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All Episodes

The Private School Leader Podcast — 202 episodes

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1

Episode 202: You're The Chief Optimism Officer (Even When You Don't Feel Like It)

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Episode 201: The Top 20 Leadership Lessons From The First 200 Episodes (Part 2)

3

Episode 200: The Top 20 Leadership Lessons From The First 200 Episodes

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Episode 199: OREO Cookies Can Help You Tame Your Email Inbox

5

Episode 198: A Great School Year Rarely Happens By Accident (Do These 3 Things On Purpose)

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Episode 197: 3 Strategies To Feel Less Overwhelmed AND Get Everything Done Before The First Day Of School

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Episode 196: 4 Ways To Improve Your August Teacher In-Service Days

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Episode 195: It's Not Too Late For You To Have A Restorative Summer

9

Episode 194: 2 Important Leadership Lessons From "The Karate Kid"

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Episode 193: Is Your School Ready For The "Unplugged Movement" And "The Digital Delusion" Backlash?

11

Episode 192: Want Less Parent Stress This Fall? Do 1 Of These 4 Things Now

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Episode 191: Your Employee Handbook Revisions Should Be Written For Your Best Teachers (Not Your Worst)

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Episode 190: Productivity Lessons From A Garden Hose (How To Go From "Mist" To "Jet")

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Episode 189: "Every action you take is a vote for the person you wish to become." James Clear

15

Episode 188: Don’t Finish The School Year Without Asking Yourself These 4 Questions

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Episode 187: The 4 Reminders You Didn't Know You Needed TODAY

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Episode 186: Confidence Is A Result, Not A Prerequisite

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Episode 185: There's No Such Thing As A Secret In A Private School (Let's Fix That)

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Episode 184: How To Avoid The #1 Mistake That You're Making With Upset Parents

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Episode 183: The 3 Keys To Having A Strong Finish To This School Year

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Episode 182: You Can't Make Everyone Happy, So Stop Trying

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Episode 181: The Leadership Lie That Is Keeping You Stuck

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Episode 180: The Email That You Should Never Send

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Episode 179: How To Be The Leader Your School Needs You To Be Right Now

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Episode 178: 5 Strategies That Will Boost Your Enrollment Before August

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Episode 177: Extraordinary Empathy: The Hug That Changed Everything

27

Episode 176: Here's Your Survival Mode Escape Plan

28

Episode 175: The 2 Problems That 90% Of School Leaders Face (And How To Fix Them)

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Episode 174: You Will Lose Good Teachers And Good Families If You Keep Doing These 2 Things

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Episode 173: 4 Leadership Lessons From The 1988 Jamaican Bobsled Team

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Episode 172: The 4 Things That Teachers Wish Their Principals Knew

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Episode 171: Your Biggest Strength Could Also Be Your Biggest Weakness

33

Episode 170: How To Handle The Concerning Shift From "Helicopter Parenting" To "Snow Plow Parenting"

34

Episode 169: 3 Ways To Lift Your “Leadership Lid”

35

Episode 168: 4 Leadership Lessons From Captain Sully And "The Miracle On The Hudson"

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Episode 167: If You Only Make 1 New Year's Resolution, Please Make This One

37

Episode 166: The Top 10 Leadership Nuggets Of 2025

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Episode 165: The #1 Frustration Of Private School Leaders Right Now (And What To Do About It)

39

Episode 164: Do These 3 Things When A Parent Hijacks Your Emotions

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Episode 163: The 3 Biggest Indicators Of A Healthy Culture And How To Get Them At Your School

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Episode 162: When The Best Thing About Your School Is Also The Worst Thing About Your School

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Episode 161: How To Turn Fragile Kids Into Resilient Kids

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Episode 160: Luke Skywalker And Katniss Everdeen Can Help You Solve Your Most Expensive Problem

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Episode 159: The Emotional Price Tag Of Suspending Or Expelling A Student

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Episode 158: Handle Problem Parents By Being More "Teflon Skillet" And Less "Saturated Sponge"

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Episode 157: This 1 Framework Will Make You A More Effective AND Happier Leader

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Episode 156: How to Handle a Veteran Teacher Who’s Resisting Change

48

Episode 155: Your 4 Biggest Blind Spots: How To See Them And Avoid Them

49

Episode 154: Are You Running Your School Or Leading Your School?

