I Have Some Questions...

By Erik Berglund

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Category: Management

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Episodes: 147

Description

Most people know the headline of a leader’s story. Few know the path it took to get there. This podcast goes beyond titles, book launches and business wins, to explore the lived journey behind the thought leader.


Through deep, unhurried conversations, we uncover the moments that shaped them—the doubts, pivots, convictions, and quiet breakthroughs that built their body of work.


Each episode features authors, coaches, executives, and bold thinkers who have forged their own path. Instead of rehearsed talking points, they’re invited into a space where thoughtful questions unlock something more human. The result is a layered conversation that reveals not just what they preach, but how they became the kind of person who can teach it.

Because we believe the best stories aren’t always told—they’re revealed. And when brilliant people are given the right questions and the room to answer them fully, what emerges is insight you can feel, frameworks you can apply, and a deeper understanding of what it truly takes to lead, create, and contribute at a meaningful level. 


Episode Date
149: "Vague Thinking Produces Weak Outputs, Specially with AI" ft. Justin Coats
May 05, 2026
148: "What Do You Do When Your Boss Isn’t Doing Their Job—But You Could?" ft. Alli Murphy
May 04, 2026
147: Are Misaligned Incentives Shaping the Outcomes We Complain About? (reflections on Addison Hosner)
May 01, 2026
146: Addison Hosner: "Can the Legal System Be Both Profitable and Ethical?"
Apr 29, 2026
145: "What Would You Want From Your Manager If You Survived a Layoff?" ft. Alli Murphy
Apr 27, 2026
144: "Are We Going About Measuring Success All Wrong?" (reflections on Patrick Guerette)
Apr 24, 2026
143: Patrick Guerette: "Are We Measuring Success in Athletes the Wrong Way?"
Apr 22, 2026
142: "What Happens When Your Team Suddenly Doubles in Size?" ft. Alli Murphy
Apr 20, 2026
141: "True Buy-In Comes From Involvement" (reflections on Ashley Falsafi)
Apr 17, 2026
140: Ashley Falsafi: "Leadership Skills Are Mostly Portable"
Apr 15, 2026
139: "What Happens When Efforts Don't Translate to Outcomes?" ft. Alli Murphy
Apr 13, 2026
138: "The Key to Knowing How to Develop Mutually Beneficial Relationships" (reflections on Charles Byrd)
Apr 10, 2026
137: Charles Byrd: "Mastering Follow-Ups Is a Necessity"
Apr 08, 2026
136: "Should You Avoid or Plan For Conversational Landmines?" ft. Alli Murphy
Apr 06, 2026
135: "Sometimes You Don't Need The Final Roadmap; a Destination Will Do" (reflections on Andrea Brown)
Apr 03, 2026
134: Andrea Brown: "If You Don't Know Where You're Going, Any Path Will Get You There"
Apr 01, 2026
133: "Are You a Great Chaser of Vanity Metrics?" ft. Alli Murphy
Mar 30, 2026
132: Clarifying Your Intentions Before Asking Will Change Everything" (reflections on Steve Toomey)
Mar 27, 2026
131: Steve Toomey: "Are You Asking to Understand, or to Respond?"
Mar 25, 2026
130: "Can You Tell The Difference Between Growth Stress and Burnout Stress?" ft. Alli Murphy
Mar 23, 2026
129: "Are You Riding Your Career Train Intentionally?" (lessons from Pattie Dale Tye)
Mar 20, 2026
128: "What Is It to Go from Ordinary to Extra-Ordinary?" ft. Pattie Dale Tye
Mar 18, 2026
127: "Psychological Safety is Making Disagreement Safe" ft. Alli Murphy
Mar 16, 2026
126: "Do Catalytic Moments Really Exist?" (lessons from Jake Stahl)
Mar 13, 2026
