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A space to pause, reflect, and get your bearings

Compass Conversations are quarterly virtual gatherings designed for people navigating change, new roles, new seasons, new questions.

 

These sessions offer space to slow down, make sense of what matters, and reconnect to direction without pressure to have everything figured out.

You don’t need to prepare. You don’t need to perform. Listening counts.

What Are Compass Conversations?

Compass Conversations are guided, reflective conversations that help participants orient themselves during moments of transition. Rather than teaching skills or offering advice, these gatherings focus on meaning-making, shared language, and human connection.

They are designed to reduce isolation, normalize uncertainty, and help people notice what’s already present, values, questions, strengths, before taking their next step.​

Who These Conversations Are For

Compass Conversations are open to:

  • Young people and adults navigating change

  • Program participants and alumni

  • Community members, educators, and partners

  • Anyone feeling between “what was” and “what’s next”
     

If you’re in a season of transition, curiosity, or reflection—you’re welcome here.​​

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What to Expect

  • Virtual & accessible – Join from anywhere

  • Cameras optional – Participation looks many ways

  • Guided reflection – Prompts that help you think, not perform

  • Community dialogue – Shared experience, not advice-giving

  • No pressure – You won’t be called on or put on the spot
     

Most sessions last 75–90 minutes and are recorded for later viewing.​​

Upcoming Themes

Each quarter explores a theme connected to identity, direction, and possibility.


Examples include:

  • Life Design & Direction

  • From Survival to Strategy

  • Systems, Power & Possibility

  • Building Something That Lasts
     

Themes change, but the tone remains grounded and welcoming.​

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How This Fits the Bigger Picture

Compass Conversations are part of Street Smart Ventures’ broader learning ecosystem.

Some participants join simply to reflect and connect. Others continue into

  • Next Step Labs – supportive sessions focused on one small next action

  • GetSmart Events – practical workshops for skill-building

There’s no required path—just options when you’re ready.

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Join Us

Whether you’re feeling curious, uncertain, or simply in need of a pause, Compass Conversations offer a place to breathe and reflect.

Register for the next Compass Conversations below.

Compass Conversations are free to attend. Optional add-ons such as reading groups or reflection materials may be offered.

  • Compass Conversations - Mar 3rd 2026
    Compass Conversations - Mar 3rd 2026
    Multiple Dates
    Tue, Mar 03
    Mar 03, 2026, 3:00 PM – 4:00 PM
    Virtual
    Compass Conversations are quarterly gatherings designed to help people get oriented, feel connected, and clarify next steps.
  • Compass Conversations - Apr 2026
    Compass Conversations - Apr 2026
    Multiple Dates
    Thu, Apr 23
    Apr 23, 2026, 10:00 AM – 12:00 PM
    Virtual
    Compass Conversations are quarterly gatherings designed to help people get oriented, feel connected, and clarify next steps.
  • Compass Conversations - Jul 2026
    Compass Conversations - Jul 2026
    Multiple Dates
    Thu, Jul 30
    Jul 30, 2026, 10:00 AM – 12:00 PM
    Virtual
    Compass Conversations are quarterly gatherings designed to help people get oriented, feel connected, and clarify next steps.
  • Compass Conversations - Oct 2026
    Compass Conversations - Oct 2026
    Multiple Dates
    Thu, Oct 29
    Oct 29, 2026, 10:00 AM – 12:00 PM
    Virtual
    Compass Conversations are quarterly gatherings designed to help people get oriented, feel connected, and clarify next steps.
© Street Smart Ventures 2026 - All Rights Reserved
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