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Small Business Leadership Assessment Tool

June 15, 2025  ·  7 sections  ·  2 min read

Small Business Leadership Assessment Tool

Lead with Integrity. Lead with Insight.

Being a leader is more than just setting direction—it’s about how you show up for your people, your values, and your business. The Small Business Leadership Assessment Tool was created to help business owners like you reflect honestly on your leadership style, identify blind spots, and develop into the kind of leader your business—and its people—deserve.

This self-assessment tool offers a no-fluff, action-focused way to:

  • Identify toxic traits early before they damage morale, culture, or results

  • Strengthen your ethical leadership compass by examining how you show up during conflict, stress, or uncertainty

  • Empower your team by fostering feedback, accountability, and psychological safety

  • Spot and address destructive patterns from micromanaging to ego-driven decision-making.

“Leadership is about power—and power, unchecked, can easily corrupt. We must shift from blind admiration to disciplined discernment, from applause to accountability.”
Barbara Kellerman


What’s Inside the Tool?

This powerful, 4-part assessment equips you with:

1. Self-Assessment of Leadership Behaviors

Rate yourself on 16 key behaviors across four categories:

  • Employee Engagement & Feedback

  • Accountability & Transparency

  • Cultural Influence

  • Personal Growth & Humility

2. Red Flag Checklist

A series of Yes/No questions designed to spotlight potentially harmful leadership patterns, because even one unchecked behavior can ripple through your organization.

3. Deep Reflection Prompts

Ten bold questions to challenge your assumptions, confront avoidance, and reconnect with your leadership purpose. Think:

  • “Who might be quietly suffering under my leadership choices?”

  • “Am I creating a culture of honesty or just compliance?”

4. Action Planning Framework

Take what you’ve discovered and turn it into real change. Select one behavior to improve, define a specific action step, and establish a deadline. Bonus tools include:

  • Stoplight Review Framework (Green, Yellow, Red behavior coding)

  • Morning Mindset Reset

  • Leadership Ethics Council formation


Why It Matters

Leadership can either elevate or erode your business. If you’re noticing burnout, tension, disengagement, or turnover, this tool can help you identify the root cause and take corrective action. It’s not about perfection—it’s about courage, humility, and growth.

Whether you’re a solo founder or leading a growing team, this is your moment to reflect, reframe, and recommit to the leader you want to be.

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