Prompts Workshop


A prompt is a question that is impossible to collaborate on. It points inward, asks for language, and leads to self-knowledge.

For example: what bores you?

We can't collaborate on what bores each person, only to ask why and discuss the meaning behind it.

A 'brief' always leads to collaboration (with another person or knowledge). It is anchored in gravity (situation) and points to convergence. 

For example, what is the secret of a work-life balance? 

Subject matter experts will approach this from different angles, but the conversation will inevitably lead to a joint meeting point on *the same page*, where everyone's opinions will be edited.

I have been using prompts in different group settings and coaching, and I have coached others to use them to open space in their coaching, innovation practice, or leadership. 

You're welcome to join a 10-session workshop where we will learn and practice writing prompts.


10 hours
Limited to ten people
Cost: $1000


May 14, 16, 21, 23, 28, 30 
June 4, 6, 11, 13
1 ET, 60 mins 

Please get in touch with any questions and let us know if you would like to participate.


What are some examples of prompts?
  • What bores you?
  • Do you see something no one else does?
  • What do you wish you could measure? 

More in this Prompt Archive.

When are prompts helpful?

  • Education 
  • Developing spaces for new/unexpected conversations: change management, workplace culture, on-boarding
  • Facilitating communities
  • Coaching 
  • Interview Questions
  • Prepping for an interview
  • Conducting one
  • HR operations 
  • Personal growth 

Containers Workshop

How to build a space that allows for cultivating meaning (/creativity) and not only transaction?

Most spaces (communities, collaboration rooms, Slacks) operate on an invisible contract of transactionality. A community, for example, has a goal (/culture fit). Its members introduce themselves and exchange respective utility until outcomes.

The opportunity not often taken is to be creative together. 

We cannot be clear when we think of a new idea (/are creative). We don't yet know what we want to say or where our thoughts would lead. These frequent moments ask for open-ended affordances. We need to be allowed to pause in a space that does not have a ticking to-do list. 

Interpersonally, we can't be transactional while being creative. We need to hold space for creativity. And use the energy 'creative confusion' allows. 

I experimented with a few such containers. Thirdness was a paid members community where a weekly prompt allowed discourse in what I call band practice for solo artists. Critical Business School was a series of monthly workshops (between Aeon and Harvard Business School) where members meet for four 1-hour-long sessions, in prompts and discourse, but no introductions until the last 10 minutes of the final session. The most recent container is On creativity. A book that will never be published, which I am writing as a body of ideas the community can discuss and build on.

The goal of a container is to tend to the air (/energy) between the members, as opposed to program what is said or done, where we can decide if we want to 'add another log to the fire' or 'open a window. 

Join us for a 10-hour workshop starting in November, 2022.

I recommend this workshop for community builders, innovation consultants, managers, and coaches.

Living Ideas Workshop

How to describe a frame without drawing a picture?

The prompt workshop left behind a realization: it is necessary to prompt oneself when asking for creativity from others. Prompting is a subset of questions that frame/reframe and act on the energy from pulling on interests. It is a unique form of communication that shares meaning before anchoring it in stories. 

Personally meaningful but not yet clear, these creative ruminations are malleable and open to interpretation. Carrying them along asks for a particular container. The Living Ideas workshop is one such container. Participants will write practices to articulate and develop ideas that grow in meaning as they grow in scope.

We will use the container to model, communicate, and articulate practices that we can take with us to nurture our living ideas beyond the workshop.

Living Ideas is a ten-session workshop limited to ten people and costs $1000.

Examples of living ideas: 

Who could benefit from articulating living ideas?
  • Coaches and facilitators who don't prescribe their spaces
  • Innovation writers looking for new tools to describe a non-existent future
  • Change agents looking to inspire and individuate their ideas
  • Writers looking to move away from productizing themselves

We meet over Zoom at noon ET for 60 minutes. Starting the second week of May (2022), twice a week.

More on living ideas, generative writing and forms of communication.