Field Notes from an AI Operator

We built our organizations for a world where change could be managed toward a set destination.

Set the targets. Implement the system. Establish the operating model. Run the playbook.

That world is gone. Now, the destination moves too.

In the AI era, there is no fixed destination.

“The advantage won't come from perfectly predicting what comes next.It will come from building leaders and organizations powered by AI, capable of continuously learning, adapting, and evolving.”- Jerold M

Jerold McDonald

Founder + AI Operating Partner, ethos AI Labs

ethos AI Labs logo, link to ethosailabs.com

Builder · Operator · Advisor · Board Director

Jerold McDonald in conversation at the front of a full university lecture hall
Jerold McDonald leaning against a light stone column

Perspective

I've spent my career following the work.

I started on the front lines of healthcare and kept following the work: through operations, revenue cycle, technology, building companies, advising leaders, and serving in boardrooms.

Today, I’m Founder + AI Operating Partner at ethos AI Labs. We build AI-enabled services and help organizations navigate what comes next, as AI moves beyond the tool and starts taking responsibility for the work.

Each seat has offered a different lens on how organizations work. But increasingly, the same question emerged:

How will organizations thrive, when we build systems that embrace the change that will come?

Operated

Nearly two decades across healthcare operations, revenue cycle, technology and service delivery, beginning on the front lines.

I’ve seen the work from inside health systems, medical groups and health plans, as well as services and technology organizations spanning multiple industries.

Selected organizations + environments

  • U.S. Department of Veterans Affairs
  • Houston Methodist
  • Huron
  • athenahealth

Built

Founder across venture-backed, bootstrapped, and nonprofit organizations.

Today, I’m building ethos AI Labs to rethink what becomes possible when AI takes responsibility for more of the work organizations do.

Previously co-founded Omaiven Health, a venture-backed healthcare AI & automation company.

Founded

  • Omaiven Health
  • ethos AI Labs

Innovation Leadership

  • Tiger Tank · Co-Founder · Trinity University healthcare innovation pitch competition
  • Healthcare PRISm · Co-Founder · National healthcare innovation pitch competition supporting future healthcare leaders

Supported by

  • Techstars
  • Johnson & Johnson Foundation
  • Google for Startups

Advised

I work with leaders across healthcare, services, technology, startups, and academia to understand shifts in their markets, explore the expanding frontier of what technology makes possible, and rethink what their organizations could do next.

Board Director

I’ve served in board and advisory roles across health plans, technology, and academia, including as Vice Chair of Sendero Health Plans, Chair of Trinity University’s Health Care Administration Advisory Council and innovation initiatives, as well as roles with Vivent Health and BB Imaging / TeleScan.

Selected board + governance

  • Vivent Health
  • BB Imaging
  • TeleScan by bb imaging
  • Trinity University
  • Sendero Health Plans

What started in healthcare expanded across industries and into different seats across the organization. What remained constant was a view from inside the work, informed by experience across that spectrum. That perspective shapes how I think about what comes next.

"Our best work embraces our humanity.  Technology should therefore, increase human agency."

Field Notes from an AI Operator

Keynotes + topics for speaking engagements

Ideas worth bringing into the room.

Five conversations for leaders navigating what AI changes about work, organizations, leadership, and access.

  • 01

    When AI owns the work

    Are we ready to operate when people + AI share the work?

    We’ve spent years asking what AI can do. The more important question now: what are we willing to let it own?

  • 02

    The compounding organization

    Your organization has years of experience. Is each day making it smarter?

    AI may give us something we’ve never really had before: organizations capable of learning from the work, every day.

  • 03

    Organizational fitness

    What are we really optimizing for?

    Revenue? Growth? Margin? Unit economics? Quality? Access? Patient experience? Workforce?

  • 04

    The C-Suite challenge

    When everyone expects you to have the answers. But questions about the AI era are mounting.

    My board wants a strategy. My employees are already using “shadow AI.” My team says we need to move faster. A competitor just announced something that sounds like it could change the market. Every new statistic tells me my peers are ahead. And tomorrow morning, I’ll wake up to another headline telling me everything changed again.

  • 05

    Rethinking access

    What if yesterday’s constraints no longer define the potential of tomorrow?

    Healthcare access has traditionally been shaped by familiar constraints: appointments, clinicians, facilities, hours, geography, coverage, language, and the people available to do the work.

Jerold McDonald in a grey blazer seated on a SXSW 2019 panel beside the SXSW banner

"The goal isn't more information. It's a different way to see the problem, imagine what's possible, and plot a better path forward."

Beyond the keynote

Some conversations need a smaller room.

Field Notes: C-Suite Circles

The questions leaders most need to ask aren't always the ones they want to ask from a stage, in a board meeting or in front of their teams.

C-Suite Circles create room for the questions underneath the strategy: what you understand, what you don't, where the organization is actually behind, what deserves urgency and what can wait.

Bring Jerold into the conversation
  • Are we actually behind?
  • Have we adopted AI, or just bought access to it?
  • How much should I personally understand?
  • How do I know whether the person I've delegated this to actually knows what they're doing?
  • How fast is too fast?
  • How do we experiment without unnecessarily exposing the organization?

Track record

The questions change. The work continues.

Nearly two decades across the front lines, operations, technology, company building and boardrooms have changed the questions. The work has always been about understanding what comes next and making it useful now.

Jerold McDonald speaking with a microphone during a panel conversation on stage at the Long Center in Austin
Jerold McDonald in a blue shirt standing on a small stage presenting to a room, with the venue's stairs and audience behind him
Jerold McDonald speaking with a microphone on stage at Capital Factory in Austin during Austin Startup Week
Jerold McDonald seated on a stool while being filmed for an interview
Portrait of Jerold McDonald beside a stone column

Service. Stewardship. Agency.

I grew up in a multi-generational military family where service was never an abstract idea. I found my own path to serve through building organizations and businesses.

Technology has always interested me for the same reason: what unlocks when we give people more capacity, more choices, and more agency?

Bring the conversation into your room.