The problem
Experiments are scattered, tool decisions stall, governance is unclear, and leadership lacks a single view of what is working.
Fractional AI Operator
Ongoing ownership of AI productivity methods, tool decisions, governance, workflow improvement, and executive visibility—an operating function, not hourly consulting.
Monthly operating ownership · Scoped to cadence and responsibility
MIT education · Former Amazon product leader · Longtime CTO · You work directly with Jason

The operating gap
Experiments are scattered, tool decisions stall, governance is unclear, and leadership lacks a single view of what is working.
A senior operator owns the roadmap, decisions, and reporting—without the cost or commitment of a full-time AI executive.
What the fractional role owns
A prioritized plan for where AI improves the business next, kept current as the business learns.
Evaluate and choose tools by the work, data, controls, cost, and fit.
Regular enablement time for selected teams to unblock real work.
Data-risk checks, review standards, and approved methods.
A practical watch on capabilities that could create pressure.
A steady flow of improvements from idea to configured, reviewed method.
A monthly memo leadership can actually use.
Hands-on work on one or two active improvements at a time.
Example monthly cadence
What stays with your leadership and IT
Advisory versus hands-on
Senior guidance, decisions, and review for narrower, focused needs.
A monthly retainer for continuous ownership of the roadmap, cadence, and reporting.
Scoped delivery of a specific workflow or improvement.
Separately scoped when a build is genuinely justified.
Engagement shapes
Roadmap ownership, monthly reporting, and decision review for a small team.
Adds office hours, active workflow improvements, and governance across several teams.
Broader operating responsibility and more hands-on implementation across the business.
Executive reporting
Governance and risk
The value is continuity—someone senior who owns the AI operating function month over month.
When not to use fractional support
In these cases, another engagement is usually a better fit.
Engagement approach
The offer is a monthly operating function. Narrower, focused advisory is available for smaller needs.
Price is affected by
Monthly scope is based on cadence, teams, operating responsibility, and implementation depth. Project engineering is separately scoped.
Why The Tomorrow Machine
You work directly with Jason Merkoski—an MIT-educated former Amazon product leader and longtime CTO who works hands-on across ChatGPT, Claude, voice AI, supervised browser automation, integrations, and production systems.
That combination is what a fractional AI operating function needs: product and operating judgment, real implementation ability, and the discipline to build only when it is justified.
FAQ
No. It is a monthly operating function—roadmap ownership, cadence, governance, and reporting. Narrower, focused advisory is available for smaller needs.
The role owns the AI operating function—roadmap, tool decisions, workflow pipeline, and reporting. Final policy, legal, security, and budget authority stay with your leadership.
Selectively. A typical month includes one or two active improvements. Larger project engineering or custom builds are separately scoped.
Usually after a Readiness Review or a Program, when there is enough ongoing work to justify continuity. A conversation defines the right cadence and scope.
Delivery managed within the roadmap
The assessment that often precedes ongoing ownership.
See the Readiness ReviewRole enablement that a fractional operator sustains over time.
See the 30-Day ProgramIndividual improvements delivered inside the workflow pipeline.
See the Workflow UpgradeDiscuss fractional AI ownership
Bring your current AI decisions, experiments, and priorities. We will define the right cadence, operating responsibility, and reporting.
Monthly operating ownership · You work directly with Jason
Prefer email? Reach Jason directly at hello@tomorrowmachine.ai.
Based in Santa Fe, New Mexico. U.S. Mountain and Pacific working hours.
Pick a time for a free 30-minute AI Strategy Conversation. Bring the business problem on your mind—you will leave with an honest point of view on where AI can create the most value, and your best next move.
What happens on the conversation
Useful to bring