125: "Can You Win a Deal Before the Close?" ft. Jake Stahl
Mar 11, 2026
124: "Are You Climbing a Ladder You Don’t Even Want to Be On?" ft. Alli Murphy
Mar 09, 2026
123: "Should Your Frontline Contribution Eventually Drop to Zero?" (lessons from Staci Lynn)
Mar 06, 2026
122: "What If Leadership Isn’t About Being the Expert?" ft. Staci Lynn
Mar 04, 2026
121: "What If What Got You here is now Burning You Out?" (ft. Alli Murphy)
Mar 02, 2026
120: "Can Trust Be Digitized—and How?" (lessons from Tony Camero)
Feb 27, 2026
119: "Do We Exchange Trust Before We Exchange Money?" ft. Tony Camero
Feb 25, 2026
118: "Is There Actually a Playbook for Building Trust as a New Leader?" ft. Alli Murphy
Feb 23, 2026
117: "AI Doesn't Remove the Human Layer—It Amplifies It" (lessons from Parth Vaghasiya)
Feb 20, 2026
116: "Is India Quietly Redefining Scalable AI Leadership?" ft. Parth Vaghasiya
Feb 18, 2026
115: "Is Your Once-Greatest Strength Now Holding You Back?" ft. Alli Murphy
Feb 16, 2026
114: "Are You Managing Your Strengths Like a Portfolio?" (lessons from David Nickelson)
Feb 13, 2026
113: "Knowing Your Limitations Is a Great Leadership Asset" ft. David Nickelson
Feb 11, 2026
112: "How Should Leaders Manage in Moments of Uncertainty?" ft. Alli Murphy
Feb 09, 2026
111: "Are You Taking Your Infrastructure For Granted?" (lessons from Victor Almeida)
Feb 06, 2026
110: "Is Survival Mode Your Greatest Startup Asset?" ft. Victor Almeida
Feb 04, 2026
109: "How Playing the 'Chief Everything Officer' Role Leads to Burnout" ft. Alli Murphy
Feb 02, 2026
108: Are You Solving the Wrong Problem Really Well?" (lessons from Bruce Vojak)
Jan 30, 2026
107: "Is a New Question More Valuable Than a New Solution When Innovating? ft. Bruce Vojak
Jan 28, 2026
106: "SMART Goals vs. Vector Goals: Which One Belongs in 2026?" ft. Alli Murphy
Jan 26, 2026
105: "Do You Know What Kind of Puzzle Piece You’re Actually Looking For?" (lessons from Brett Jesson)
Jan 23, 2026
104: "How Do You Build Culture That Isn’t Just a Slide Deck?" ft. Brett Jesson
Jan 21, 2026
103: “How to Support a Team Member's Growth Without Undermining It” ft. Alli Murphy
Jan 19, 2026
102: "Is Building Leaders Better Than Hiring Them?" (lessons from Jeremy Brady)
Jan 16, 2026
101: "What Happens When You Start Hiring for Alignment, Not Just Experience?" ft. Jeremy Brady
Jan 14, 2026
100: "How To Prevent AI from Atrophying Our Brain?" ft. Alli Murphy
Jan 12, 2026
099: "Balancing Intuition and Iteration" (lessons from Chase Damiano)
Jan 09, 2026
098: "Knowing When to Delegate Vs. When to Develop a Skill" ft. Chase Damiano
Jan 07, 2026
097: "Why Saying 'I Messed Up' is Actually a Superpower" ft. Alli Murphy
Jan 05, 2026
096: "The Power Behind Zigging When Others Zag" (lessons from Monique Lecomte)
Jan 02, 2026
095: "Letting Go Of Your Fixer Instinct" ft. Monique Lecomte
Dec 31, 2025
094: "How Can Leaders Manage Ghost Growth Effectively?" ft. Alli Murphy
Dec 29, 2025
093: "Coaching Is More About Revealing Than Perspective" (lessons from Ann Rivera)
Dec 26, 2025
092: "How Does the Transition From Performer to Leader Look Like?" ft. Ann Rivera
Dec 24, 2025
091: "How Can I Be Diplomatic Without Sugar-Coating?" ft. Alli Murphy
Dec 22, 2025
090: "Scalability Breaks When Dismissing the Impact of Small Inefficiencies" (lessons from Craig Dunaway)
Dec 19, 2025
089: "What Most People Get Wrong About Franchising" ft. Craig Dunaway
Dec 17, 2025
088: "Are We Confusing Leadership With Responsiveness?" ft. Alli Murphy
Dec 15, 2025
087: "The Hack of Seeing Things as Signals Instead of Symptoms" (lessons from Eric Collett)
