The one-on-one conversation (or 1:1) is one of the most powerful tools in organizing. It’s how you build trust, surface values, uncover shared interests, and invite people into deeper action.

Unlike a pitch or a sales call, a 1:1 is relational — it’s about connecting human to human. You’re not just asking someone to “sign up” — you’re asking them to share what matters to them and imagine what’s possible.

Why 1:1s Are a Core Organizing Tool

A strong 1:1 follows a loose structure:

  1. Open – Set a warm tone. Share who you are and why you're talking.

  2. Story – Ask about their experience as a small business owner. What do they care about? What’s been hard? What are their values?

  3. Connect – Share your story and vision. Relate to what they shared.

  4. Invite – Offer them a clear next step. Join a meeting? Speak at an event? Sign on to a letter?

  5. Follow up – Thank them and keep the relationship going.

The Anatomy of a Great 1:1

  • “Tell me about your business — how did you get started?”

  • “What’s been tough lately?”

  • “What do you wish decision-makers understood about your business?”

  • “Have you ever spoken out or taken a stand before?”

  • “What would make it easier for you to get involved?”

Sample Questions to Use

Ask open-ended questions.

  • Listen more than you talk.

  • Take notes on what motivates them.

  • Be honest — this is the start of a relationship, not a transaction.

Your Role as the Organizer