Michael DeWitt
@michaelbdewitt.bsky.social
Digital Transformation Executive | Tech & Innovation Leader | Scaling Growth via AI & Cloud | CDO/CTO
Speed is the only currency that matters now.
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You can have "safe" stagnation or disciplined velocity.
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Pick one.
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You can have "safe" stagnation or disciplined velocity.
.
Pick one.
January 11, 2026 at 3:00 PM
Speed is the only currency that matters now.
.
You can have "safe" stagnation or disciplined velocity.
.
Pick one.
.
You can have "safe" stagnation or disciplined velocity.
.
Pick one.
So we build walls instead of guardrails.
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If you want TRUE DIGITAL LEADERSHIP...
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Stop treating your AI teams like children.
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Train them like operators.
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Give them the objective, provide the resources, and let them fly.
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If you want TRUE DIGITAL LEADERSHIP...
.
Stop treating your AI teams like children.
.
Train them like operators.
.
Give them the objective, provide the resources, and let them fly.
January 11, 2026 at 3:00 PM
So we build walls instead of guardrails.
.
If you want TRUE DIGITAL LEADERSHIP...
.
Stop treating your AI teams like children.
.
Train them like operators.
.
Give them the objective, provide the resources, and let them fly.
.
If you want TRUE DIGITAL LEADERSHIP...
.
Stop treating your AI teams like children.
.
Train them like operators.
.
Give them the objective, provide the resources, and let them fly.
They establish clear rules of engagement.
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Then?
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They get out of the way.
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Corporate leadership often lacks that discipline.
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We don't train deeply, so we don't trust.
.
We fear the "black box" of AI because we haven't done the work to understand it.
.
Then?
.
They get out of the way.
.
Corporate leadership often lacks that discipline.
.
We don't train deeply, so we don't trust.
.
We fear the "black box" of AI because we haven't done the work to understand it.
January 11, 2026 at 3:00 PM
They establish clear rules of engagement.
.
Then?
.
They get out of the way.
.
Corporate leadership often lacks that discipline.
.
We don't train deeply, so we don't trust.
.
We fear the "black box" of AI because we haven't done the work to understand it.
.
Then?
.
They get out of the way.
.
Corporate leadership often lacks that discipline.
.
We don't train deeply, so we don't trust.
.
We fear the "black box" of AI because we haven't done the work to understand it.
We mistake bureaucracy for safety.
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We think adding three more signatures reduces risk.
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It doesn't.
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It just hides incompetence.
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The military doesn't just "hope" the soldier gets it right.
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They invest relentlessly in DOCTRINE.
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We think adding three more signatures reduces risk.
.
It doesn't.
.
It just hides incompetence.
.
The military doesn't just "hope" the soldier gets it right.
.
They invest relentlessly in DOCTRINE.
January 11, 2026 at 3:00 PM
We mistake bureaucracy for safety.
.
We think adding three more signatures reduces risk.
.
It doesn't.
.
It just hides incompetence.
.
The military doesn't just "hope" the soldier gets it right.
.
They invest relentlessly in DOCTRINE.
.
We think adding three more signatures reduces risk.
.
It doesn't.
.
It just hides incompetence.
.
The military doesn't just "hope" the soldier gets it right.
.
They invest relentlessly in DOCTRINE.
The military calls it Mission Command.
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Corporate America calls it "governance."
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But in reality, it's just GOVERNANCE THEATER.
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One builds speed and precision.
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The other builds resentment.
.
Corporate America calls it "governance."
.
But in reality, it's just GOVERNANCE THEATER.
.
One builds speed and precision.
.
The other builds resentment.
January 11, 2026 at 3:00 PM
The military calls it Mission Command.
.
Corporate America calls it "governance."
.
But in reality, it's just GOVERNANCE THEATER.
.
One builds speed and precision.
.
The other builds resentment.
.
Corporate America calls it "governance."
.
But in reality, it's just GOVERNANCE THEATER.
.
One builds speed and precision.
.
The other builds resentment.
Stop building walls.
Start building guardrails.
Train your people like operators.
Give them the mission.
Then let them fly.
True leadership isn't about control.
It's about knowing you don't need it.
Start building guardrails.
Train your people like operators.
Give them the mission.
Then let them fly.
True leadership isn't about control.
It's about knowing you don't need it.
January 10, 2026 at 2:00 PM
Stop building walls.
Start building guardrails.
Train your people like operators.
Give them the mission.
Then let them fly.
True leadership isn't about control.
It's about knowing you don't need it.
Start building guardrails.
Train your people like operators.
Give them the mission.
Then let them fly.
True leadership isn't about control.
It's about knowing you don't need it.
If you feel you can't trust your team to execute, stop looking at them.
Look at your onboarding.
Look at your training manuals.
If you haven't built the competence, you haven't earned the right to trust.
Look at your onboarding.
Look at your training manuals.
If you haven't built the competence, you haven't earned the right to trust.
January 10, 2026 at 2:00 PM
If you feel you can't trust your team to execute, stop looking at them.
Look at your onboarding.
Look at your training manuals.
