Networking & Wine Tasting for Chicago Entrepreneurs

This get-together is an intimate evening designed for those standing at the edge of their next chapter. In a world that moves fast and celebrates output, this gathering invites you to slow down, savor, and reconnect with what’s quietly calling you forward.

Limited to just twelve guests, the evening pairs a guided tasting experience with a reflective talk or facilitated conversation — creating space for both flavor and insight to unfold. Each pour becomes a metaphor for transition: complex, evolving, and deeply personal. Whether you’re in the midst of a career shift, redefining success, or simply seeking a moment of grounded connection, this is a night to pause and honor who you’re becoming.

This isn’t about performance or productivity. It’s about presence — the kind that reminds you you’re not alone in the becoming.

✨ What to Expect

• 🌸 An intimate circle of twelve — intentionally small to allow real conversation and connection.
• 💬 A short motivational talk and reflection to spark insight and set the tone for personal exploration.
• 🍷 A guided tasting experience that engages your senses while drawing subtle parallels to growth, change, and becoming.
• 🤝 Meaningful conversation and shared moments — not networking, but genuine connection with like-minded professionals in transition.
• 🕯️ A space to exhale — to pause the striving, sip slowly, and remember the power of presence.
  

Each element of the evening — from the guided tasting to the reflective conversation — is designed to remind you that becoming isn’t a goal to reach; it’s a state to embrace.

Reserve your seat early — these gatherings fill fast, and each guest plays an essential part in the conversation. Bring your curiosity, your questions, and your courage to become.

Know what’s Happening Next — before everyone else does.

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Host or Publisher Sprout Up