50

Episode 153: When A Parent Says, "If you don't _______________, then I'm going to pull my kid out of the school."

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Episode 152: Private School Leadership Does NOT Have To Be Death By 10,000 Paper Cuts

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Episode 151: 5 Strategies To Overcome Feelings Of Loneliness And Isolation

53

Episode 150: "So, are you saying that you have no idea where my child is right now?"

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Episode 149: Are Your Boundaries Written In Pencil Or Sharpie?

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Episode 148: Navigating "The Age Of Outrage" With The Parents At Your School

56

Episode 147: Your Most Underrated Leadership Trait And How To Build It

57

Episode 146: Leadership Lessons From A Professional Juggler

58

Episode 145: Trustworthy Leaders Say These 4 Things

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Episode 144: The 6 Keys To Significantly Improving The Culture At Your School (Part 2)

60

Episode 143: The 6 Keys To Significantly Improving The Culture At Your School (Part 1)

61

Episode 142: 5 Ways To Improve Your Teacher In-Service Days

62

Episode 141: Use "The Focus Funnel” To Increase Your Productivity

63

Episode 140: Leadership Lessons From Your Windshield And Your Rearview Mirror

64

Episode 139 Prioritizing Problems: Elephants, Wolves and Termites

65

Episode 138: Bosses Make You Feel Anxious, Leaders Make You Feel Safe

66

Episode 137: The Secret Struggle: Mental Health And Private School Leadership

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Episode 136: 4 More Powerful Leadership Lessons From Atomic Habits

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Episode 135: Do 1 Of These 4 Things This Summer To Have A Better 25/26 School Year

69

Episode 134: "‘My Child Is Not the Problem’: How To Handle Defensive Parenting

70

Episode 133: Do These 4 Things Before Your Body "Pulls The Emergency Brake"

71

Episode 132: 5 Strategies to Avoid Getting Sucked Into The "Tyranny of the Teacher Drama"

72

Episode 131: Leading Your School While Caring For Aging Parents

73

Episode 130: The 5 Keys To Making Sure That The Parents Don't Steal Your Joy

74

Episode 129: Does Your Spouse/Partner/Best Friend Have "Listening Fatigue?”

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Episode 128: Do 3 Things Now And 4 Things Later To THRIVE During "The 100 Days Of May"

76

Episode 127: This One Strategy Will Significantly Increase Your Productivity AND Make You Better At Delegating

77

Episode 126: The 4 Keys To Surviving "Tough Conversation Season"

78

Episode 125: This Is An Eviction Notice For The Parent That Is Living Rent-Free In Your Head

79

Episode 124: How To Overcome The “Sunday Scaries”

80

Episode 123: 4 Ways To Deal With The Teacher That Is An "Energy Vampire"

81

Episode 122: How To Navigate Complex Emotions When You Get The Parent Survey Results

82

Episode 121: 3 Reasons Why You Should Start Your Own Instagram Account At School

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Episode 120: It May Be Time For You To Consider A Continuous Enrollment Model

84

Episode 119: Reminding Your Parents That Attendance Is A Privilege And Not A Right

85

Episode 118: What To Do When The Parent Group Chat Becomes A Problem

86

Episode 117: There Is Joy On Your Campus, It’s Just Not In Your Office

87

Episode 116: Answer These 3 Questions To Have A Great Start To 2025

88

Episode 115: The Top 10 Leadership Nuggets Of 2024

89

Episode 114: 7 Ways To Turn Encouragement Into Your Superpower

90

Episode 113: The 6 Keys To Retaining Your Teachers

91

Episode 112: How To Handle The Rise Of Deepfake Content And NCII (Non-Consensual Intimate Imagery)

92

Episode 111: Who Gets The Credit And Who Takes The Blame?

