Welcome to My Library
Your Leadership Growth Starts Here
Explore a treasure trove of free guides, practical tools, AI helpers, videos, and podcasts. Here, we grow together as part of a dragon flight – stronger, wiser, and ready to reframe challenges into new possibilities.
Meet Befriending Dragons
Watch the video to learn how Befriending Dragons began, then download your core playbook chapters to help you clarify your values, set boundaries that protect your energy, and lead with purpose.
Each one supports a part of your journey — whether you’re exploring solo or walking this path with me as your coach.
Clarity begins here. Connection comes next.
Get a quick look inside Befriending Dragons: what I do, who I serve, and how I help leaders navigate challenges with clarity, candor, and fire. Watch this short, informal conversation with me, Cindy Gross, to learn more.
Start Your Playbook
The Playbook is your Leadership Clarity System. It’s your “Operating System of Me” – your personalized framework for making aligned decisions, reclaiming your energy, and showing up as your most powerful, authentic self.
These free chapters are your starting point:
- Leadership Culture Compass: This self-guided assessment helps you uncover what matters most in a work culture, so you can recognize red flags, spot green lights, and choose spaces where you can thrive – not just survive.
- Boundaries for Thriving: This chapter helps you name, refine, and communicate values-based boundaries that align with your leadership and wellbeing. It’s even more powerful when you explore with others.
Start here. Then bring your reflections into a space where they can take root and grow.
Leadership Navigation AI Library
Short, high-leverage tools for Keystone Leaders who need clarity fast — without overexplaining, overworking, or overgiving.
What you’ll unlock (examples):
- Dragonfire Boundaries — Script a grounded boundary in 2 minutes
- Message Sharpener — Turn a wall of text into 2–4 clear lines
- Interview Coach — Practice high-stakes interview moments with strategic presence
- ROI of Coaching — Calculate the retention + delivery value of coaching
Podcasts, Speaking Engagements, & Events
Tune in for honest conversations, practical leadership insights, and new perspectives on race + gender equity, belonging, and growth. From a podcast episode to a live event, you’ll find gems of wisdom to fuel your journey.
Podcasts & Panels
Check out a sampling of Cindy’s speaking appearances.
Words from Attendees
- “The applause for ALL the #DataWIT speakers would be DEAFENING in person, but I think it’s possible @CindyGross would’ve brought down the damn house.”
- “Best session ever!”
- “Simply OUTSTANDING—my favorite session of the conference!”
- “Wonderful and very helpful talk.”
- “Very powerful as always.”
- “Great job of balancing broader frameworks with actionable insights.”
- “Truly outstanding session.”
- “Whew, @CindyGross is closing this #DataWIT session with heavy truths.”