Dec 12, 2025
086: "Is Your Brain Functioning Normally—Or Optimally?" ft. Eric Collet
Dec 10, 2025
085: "What If Finishing The Year Strong Meant Doing Less?" ft. Alli Murphy
Dec 08, 2025
084: "The Best Salespeople Aren’t Smooth Talkers—They’re Process Machines" (lessons from Gene McNoughton)
Dec 05, 2025
083: "Is Your Sales Process Making You Scale—Or Survive?" ft. Gene McNaughton
Dec 03, 2025
082: "What If Leadership Looked Like a Hammock and a Hoodie?" ft. Alli Murphy
Dec 01, 2025
081: "Support Isn't Weakness, Both for Leadership & Parenting" (lessons from Cassandra Asleson)
Nov 28, 2025
080: "Should You Treat Your Team Like a Family (and Vice‑versa)?" ft. Cassandra Asleson
Nov 26, 2025
079: "Do You Really Need to Be This Busy?" ft. Alli Murphy
Nov 24, 2025
078: "The Quiet Toll of Being the Go-To Person" (lessons from Michael Bostarr)
Nov 21, 2025
077: "Performing and Leading Are Entirely Different Sports" ft. Michael Bostarr
Nov 19, 2025
076: What Actually Builds Trust in a Team? (It’s Not What You Think)
Nov 17, 2025
075: "What Does It Mean to Truly Empower a Team?" (lessons from Chris Dyer)
Nov 14, 2025
074: "The Future CEO Will Be a Chief Executive Orchestrator" ft. Chris Dyer
Nov 12, 2025
073: Which Leadership Phase Are You In (Really)?
Nov 10, 2025
072: "Must Capitalism Be Realigned Toward More Desired Outcomes?" (lessons from Dr. Helmut Love)
Nov 07, 2025
071: "Is It Possible to Restructure Capitalism Without Losing its Drive for Innovation? (ft. Dr. Helmut Love)
Nov 05, 2025
070: Are You Too Nice to Be a Good Leader?
Nov 03, 2025
069: "How Parental Presence Intersect Across Sports And Leadership" (lessons from Sandy Cohan)
Oct 31, 2025
068: "The Dangerous Difference Between Expectations And Standards" ft. Sandy Cohan
Oct 29, 2025
067: How to Build Rock Star Teams (Even If You Didn't Hire One)
Oct 27, 2025
066: "Is Loyalty Enough to Keep Someone From Leaving?" (lessons from Alan Bell)
Oct 24, 2025
065: "What Happens When a Whole Team Quits Together?" ft. Alan Bell
Oct 22, 2025
064: What’s the Real Cost of Winging It?
Oct 20, 2025
063: "Is Your Company Ready for AI, or Just Excited by the Hype?" (lessons from Tulio Siragusa)
Oct 17, 2025
062: "Why Most Leaders Aren’t Self-Aware (and How to Change That)" ft. Tullio SIragusa
Oct 15, 2025
061: What’s the Best Way to Change Your Culture (Without Faking It)?
Oct 13, 2025
060: "Are You Coaching Your Team or Just Saving the Deal?" (lessons from Kim Willis)
Oct 10, 2025
059: "Can Storytelling Be Your Most Underrated Leadership Skill?" ft. Kim Willis
Oct 08, 2025
058: How To Deal With The Looming Talent Glut
Oct 06, 2025
057: "Are We Training People to Know—or to Do?" (lessons from Cortney Harding)
Oct 03, 2025
056: "Will VR Reshape The Future Of Corporate Learning & Training?" ft. Cortney Harding
Oct 01, 2025
055: Why Do We Struggle to Have Meaningful 1:1 Conversations?
Sep 29, 2025
054: "The Power of Saying 'I’m Happy Today'" (lessons from Andrew Anderson)
Sep 26, 2025
053: "Why Does Vulnerability Build More Trust Than Success?" ft. Andrew Anderson
Sep 24, 2025
052: What Should You Be Saying 'No' To?
Sep 22, 2025
051: "Authenticity as a System of Living—Not Just a Buzzword" (lessons from Rose Archer)
Sep 19, 2025
050: "Authenticity Scales When It's Felt" ft. Rose Archer
Sep 17, 2025
049: What If Every Excuse You’ve Ever Heard Was Just One of Four?
Sep 15, 2025
048: "Seeing Gen Z as Problem Solvers, Not Problems" (lessons from Logyn Coats)
Sep 12, 2025
047: "Can Gen Z’s Drive Reframe the Way We Lead Today?" ft. Logyn Coats