93

Episode 110: The 4 Secrets To Being A Great Leader

94

Episode 109: How To Help Your Child Navigate Being "The Principal's Kid"

95

Episode 108: Grace AND Revenge: The Paradox Behind What Parents Want

96

Episode 107: How to Effectively Lead Boomers, Gen X, Millennials & Gen Z

97

Episode 106: How To Avoid "Amygdala Hijack" In High Stress Situations

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Episode 105: The 4 Types Of Problems That You DON'T Have To Solve

99

Episode 104: The Emotional Price Tag Of An Ongoing Lawsuit

100

Episode 103: Make Parent Satisfaction SKYROCKET By Using "The Nordstrom Way"

101

Episode 102: The 4 Most Toxic Quotes In Private School Leadership

102

Episode 101: The 5 Steps To Managing Unrelenting Stress

103

Episode 100: Your Email Inbox Is A Chronological List Of Everyone Else's Priorities

104

Episode 99: Do You Want Happier Parents? STOP Doing These 4 Things

105

Episode 98: The 8 WORST Leadership Habits And How To Break Them

106

Episode 97: Overcoming Perfectionism (B+ Is Always Better Than An Incomplete)

107

Episode 96: These 4 Things Will Help You Crush The Hustle Culture Mentality

108

Episode 95: The 5 Keys To Being A More Visible Leader This Year

109

Episode 94: How To Drive More Traffic To Your School's Website

110

Episode 93: What To Do When A Teacher Quits In August

111

Episode 92: How To Handle The "Underminer" And The "On The Job Retiree"

112

Episode 91: 6 Leadership Lessons From A Shepherd

113

Episode 90: The 7 Keys To Becoming A Better Public Speaker

114

Episode 89: 6 Ways That AI Can Help You Do Your Job

115

Episode 88: The 21 Irrefutable Laws of Leadership (Laws 15-21)

116

Episode 87: The 21 Irrefutable Laws of Leadership (Laws 8-14)

117

Episode 86: The 21 Irrefutable Laws of Leadership (Laws 1-7)

118

Episode 85: If You Only Read One Book This Summer, Read This One

119

Episode 84: The 5 Things That You Should Definitely Do This Summer

120

Episode 83: Make Sure That You Take Time To Celebrate These 6 Accomplishments

121

Episode 82: The 8 Keys To Being A More Resilient Leader

122

Episode 81: The 9 Steps To Having A Difficult Conversation With One Of Your Teachers

123

Episode 80: This One Productivity Hack Will Save You 1-2 Hours Per Week

124

Use The 7-38-55 Rule To Have Better Conversations With Parents And Teachers

125

Episode 78: Do These 4 Things To Feel Less Stressed At School

126

Episode 77: 6 Things That We Need To Stop Doing To Our Teachers

127

Episode 76: 6 Ways To Overcome “Isolation In A Fishbowl”

128

Episode 75: Stop Inviting Parents Into Your Home After 7:00PM

129

Episode 74: Does The Homepage Of Your School’s Website Answer These 5 Questions?

130

Episode 73: The 3 Keys To Becoming A More Strategic Leader

131

Episode 72: The 5 Ways That Social Media Is Making You A Less Effective Leader

132

Episode 71: Do You Treat Your Self Care Like Tylenol Or A One-A-Day Vitamin?

133

Episode 70: Have Better Meetings With Upset Parents By Using The 4 S's

134

Episode 69: The 8 Keys To Improving Your Relationship With Your Board President

135

Episode 68: 6 Ways To Make Better Decisions In High Stress Situations

136

Episode 67: The Surprising Truth About What Really Motivates Your Teachers

137

Episode 66: 7 Important Things To Remember As You Lead Your School

138

Episode 65: Business Made Simple For Non-financial School Leaders

139

Episode 64: The Best Leaders Avoid These 12 Communication Mistakes

140

Episode 63: The Top 10 Leadership Nuggets of 2023

141

Episode 62: How To Escape Your Echo Chamber

142

Episode 61: 5 Ways To Multiply Your Time

143

Episode 60: When Your Parents Complain, The First Problem Is Sometimes Not The Real Problem

144

Episode 59: The 4 Biggest Lies That Most Private School Leaders Believe

145

Episode 58: Your Leadership Kryptonite And How To Avoid It

146

Episode 57: How To Create More "Friction" Between You And Your Email Inbox

147

Episode 56: Do This When You Feel Like Giving Up

148

Episode 55: What If Your Head Of School Was A Social Media Influencer?

149

Episode 54: Would you hang out with people that talk to you the way that you talk to yourself?

