Building Communities Beyond the Bay

During DunCon 2025, I run a community building strategy workshop with @Screwtape. Going through the workshop gave me great insights into what I actually wanted out of my community and how to get there, so I figured sharing the session plan could be useful. If you end up following this plan, consider telling me whether it was useful!


Workshop plan

1-Hour Workshop Plan for DunCon 2025

Introduction (5 minutes)

  • Welcome and context about organizers

  • Concept: “Humans are not automatically strategic”—we don’t naturally take time to think deeply about our goals and plans

  • Today we’ll engage in deliberate, manual strategic thinking about our local communities

Workshop Flow: Manual Strategic Thinking (40 minutes)

Step 1: What Do We Actually Want? (10 minutes)

Prompts:

  • What specific elements from DunCon do you wish existed locally?

  • What’s missing from your community that you value most?

  • If your local community were thriving in 5 years, what would it look like?

  • What does the perfect, S-tier success where your wildest dreams came true look like?

Step 2: Get Specific About Goals (10 minutes)

Prompts:

  • Drill down on your vision—what specifically would indicate success?

  • What’s a realistic intermediate objective given your constraints?

  • What’s your MVP version that could be achieved in 1-3 months?

  • What’s a hard-to-fake, concrete thing you could measure? (Beware goodharting!)

Step 3: Strategic Planning (10 minutes)

Prompts:

  • What are 2-3 concrete steps that would move you toward your goal?

  • What obstacles will you likely encounter and how might you address them?

  • What resources and allies are available to you?

  • What could help you stay motivated?

Step 4: Execute First Steps (10 minutes)

Prompts:

  • Now we’ll take the unusual step of actually implementing our first actions

  • Use this time to send messages, create events, or set up what you need

  • Don’t let perfect be the enemy of done—take real action now

Participants actively complete their first actions during this time:

  • Write the 2~3 sentence version of the plan and share it.

  • Sending messages to potential collaborators

  • Setting up calendar events or Doodle polls

  • Creating Discord channels or communication groups

  • Scheduling follow-up calls

  • Drafting announcements or invitations

Conclusion (5 minutes)

Facilitator Notes

  • Encourage depth rather than breadth in thinking

  • This is not a discussion workshop until the final sharing—it’s about creating dedicated space for strategic thought