If you haven't built the competence, you haven't earned the right to trust.
Look at your onboarding.
Look at your training manuals.
If you haven't built the competence, you haven't earned the right to trust.
Corporate America does the exact opposite.
We hire expensive talent.
Then we doubt them immediately.
We layer on six levels of approval for a $50k AI pilot.
We mistake BUREAUCRACY for safety.
It’s not safety. It’s fear.
We hire expensive talent.
Then we doubt them immediately.
We layer on six levels of approval for a $50k AI pilot.
We mistake BUREAUCRACY for safety.
It’s not safety. It’s fear.
January 10, 2026 at 2:00 PM
Corporate America does the exact opposite.
We hire expensive talent.
Then we doubt them immediately.
We layer on six levels of approval for a $50k AI pilot.
We mistake BUREAUCRACY for safety.
It’s not safety. It’s fear.
We hire expensive talent.
Then we doubt them immediately.
We layer on six levels of approval for a $50k AI pilot.
We mistake BUREAUCRACY for safety.
It’s not safety. It’s fear.
The military invests RELENTLESSLY in training.
They establish clear rules of engagement.
They define the mission parameters.
And then?
They get out of the way.
This is called "Mission Command."
They establish clear rules of engagement.
They define the mission parameters.
And then?
They get out of the way.
This is called "Mission Command."
January 10, 2026 at 2:00 PM
The military invests RELENTLESSLY in training.
They establish clear rules of engagement.
They define the mission parameters.
And then?
They get out of the way.
This is called "Mission Command."
They establish clear rules of engagement.
They define the mission parameters.
And then?
They get out of the way.
This is called "Mission Command."
I spent years as a USAF strategist.
We routinely trusted 22-year-olds with $30M drones and nuclear-adjacent intelligence.
Was it blind faith?
Absolutely not.
It was DOCTRINE.
We routinely trusted 22-year-olds with $30M drones and nuclear-adjacent intelligence.
Was it blind faith?
Absolutely not.
It was DOCTRINE.
January 10, 2026 at 2:00 PM
I spent years as a USAF strategist.
We routinely trusted 22-year-olds with $30M drones and nuclear-adjacent intelligence.
Was it blind faith?
Absolutely not.
It was DOCTRINE.
We routinely trusted 22-year-olds with $30M drones and nuclear-adjacent intelligence.
Was it blind faith?
Absolutely not.
It was DOCTRINE.
We have to decide.
Is this a bridge to better care?
Or is it a dangerous band-aid on a system that has failed to scale?
The patients have already voted with their keyboards.
Now it’s on us to build the safety net they actually need.
Is this a bridge to better care?
Or is it a dangerous band-aid on a system that has failed to scale?
The patients have already voted with their keyboards.
Now it’s on us to build the safety net they actually need.
January 9, 2026 at 1:25 AM
We have to decide.
Is this a bridge to better care?
Or is it a dangerous band-aid on a system that has failed to scale?
The patients have already voted with their keyboards.
Now it’s on us to build the safety net they actually need.
Is this a bridge to better care?
Or is it a dangerous band-aid on a system that has failed to scale?
The patients have already voted with their keyboards.
Now it’s on us to build the safety net they actually need.
To my fellow leaders in healthcare:
Do not view this merely as a "tech trend" to monitor.
View it as a signal of unmet demand.
If an LLM provides better accessibility than your clinic...
The problem isn't the AI.
The problem is the workflow.
Do not view this merely as a "tech trend" to monitor.
View it as a signal of unmet demand.
If an LLM provides better accessibility than your clinic...
The problem isn't the AI.
The problem is the workflow.
January 9, 2026 at 1:25 AM
To my fellow leaders in healthcare:
Do not view this merely as a "tech trend" to monitor.
View it as a signal of unmet demand.
If an LLM provides better accessibility than your clinic...
The problem isn't the AI.
The problem is the workflow.
Do not view this merely as a "tech trend" to monitor.
View it as a signal of unmet demand.
If an LLM provides better accessibility than your clinic...
The problem isn't the AI.
The problem is the workflow.
Doctors and privacy experts are right to sound the alarm.
Hallucinations.
Dangerous guidance.
Massive HIPAA gaps.
We are watching a collective leap into UNKNOWN risks because the alternative is waiting weeks for an appointment.
Hallucinations.
Dangerous guidance.
Massive HIPAA gaps.
We are watching a collective leap into UNKNOWN risks because the alternative is waiting weeks for an appointment.
January 9, 2026 at 1:25 AM
Doctors and privacy experts are right to sound the alarm.
Hallucinations.
Dangerous guidance.
Massive HIPAA gaps.
We are watching a collective leap into UNKNOWN risks because the alternative is waiting weeks for an appointment.
Hallucinations.
Dangerous guidance.
Massive HIPAA gaps.
We are watching a collective leap into UNKNOWN risks because the alternative is waiting weeks for an appointment.
The usage patterns expose the cracks in our infrastructure.
1.6 million messages a week are just people trying to navigate insurance and billing.
They aren't looking for "tech."