Sep 10, 2025
046: Stop Hiding Behind The 'I Lead By Example' Phrase
Sep 08, 2025
045: "Why Asking for Help Builds More Trust Than Giving Answers" (lessons from Jake Stahl)
Sep 05, 2025
044: "My Only Competitor Is Me From Yesterday" ft. Jake Stahl
Sep 03, 2025
043: How to Give Feedback People Actually Hear (And Act On)
Sep 01, 2025
042: “Can You Build Systems for Emotional Resilience?” (lessons from Troy Karnes)
Aug 29, 2025
041: “How Do You Lead When You’re Still Healing?” ft. Troy Karnes
Aug 27, 2025
040: What Do You Do When Your Team Thinks You Don’t Deserve the Job?
Aug 25, 2025
039: Why Your A-Players Leave (And How to Prevent It)
Aug 22, 2025
038: The Leadership Hack That Eliminates 80% of Check-Ins
Aug 20, 2025
037: How to Make More Time by Choosing What Not to Do
Aug 18, 2025
036: "Are You Creating Space for Others to Shine?" (lessons from Sam Bennet)
Aug 15, 2025
035: "What If You Led Like You Liked People?" ft. Sam Bennet
Aug 13, 2025
034: Does Asking The Right Question Beat Giving The Right Answer?
Aug 11, 2025
033: "Are You Chasing Success Without Knowing Why?" (lessons from Peter Awad)
Aug 08, 2025
032: "Why Do We Coast Into a Life We Don’t Even Want?" (Ft. Peter Awad)
Aug 06, 2025
031: The Secret to Make Hard Conversations EASY
Aug 04, 2025
030: “What’s Worth Being Relentless About?” (lessons from Chris Jones)
Aug 01, 2025
029: “Can You Learn to Be Relentless?” ft. Chris Jones
Jul 30, 2025
028: What If the Rock Star Team You Want… Isn’t the One You Hired?
Jul 28, 2025
027: “What If Great Leadership Starts with Being Wrong First?” (lessons from Ian Beaty)
Jul 25, 2025
026: “Why Is It So Damn Easy to Be a Bad Leader?” ft. Dr. Ian Beaty
Jul 23, 2025
024: “Can You Charge More, And Sell More?” (lessons from Amanda Bedell)
Jul 18, 2025
023: “What does it take to build a profitable business?” ft. Amanda Bedell
Jul 16, 2025
022: What If Reviews Could Actually Make You a Better Leader?
Jul 14, 2025
021: “Will You Adapt Before You’re Forced To?” (lessons from Justin Coats)
Jul 11, 2025
020: “Can You Build a Culture Around Systems?” ft. Justin Coats
Jul 09, 2025
018: “Can You Lead Without Knowing Where You’re Going?” (lessons from Brendan Burns)
Jul 04, 2025
017: “Is There a Difference Between Success and Satisfaction?” ft. Brendan Burns
Jul 02, 2025
015: “What Happens When You Finally Ask the Real Questions?” (lessons from Kyle Nelson & Eli Libby)
Jun 27, 2025
014: “What Does It Take to Realign Your Life and Business?” ft. Kyle Nelson & Eli Libby
Jun 25, 2025
013: What If Motivation Isn’t the Problem?
Jun 23, 2025
012: “Are You Settling for ‘Good Enough’ on Your Team?” (lessons from Alex Kudelka)
Jun 20, 2025
011: “Can You Scale a Business Without Diluting Your Magic?” ft. Alex Kudelka
Jun 18, 2025
010: Are You Ready to Lead an AI-Empowered Team?
Jun 16, 2025
009: “Are You Committed to the Process or Just the Result?” (lessons from Alex Boyd)
Jun 09, 2025
008: “What’s the Secret to Sales That Don’t Suck?” ft. Alex Boyd
Jun 09, 2025
007: Are You Leading the Person or Fighting the Generation?
Jun 09, 2025
006: What The F Is Accountability?
Jun 09, 2025
005: "What If You’re One Swing Away from Breakthrough?” ft. Brian Lofrumento
Jun 09, 2025
004: How Do People Get Better at Things?
Jun 09, 2025
003: “Are You Asking Too Much of Your Team… Without Realizing It?” (lessons from Tim Whitmire)
Jun 09, 2025
002: “Can a Free Workout Teach You How to Be a Better Man?” ft. Tim Whitmire
Jun 09, 2025
001: What Does It Mean to Be a Leader?
Jun 09, 2025
000: Welcome to “I Have Some Questions…”
Jun 09, 2025