150

Episode 53: The 5 Most Powerful Leadership Lessons From Atomic Habits

151

Episode 52: The 5 Things That Are Probably True About The Parents At Your School

152

Episode 51: How To Significantly Increase Student Retention By Creating A "Culture Of Anticipation"

153

Episode 50: How To Reverse Engineer Your Portrait Of A Graduate

154

Episode 49: The 8 Biggest Strengths Of The Introverted Leader

155

Episode 48: You Can Overcome The “Hustle Culture” If You Stop Doing These 6 Things

156

Episode 47: How I Led My School While Dealing With Grief

157

Episode 46: Leadership Lessons From Eastern Airlines Flight 401

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Episode 45: The 4 “Soft Skills” That Can Ensure A Long Career As A Private School Leader

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Episode 44: 6 Strategies To Turn Your Parents Into “Raving Fans”

160

Episode 43: The Unexpected Power Of A Handwritten Note

161

Episode 42: Extreme Ownership (Leadership Lessons From A Navy SEAL)

162

Episode 41: Watch For These 5 Red Flags When Enrolling New Students In August

163

Episode 40: Use These 4 Strategies To Improve Your New Teacher Orientation

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Episode 39: Make Sure That Your Teachers Fill The "Narrative Void" Before Your Parents Do

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Episode 38: Do These 8 Things And You Will Be A More Authentic Leader

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Episode 37: This ONE THING Will Make You A Happier And Better Compensated Leader

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Episode 36: If Nelson Mandela was your Head of School....

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Episode 35: The Top 10 TED Talks That Every Private School Leader Should Watch

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Episode 34: The Top 10 Time Management Books For Busy Private School Leaders

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Episode 33: The Top 10 Leadership Books for Private School Leaders

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Episode 32: Ask yourself these 6 questions TODAY so that NEXT year will be better

172

Episode 31: Try these 7 strategies when you are "feeling off" but don't know why

173

Episode 30: "Performance Punishment" May Be Destroying Teacher Morale At Your School

174

Episode 29: These “3 Little Words” Will Change The Way That You Lead

175

Episode 28: How To Improve School-wide Classroom Management

176

Episode 27: Use These 6 Strategies To Overcome Imposter Syndrome

177

Episode 26: How To Handle The 5% Of Parents That Are Trying To Destroy Your School

178

Episode 25: Having Clear Expectations For Your Teachers Is WAY More Important Than You Think

179

Episode 24: The 8 Ways To Avoid Toxic Positivity By Displaying Hopeful Optimism

180

Episode 23: My 5 Biggest Leadership Mistakes And How To Avoid Them

181

Episode 22: How To Respond To The Death Of A Student

182

Episode 21: Your Teachers Have Emotional Bank Accounts And You Are The Banker

183

Episode 20: Use The Power Of Storytelling To Increase Student Retention And Recruitment

184

Episode 19: Do You Treat Your Car Better Than You Treat Yourself?

185

Episode 18: How To Have A Successful Meeting With An Upset Parent

186

Episode 17: 9 Ways To Avoid The "False Productivity Trap"

187

Episode 16: When Your Children Attend The School That You Lead

188

Episode 15: The 8 Ways To Feel Less Overwhelmed At School

189

Episode 14: Leadership Lessons From The Top Of Mount Everest

190

Episode 13: How Gratitude Can Make You A Happier And More Effective Leader

191

Episode 12: The 7 Best Strategies For Overcoming Decision Fatigue

192

Episode 11: The 4 New Year's Resolutions That Every Private School Leader Should Make

193

Episode 10: The 5 C's Of Effective Parent Communication

194

Episode 9: 8 Strategies To Increase Student Retention That Actually Work

195

Episode 8: How To Overcome Burnout With Boundaries

196

Episode 7: The Top 4 Productivity Hacks For Busy Private School Leaders

197

Episode 6: The Top 10 Things That Servant Leaders Do

198

Episode 5: How Servant Leadership Can Transform Your School's Culture

199

Episode 4: Turn "Pedestal Kids" Into "Gritty Kids" By Implementing Growth Mindset

200

Episode 3: The 7 Habits Of Highly Effective Private School Leaders

201

Episode 2: The Top 5 Ways To Build Effective Relationships With Difficult Parents

202

Episode 1: Three Ways To Thrive At One Of The Most Difficult Jobs On Earth