They are looking for clarity in a broken, opaque marketplace.
1.6 million messages a week are just people trying to navigate insurance and billing.
They aren't looking for "tech."
They are looking for clarity in a broken, opaque marketplace.
January 9, 2026 at 1:25 AM
The usage patterns expose the cracks in our infrastructure.
1.6 million messages a week are just people trying to navigate insurance and billing.
They aren't looking for "tech."
They are looking for clarity in a broken, opaque marketplace.
1.6 million messages a week are just people trying to navigate insurance and billing.
They aren't looking for "tech."
They are looking for clarity in a broken, opaque marketplace.
70% of these health conversations happen OUTSIDE clinic hours.
Nearly 600,000 weekly messages come from rural or hospital-desert areas.
This isn’t just adoption. It’s desperation.
Patients are using AI because the traditional system is inaccessible.
Nearly 600,000 weekly messages come from rural or hospital-desert areas.
This isn’t just adoption. It’s desperation.
Patients are using AI because the traditional system is inaccessible.
January 9, 2026 at 1:25 AM
70% of these health conversations happen OUTSIDE clinic hours.
Nearly 600,000 weekly messages come from rural or hospital-desert areas.
This isn’t just adoption. It’s desperation.
Patients are using AI because the traditional system is inaccessible.
Nearly 600,000 weekly messages come from rural or hospital-desert areas.
This isn’t just adoption. It’s desperation.
Patients are using AI because the traditional system is inaccessible.
OpenAI just launched a dedicated Health tab to centralize this traffic.
Upload prescriptions. Connect Apple Health.
They frame it as a bridge to clinicians.
But let’s be honest about what’s actually happening.
Upload prescriptions. Connect Apple Health.
They frame it as a bridge to clinicians.
But let’s be honest about what’s actually happening.
January 9, 2026 at 1:25 AM
OpenAI just launched a dedicated Health tab to centralize this traffic.
Upload prescriptions. Connect Apple Health.
They frame it as a bridge to clinicians.
But let’s be honest about what’s actually happening.
Upload prescriptions. Connect Apple Health.
They frame it as a bridge to clinicians.
But let’s be honest about what’s actually happening.
Stop building PowerPoint factories.
Start building muscle memory in your teams.
That is the only metric that matters.
Start building muscle memory in your teams.
That is the only metric that matters.
January 6, 2026 at 5:04 PM
Stop building PowerPoint factories.
Start building muscle memory in your teams.
That is the only metric that matters.
Start building muscle memory in your teams.
That is the only metric that matters.
If your AI strategy requires a central team to approve every prompt or model... you have failed.
You are the bottleneck.
True impact is when the organization runs faster *after* you leave the room.
You are the bottleneck.
True impact is when the organization runs faster *after* you leave the room.
January 6, 2026 at 5:04 PM
If your AI strategy requires a central team to approve every prompt or model... you have failed.
You are the bottleneck.
True impact is when the organization runs faster *after* you leave the room.
You are the bottleneck.
True impact is when the organization runs faster *after* you leave the room.
Think of it like a good NCO in the military.
You train your team to EXECUTE without you.
You embed the skills, the judgment, and the tools directly into the front lines.
You don't want them dependent on you for every decision.
You train your team to EXECUTE without you.
You embed the skills, the judgment, and the tools directly into the front lines.
You don't want them dependent on you for every decision.
January 6, 2026 at 5:04 PM
Think of it like a good NCO in the military.
You train your team to EXECUTE without you.
You embed the skills, the judgment, and the tools directly into the front lines.
You don't want them dependent on you for every decision.
You train your team to EXECUTE without you.
You embed the skills, the judgment, and the tools directly into the front lines.
You don't want them dependent on you for every decision.
Real Centers of Excellence do one thing differently.
They make themselves UNNECESSARY.
The goal is not to build a permanent temple to your own intelligence.
The goal is to build capability that outlasts your presence.
They make themselves UNNECESSARY.
The goal is not to build a permanent temple to your own intelligence.
The goal is to build capability that outlasts your presence.
January 6, 2026 at 5:04 PM
Real Centers of Excellence do one thing differently.
They make themselves UNNECESSARY.
The goal is not to build a permanent temple to your own intelligence.
The goal is to build capability that outlasts your presence.
They make themselves UNNECESSARY.
The goal is not to build a permanent temple to your own intelligence.
The goal is to build capability that outlasts your presence.
They produce frameworks nobody uses.
Governance documents nobody reads.
Best practices nobody follows.
If your "excellence" exists only on a shared drive... it’s not excellence. It’s bureaucracy.
Governance documents nobody reads.
Best practices nobody follows.
If your "excellence" exists only on a shared drive... it’s not excellence. It’s bureaucracy.
January 6, 2026 at 5:04 PM
They produce frameworks nobody uses.
Governance documents nobody reads.
Best practices nobody follows.
If your "excellence" exists only on a shared drive... it’s not excellence. It’s bureaucracy.
Governance documents nobody reads.
Best practices nobody follows.
If your "excellence" exists only on a shared drive... it’s not excellence. It’s bureaucracy.