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Free today, costly tomorrow: A leadership playbook for smarter tech decisions

Free today, costly tomorrow: A leadership playbook for smarter tech decisions

Sep 17, 2025 | Capacity-building, Leadership, Taking action

Many organizations I work with are trying to do as much as possible on a shoestring budget. This is especially the case for newly founded groups that must find a way to balance process with mission—that is, to build the airplane while flying it. (You can read more...
DIY, Outsource, or Lean on AI? A Decision Matrix for Small Orgs

DIY, Outsource, or Lean on AI? A Decision Matrix for Small Orgs

Sep 4, 2025 | Capacity-building, Leadership, Taking action

I spent the last two weeks of August redesigning my website. It’s been a humbling, eye-opening experience that has taught me a lot about getting things done with limited resources. I’ve created and maintained websites for other organizations in the past, but on-staff...
The Power of Changing Your Environment (Without Leaving Town)

The Power of Changing Your Environment (Without Leaving Town)

Jun 26, 2025 | Capacity-building, Creativity, Leadership, Meetings, Strategic planning

I have the great fortune to divide my time between two wonderful cities: Madison, Wisconsin and Berlin, Germany. While the trips back and forth require planning and effort, the benefits always outweigh the short-term logistical stress. By shifting my location, I gain...
How to build while flying

How to build while flying

Jun 12, 2025 | Capacity-building, Leadership, Strategic planning, Taking action

In my last newsletter, I discussed the need for leaders to get comfortable building while flying. The most effective and sustainable organizations are those that manage to work on both process and mission at the same time. “Easier said than done,” you’re probably...

It’s OK to build the plane while flying it

May 28, 2025 | Capacity-building, Leadership, Strategic planning, Taking action

When I work with clients on strategic planning or launching new initiatives, I’ve noticed a common tension between two types of thinkers: There are the process-oriented folks, who want to create the optimal system before doing anything else. They often fear taking...
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