When Jeff Wetzler scribbled his napkin wisdom — “The answers you most need are hidden in plain sight… They reside in the hearts and minds of the people right around you. You just need to know how to ask in the right ways.” — he distilled 25 years of leadership, education-innovation, and curiosity-driven research into one deceptively simple thought. 

Jeff is co-CEO and co-founder of Transcend, the nonprofit helping schools design breakthrough learning models, and former Chief Learning Officer at Teach For America. With a doctorate in Adult Learning & Leadership from Columbia and a psychology degree from Brown, he’s advised Fortune-100 executives, written two books (most recently ASK: Tap Into the Hidden Wisdom of People Around You), and built “The Ask Approach,” a five-step method to turn everyday conversations into engines of insight and trust.  

“People don’t tell us what we really need to hear because they’re afraid of the impact… That fear keeps leaders in the dark.” — Jeff Wetzler, PNW 275 

In this wide-ranging conversation, Jeff unpacks how leaders can transform curiosity from a polite gesture into a power tool for breakthrough learning. He recounts a youth-sports story where a coach’s frustration melted once he learned why players skipped practice, and he challenges all of us to stop “mind-reading” and start mind-finding: 

“Right under their nose was the answer, but they had no idea. This breakdown is tragic — and totally avoidable.” — Jeff Wetzler 

Throughout the episode, Jeff and I explore why most cultures default to silence, how leaders can signal genuine interest, and what it takes to turn hidden wisdom into bold action. Whether you’re building a startup, running a school, or guiding a global team, Jeff’s message is the same: asking well is the soil in which every other leadership skill can flourish. 

Key Takeaways 

1. Curiosity is a discipline, not a mood. Treat great questioning like a workout routine: it needs structure and repetition.  

Take Action: Before every one-on-one or strategy session, build a Curiosity Checklist by writing three genuinely open prompts—questions you can’t answer with the data already in front of you. When you enter the room armed with those prompts, you signal respect, ignite fresh thinking, and model the investigative mindset your team will emulate. 

2. Silence isn’t safety. If people predict punishment or pointlessness, they keep game-changing ideas to themselves.  

Take Action: Run a quick Psychological Safety Pulse: ask each teammate—anonymously—when they last held back an insight and why. Debrief the patterns together, then adjust norms so everyone sees that candor is rewarded, not risky. 

3. Assumptions blind insight. Leaders often “mind-read” instead of mind-find, making decisions on guesses rather than reality.  

Take Action: Start an Assumption Swap ritual: state one working assumption aloud, then invite at least two alternative explanations before you decide. That simple pause surfaces hidden variables and prevents costly missteps. 

4. Small asks unlock big breakthroughs. Trust compounds through micro-moments of inquiry.  

Take Action: Aim for one authentic, curiosity-driven question every day—your Daily One Ask. Capture the answers in a journal and, over time, you’ll see how tiny nudges of curiosity generate outsized leaps in innovation and connection. 

5. Insights unused erode trust. When people share and nothing happens, they stop sharing.  

Take Action: Close the feedback loop within 48 hours of receiving honest input: tell contributors what you’ll do with their wisdom—or why you won’t. Visible action signals respect, cements credibility, and keeps the insight flywheel spinning. 

Links to Dive Deeper 

• Jeff Wetzler’s site & The Ask Approach: https://www.askapproach.com/ 

• Jeff on LinkedIn: https://www.linkedin.com/in/jeff-wetzler-9ba3824 

Your Turn — #PaperNapkinWisdom 

Ready to surface the answers hiding in your own organization? Grab a napkin, jot down the one question you haven’t dared to ask, snap a photo, and tag #PaperNapkinWisdom. Let’s turn hidden wisdom into decisive action — together. 

(Episode 275 blog by Paper Napkin Wisdom — share your takeaway on a napkin and join the conversation!)