Operations. Finance. Technology. AI.
Systems for organizations doing complicated work.
Keen Media is Jonathan Keen's operating and advisory company. It builds and fixes the systems where operations, finance, technology, and AI meet, mostly for independent media and mission-driven organizations.
The practice
The work usually begins where these disciplines stop being separate problems.
Operations
Organizational design, workflows, staffing, contracts, and execution.
Finance
Budgets, forecasting, cash flow, audits, reporting, and the numbers behind operating decisions.
Technology
Platforms, integrations, data architecture, automation, and the tools people use every day.
AI + Automation
Practical AI systems, agents, workflows, and tools that change how organizations operate.
Where the work gets complicated
Different problems.
Connected disciplines.
Operating infrastructure
Roles, workflows, contracts, governance, reporting, and the structures an organization needs to function well.
Finance as infrastructure
Budgets, forecasting, cash flow, audits, reporting, and financial systems built to support real operating decisions.
Technology and AI systems
Platforms, integrations, data, automation, and turning AI from experiments into working tools, agents, and everyday workflows.
Shared infrastructure across organizations
Systems that let independent organizations collaborate, share capabilities, and gain scale without unnecessary centralization.
An operating philosophy
Understand the whole system.
Most organizational problems are not isolated. A finance problem may be a workflow problem. A technology problem may be an organizational-design problem.
Build, don’t just recommend.
The work should result in functioning systems, processes, and tools—not simply recommendations for someone else to execute.
Reduce friction.
Good systems make organizations easier to operate. They should reduce complexity rather than introduce another layer of it.
Currently
thinking about
Questions that inform the work.
Organizations built around AI agents
What changes when AI agents become active participants in organizational workflows rather than standalone tools?
Shared capacity across organizations
How can independent organizations share capabilities, knowledge, technology, and scale without giving up their autonomy?
Institutional memory
How can organizations capture knowledge, decisions, and context so they stay usable rather than disappearing into inboxes, meetings, and individual memory?
Human-led automation
Where should automation remove friction, and where should human judgment remain deliberately central?
About Jonathan
An operator.
A whole-system view.
Jonathan Keen works at the intersection of operations, finance, technology, and AI.
He has spent his career building, fixing, and running the systems underneath complex organizations. Much of that work has been inside independent media and mission-driven institutions, environments where resources are finite, problems overlap, and systems have to actually work.