Leading from the Inside Out: Values, Identity & the Power of Self-Awareness with Jack Cohen

What if the reason you feel stuck in your leadership has nothing to do with your title and everything to do with your values?

In this thoughtful and vulnerable conversation, Danita sits down with executive mentor and author Jack Cohen, a seasoned leader with over 40 years of experience in business, real estate, and leadership development. Jack’s wisdom is deeply rooted in his personal journey, and this episode offers more than practical tips—it’s a mindset shift for anyone seeking clarity, alignment, and purpose.

Together, they go beyond leadership buzzwords and get to the heart of what it really means to lead well: knowing who you are, what you stand for, and how to stay anchored when life, business, or identity feel uncertain.

Jack shares how his values—especially freedom, integrity, and radical candor—became the compass that guided his professional success and personal transformation. He shares lessons learned through decades of leading, mentoring, and navigating the complex spaces where faith, business, and identity meet.

Danita reflects on her leadership evolution and how unhealed trauma, misplaced beliefs, and striving for performance once clouded her vision—until she began redefining success from the inside out.

This isn’t just an episode about leadership. It’s an invitation to realign your life with what matters most and finally lead with peace, not pressure.

Key Takeaways:

• You don’t need a title to be a leader—you need clarity about what you value.
• Self-awareness is the first step toward emotional maturity and meaningful leadership.
• Misalignment often feels like confusion, exhaustion, or a sense of being “off.” That’s a cue to pause and reassess.
• Leadership frameworks only work when they’re anchored in authenticity.
• Casting a personal “intended future” can break the cycle of survival-based leadership.
• Honest conversations—rooted in grace and radical candor—are a gift to your team and yourself.

Episode Highlights:

• [0:00–5:00] Meet Jack Cohen: grandfather, scuba diver, lifelong learner, and leadership mentor.
• [5:00–15:00] The power of radical candor, and why honesty—delivered with care—is a leadership superpower.
• [15:00–25:00] Danita and Jack explore how childhood experiences and trauma shape leadership identity.
• [25:00–35:00] The “intended future” framework: how to create a personal vision that pulls you forward.
• [35:00–45:00] Why some leaders feel stuck—and how to break free from misalignment.
• [45:00–End] Community, identity, and the courage to leave roles or relationships that no longer serve your calling.

📚 Resources & Links:

• Visit Jack Cohen’s website: https://darkknightventures.net/author/jack/
• Order his book Freedom Fra