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Blend Leadership Circle: Chicago

A Blend Leadership Circle
Event Location
Chicago
Event Date
April 29, 2026
Event Time
6:00 pm - 9:00 pm
About this event

The Leadership Circle is a confidential, member-led session designed to support you in real time. In this 75-minute conversation, Blend members bring live leadership challenges to the group and receive reflection, insight, and advice from peers who understand the stakes… because they’ve been there too.

Facilitated by Blend’s Head of Chicago Community, Alex Draper, the session is grounded in trust and psychological safety. Members will share their current dilemmas, followed by structured group reflection. Through questions, resonance, and practical suggestions, we’ll surface new perspectives and help each other find the clarity to move forward.

Whether you’re sharing or listening, you’ll leave feeling more connected, inspired, and supported – reminded that in the toughest moments of leadership, your next move might come from someone else’s story.

The Chicago skyline
Our speakers
Alex Draper
Blend Chicago Community Lead; Founder of DV Learning

Alex Draper is a leadership development expert and founder of DX Learning, an organisation dedicated to building emotionally intelligent, people-first workplaces.

With a background in education and global leadership development, Alex has spent his career helping organisations eradicate workplace toxicity and create cultures where people and performance thrive.

Key themes & discussion topics

Why trusted peer insight is one of the most valuable tools in a leader’s arsenal.

Explore live leadership dilemmas and move toward clarity – not perfection!

How hearing from others can spark fresh thinking and remind us we’re not alone.

Focus, confidence and a sense of shared progress.

Event agenda
01
Registration & networking

6:00-6:45 PM

02
Masterclass & discussion

6:45-7:45 PM

03
Dinner

7:45-8:45 PM

04
Event wrap-up, reflection & networking

8:45-9:00 PM

Why should you attend?

Gain clarity on real leadership challenges – by engaging with live dilemmas from peers, you’ll see how others navigate complexity, pressure, and ambiguity – helping you reframe your own challenges with greater perspective and confidence.

Access trusted insight from leaders who’ve been there. This is not theory or best practice. You’ll benefit from candid reflection and practical suggestions from senior peers who understand the realities and stakes of enterprise leadership.

Experience the power of perspective and connection. Hearing how others think, decide, and act will spark fresh ideas – and remind you that even at the most senior levels, you’re not alone in navigating difficult moments.

Whether you share or listen, you’ll walk away with renewed focus, meaningful connection, and a clearer sense of your next move – supported by a trusted peer community.

Event Organizer
Emily Osgood
Venue
Event Location Light
Chicago
Chicago
United States
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