Kerry Gallivan.
Program at a Glance
Who it's For
Established GTD and AI practitioners ready to scale beyond personal habits, and leaders building real leverage with LLMs
Format
Standardized, Accelerated, or In-Person coaching formats available
Timeline
2 weeks to 4 months, depending on format
Supported Tools
ChatGPT, Claude, Copilot, Gemini, Outlook, Todoist, OmniFocus, Notion, and many more
Investment
$6,500 to $35,000 USD
Determined by choice of tier and format
GTD® & AI Operating system
The operating system for human judgment in the age of AI
You already know how to get an AI output into your system. This is where that habit turns into replicable structure: one built to hold steady as your inputs, your team, and your ambition continue to grow.
30 minutes with GTD and AI coach Kerry Gallivan.
30 minutes with GTD and AI coach Kerry Gallivan.
Program at a Glance
Who it's For
Established GTD and AI practitioners ready to scale beyond personal habits, and leaders building real leverage with LLMs
Format
Standardized, Accelerated, or In-Person coaching formats available
Timeline
2 weeks to 4 months, depending on format
Tools
ChatGPT, Claude, Copilot, Gemini, Outlook, Todoist, and many more
Investment
$6,500 to $35,000 USD
Determined by choice of tier and format
What worked before wasn't built for where you are now
Your core habit isn't the problem. Its ability to scale is.
You already know how to get an AI output into your system. That part is solved. The issue is what happens when the volume triples, when your role gets pulled in five directions at once, or when you start handing work to people and AI at the same time.
More inputs don't just mean more to review. They mean more places for something to quietly fall through the cracks: inputs that never get clarified, agents competing for your limited attention, and delegations slipping through gaps that never got named.
This program builds the structure that catches what your habits alone no longer can.
Volume
Clarifying can't keep pace
AI produces faster than you can process it, so new inputs don't get categorized and become lost.
Attention
Prioritization rules are unclear
What do you do when multiple LLM outputs are vying for your attention and seem equally important?
Drift
Delegation grows too complex
Some delegations get tracked, some never get named as one, and the gaps between surface too late.
What worked before wasn't built for where you are now
You already know how to get an AI output into your system. That part is solved. The issue is what happens when the volume triples, when your role gets pulled in five directions at once, or when you start handing work to people and AI at the same time.
More inputs don't just mean more to review. They mean more places for something to quietly fall through the cracks: inputs that never get clarified, agents competing for your limited attention, and delegations slipping through gaps that never got named.
This program builds the structure that catches what your habits alone no longer can.
Volume
Clarifying can't keep pace
AI produces faster than you can process it, so new inputs don't get categorized and become lost.
Attention
Prioritization rules are unclear
What do you do when multiple LLM outputs are vying for your attention and seem equally important?
Drift
Delegation grows too complex
Some delegations get tracked, some never get named as one, and the gaps between surface too late.
How do you build structure that scales with you, without adding another app, and without handing over the decisions that are yours to make?
That's the question underneath every tier. We don't rebuild your GTD practice and we don't move you onto new software. We build the infrastructure inside the tools you already use, so the system keeps catching what would otherwise depend on you noticing it in the moment.
AI can point at things, but it cannot make proper decisions on your behalf. Human judgment stays yours.
That line holds as firmly for a leader delegating across a whole organization as it does for someone delegating to AI on a personal level.
How do you build structure that scales with you, without adding another app, and without handing over the decisions that are yours to make?
That's the question underneath every tier. We don't rebuild your GTD practice and we don't move you onto new software. We build the infrastructure inside the tools you already use, so the system keeps catching what would otherwise depend on you noticing it in the moment.
AI can point at things, but it cannot make proper decisions on your behalf. Human judgment stays yours.
That line holds as firmly for a
leader delegating across a whole organization as it does for someone delegating to AI on a personal level.
Coaching that scales to meet you
A Tier 03 engagement isn't a longer version of Tier 01. It's a different category of system altogether. Select a tier to see what gets built.
Who this is for
If these sound like you, the inquiry call will be worth your half hour.
