Program management · Custom AI agents

Enterprise program discipline, with the routine work running on agents you own.

20 years running Fortune 100 programs. The last two spent teaching the status reports to write themselves.

  • 20+

    years leading enterprise programs

  • $15M+

    portfolio managed as VP, Digital PMO

  • $5M+

    savings delivered through vendor strategy

  • 5

    AI agents in production across an enterprise PMO

Two things, done together.

AI-augmented program management

I run programs the way a Fortune 100 PMO runs them: a plan, a cadence, a risk log, a status report every week without fail.

The difference is what produces the paperwork. Meeting minutes, status reports, kickoff decks, and project plans come from agents I built, in your environment, on your data.

A transcript goes in. Ninety seconds later, formatted minutes with action items come out, ready to send. That is the standard I hold the routine work to.

Custom agents, skills, and instruction sets

I build working agents for a single job: the one your team does every week and dreads. Microsoft Copilot, Power Automate, ChatGPT, or Claude, depending on what you already pay for.

The most recent one answers questions against a 300-page operating manual so people stop asking the one person who has read it.

You own the result. No subscription to me, no black box. Documentation and a handover session are part of every build.

Two ways to work together.

FIXED SCOPE

Agent Build

One workflow, automated and deployed in your environment, in about two weeks.

  • A half-day scoping session to pick the one workflow with the best return
  • The agent, built and tested on your real documents
  • Deployment in your tenant (Microsoft 365, ChatGPT Enterprise, or Claude)
  • Written documentation and a one-hour handover

From $7,500, fixed after scoping.

Scope a build

MONTHLY

Fractional program management

A senior PM on your program, part-time, with the reporting layer already automated.

  • Weekly cadence, risk and decision logs, executive-ready status every week
  • Agents for minutes, status, and decks set up in month one and left with you
  • Direct access, not a delivery team
  • Minimum three-month engagement

Monthly retainer, scoped to hours per week.

Discuss a retainer

Not sure which? Start with the free tools below, or just ask.

Where the numbers come from.

Engagements are described by industry and scale. Client names stay with the client.

GLOBAL MANUFACTURER
Built and led the Digital PMO for a $15M+ portfolio of cybersecurity and transformation programs. Delivered $5M+ in savings through vendor strategy.
GLOBAL MANUFACTURER
Directed cybersecurity platform rollouts across seven business units worldwide, raising the enterprise maturity score within a year.
ENTERPRISE PMO
Built five production AI agents for minutes, status reports, kickoff decks, project plans, and guidance on a 300-page SOP. In use across a PMO of several hundred people; other teams have since built their own on the same pattern.
GLOBAL BANK
Designed the tracking system that orchestrated the migration of hundreds of applications to Azure.
MEDIA MERGER
Ran IT integration and Day 1 planning for a major media merger, reporting to the CIO. Delivered a 36-floor network build for the new headquarters on time.
MORTGAGE LENDER
Led the build of a planning system forecasting $1.2 billion in annual expense. Cut the monthly forecast cycle from three weeks to three days.

Full history on LinkedIn →

Free tools.

Skills, agents, and instruction files I use on real programs. Take them.

First tools land in October.

Meeting minutes, status reports, and SOP guidance, packaged so you can run them yourself. Leave an email and get them the day they ship.

Talk to Jeff.

Jeff Dennis

Based in Vermont, working with teams anywhere. Reply within one business day.