West North Group

West North Group

James McDonough

James McDonough

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The Work

How big could this actually go?

Challenging old assumptions to expand the vision you’re willing to pursue—and the responsibility you’re prepared to carry.


Where can technology meaningfully change the equation?

Not productivity tools, but real leverage—AI, automation, and new models that allow a team to operate at a much higher level in a changing world.


What would it take for key people to step out of execution?

Clarifying what must change so operations no longer depend on constant involvement from founders, family members, or a small number of critical individuals.

How This Work Shows Up


This work begins by challenging the size of the future being imagined.


Many teams are operating within assumptions shaped by past constraints. The first step is expanding what feels possible—pressure-testing ambition, exploring new models, and reframing what the organization could become.


From there, technology is introduced as leverage. Not tools to manage, but shifts that materially change scale, structure, and effort. The focus is on ideas that alter the equation, not incremental optimization.


As clarity increases, attention turns to where founders or key individuals remain the bottleneck. The work challenges what truly requires their time, and what must change so leadership and execution no longer depend on them day to day — at the cost of scale, focus, or freedom.


Engagements are selective and lightweight—sometimes brief and catalytic, sometimes unfolding over time.

The aim is not more work—but clearer, bigger thinking, greater leverage, and less personal load.

Where This Work Is Done


This work most often happens through private advisory with CEOs, focused leadership sessions, or facilitated conversations within forums, chapters, and peer groups.

At times, it also takes the form of off-sites or invited sessions when groups want to think beyond current constraints.


The context varies, but the role remains the same: to challenge assumptions, expand what feels possible, and create leverage that reduces dependence on constant execution.

Who This Is For / Not For


For

CEOs and founders who sense they are operating below what is truly possible.

Leaders who have built something real, but haven’t been meaningfully challenged on how big the future could be—or how different it might look with today’s technology applied intentionally.


This is for people who want to think bigger, create real leverage, and step out of being the constant bottleneck—without adding complexity, meetings, or noise.



Not for

Those seeking traditional consulting, prescriptive frameworks, or incremental improvement.

Teams looking to outsource thinking, be told what to do, or stay safely within familiar constraints.

Experience & Signal


Founded, operated, and advised across technology, industrial, and complex organizations—from early-stage companies to government and Fortune 10 enterprises.


Trusted by organizations such as YPO, EO, EOS, and Vistage operators, as well as universities and executive education settings, often delivered through invited conversations and talks.