You already have a working GTD and AI habit, whether from our AI Tools Integration Program or built on your own.
Your habit has outgrown what it can scale to on its own: more communication channels, more delegation, more AI use, and higher stakes.
What you need isn't more software. It's a system that can catch what you can't always be there to notice yourself.
Who this is for
If these sound like you, the inquiry call will be worth your half hour.
You already have a working GTD and AI habit, whether from our AI Tools Integration Program or built on your own.
Your habit has outgrown what it can scale to on its own: more communication channels, more delegation, more AI use, and higher stakes.
What you need isn't more software. It's a system that can catch what you can't always be there to notice yourself.
The three-phase roadmap
Every engagement, at every tier, moves through the same three phases. What changes is the pacing and the specific system being built, not the sequence.
Audit
Focus
Find the specific areas where your current setup breaks.
Outcome
A clear, named map of every gap. Nothing gets rebuilt yet, only surfaced.
Build
Focus
Build the infrastructure inside the tools you already use, matched to what the Audit found.
Outcome
A working system, tested end to end before you leave the session.
Review and adjust
Focus
Stress-test the system against a full week of your real work and lock in what holds.
Outcome
A finalized system, a Weekly Review you can run confidently on your own, and firm boundaries for what AI handles versus what needs your judgement call.
The three-session roadmap
Each one-on-one virtual sessions ends with the same question, can you repeat this work tomorrow, on your own, without the coach by your side?
Three formats to choose from
The same three phases, paced to how fast you need the system up and running.
Standard
8 sessions over 4 months
Built progressively, so each new addition to your system has room to be tested and adjusted before the next part gets built.
Accelerated
6 sessions Over 2 Weeks + follow-up
Condensed and high momentum, with a review session 2 to 4 weeks after the intensive window ends.
In-Person
2 days on-site + follow-up
Audit and build completed together
in-person, then reviewed virtually once the system has been tested for a few weeks.
A certified GTD coach who also helps you build your GTD and AI system.
Many GTD coaches are hesitant to approach the topic of AI because it's outside their field of expertise. And most AI consultants have never run a GTD Weekly Review. Kerry Gallivan works with both: a Certified GTD Coach, a software CEO, and an AI product builder who engages with these tools daily.
At this level the questions get harder. What should an AI agent be allowed to automate, how do you surface a stalled delegation before it causes problems, and where does a routing rule stop being useful? You get an answer from someone who has actually run into these decisions himself, and has built this kind of infrastructure for his own work.
Certified GTD Coach
Trained and certified in the methodology, not adapting it from the outside.
Software CEO
Running an app company makes coaching account for real executive load.
AI product builder
Builds with these models daily and knows where each one holds up.
Kerry Gallivan
Lead coach, GTD and AI Operating System
A certified GTD coach who also helps you build your GTD and AI system.
Many GTD coaches are hesitant to approach the topic of AI because it's outside their field of expertise. And most AI consultants have never run a GTD Weekly Review. Kerry Gallivan works with both: a Certified GTD Coach, a software CEO, and an AI product builder who engages with these tools daily.
At this level the questions get harder. What should an AI agent be allowed to automate, how do you surface a stalled delegation before it causes problems, and where does a routing rule stop being useful? You get an answer from someone who has actually run into these decisions himself, and has built this kind of infrastructure for his own work.
Certified GTD Coach
Trained and certified in the methodology, not adapting it from the outside.
Software CEO
Running an app company makes coaching account for real executive load.
AI product builder
Builds with these models daily and knows where each one holds up.
You built the habit. Now build the system underneath it.
This program is what holds your habit together as everything else scales: more inputs, more communications channels, and more work handed to people and to AI at once.
What to expect on the call
A look at where your current system breaks under volume
An honest read on whether this program fits, or whether another one would serve you better
A preferred start date, or upcoming availability if you want to compare coaching formats
One-on-one GTD workflow coaching for driven professionals across North America. We help you move everything out of your head and into a trusted personal operating system, freeing up the space you need to focus on the work that matters and the people you care about most.
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