Choose a Topic:
Build Your Team
Hack Your Day
Lead by Example
Speak With Purpose
Build Your Team
When Do You Know It’s Time to Quit Your Job?
How Do You Handle Someone Who’s Been Passed Over for a Job?
How Do You Know When Someone Is Ready to Be a Manager?
What’s a Sign Someone Is Ready for a Promotion?
How Do You Negotiate a Higher Salary?
When Does It Make Sense to Take a Pay Cut?
How Do You Help Employees Adapt To Fast Changes?
How Do You Fire Someone?
Do You Have Any Tips for Managing Millennials?
How Do You Keep Your Superstar Employees Happy?
How Do You Deal With Legacy Employees?
How Do You Keep Long-Term Employees Motivated?
How Do You Find Great Talent?
What Do You Do When You Go From Friend to Boss?
What’s an Effective Perk to Attract Top Talent?
What Is Your Must-Ask Job Interview Question?
What Do You Look for in a Job Candidate?
How Long Should It Take for a New Hire to Start Making Independent Contributions?
How Do You Onboard New College Graduates?
Risk, Safety, and Liability
What Do You Do to Promote Employee Wellness?
Hack Your Day
Where Do You Go to Rejuvenate?
How Long Have You Gone Without Sleep Because of Work?
What Are Your 3 Must-Dos Everyday?
How Do You Fit Exercise Into Your Day?
What’s Your Power Outfit?
What Rituals Do You Perform Before a Stressful Task?
What’s Your Power Food?
What’s Your Morning Routine?
How Do You Come up With Your Best Ideas?
How Do You Give a Great Presentation?
How Do You Make Meetings More Effective?
How Do You Make Time for Family?
How Do You Write an Email That Actually Gets Read?
How Do You Stop Procrastination?
What Is Your Idea of Work-Life Balance?
How Do You Prioritize Your To-Do List?
How Do You Manage Your Emails?
How Do You Get Work Done While You Travel?
What Is Your Biggest Time-Saving Trick?
Building Your Network
How Do You Meet Someone You Don’t Know?
How Do You Find a Mentor?
How Do You Build a Strong Personal Brand?
Have You Ever Hit a Glass Ceiling?
What Do You Do When You Plateau in Your Career?
What Book Changed Your Life?
What’s the Most Effective Way to Pitch Your Idea?
What’s the Most Surprising Thing About Being a CEO?
What Mistakes Do People Make Over and Over Again?
Do You Need a College Education to Succeed?
What Do You Hope People Get Out of Listening to Your Answers?
Are Entrepreneurs Born or Can They Be Made?
What Advice Would You Give a First-Time Manager?
What Is the Secret to a Great Co-Founders’ Relationship?
What Was the Worst Advice Someone Gave You?
What Is the Best Advice You’ve Ever Received?
What Is Your Favorite Motivational Quote?
What’s the Most Important Skill You Use That School Did Not Teach You?
What Are You Bad At?
Should Leaders Show Their Vulnerability?
How Do You Overcome Imposter Syndrome?
What Do You Do for Others?
Is It Okay to Get Emotional at Work?
What Is the Most Important Soft Skill for a Manager?
How Do You Make a Positive First Impression on Your Team?
Learning From Experience
What Was One of the Toughest Moments in Your Life?
Describe the Worst Boss You’ve Ever Had.
Describe the Best Boss You’ve Ever Had.
What’s Your Biggest Regret So Far?
What Mistake Did You Make That You Hope Your Child Doesn’t Repeat?
If You Could Write a Letter to Your 21-Year-Old Self What Would You Say?
What Happened to You as a Child That Changed Your Life?
How Have Your Parents Affected You?
What Do You Wish For Your Child That You Didn’t Get?
Where Did You Get the Idea for Your Company?
What Do You Do When You Hit a Wall?
What’s the Biggest Mistake When Raising Money?
What Would You Do All Over Again?
What’s the Hardest Part About Being a CEO?
Was There a Moment You Realized You Made It?
What Was the Low Point in Your Career?
How Much of Your Career Has Been Planned and How Much Has It Been Left up to Chance?
Tell Us About a Mistake You Made and What You Learned
What’s Your Biggest Career Mistake?
Did You Ever Give Up on Something and Why?
What Is Your Worst Work Experience?
Thinking Like a CEO
How Much Money Does Your Local Movie Theatre Make?
What Would You Do if You Found out You Had Two Weeks Left to on Earth?
What Keeps You up at Night?
How Do You Fit a Giraffe in a Fridge?
What Would You Be Doing in Another Life?
What Was Your Last Dream?
How Do You Fight a Bear?
Describe the Internet to Someone Who Just Woke up From a 30-Year Coma.
What Is an Important Truth Very Few People Agree On?
How Do You Find a Needle in a Haystack?
If You Were Stranded on a Desert Island, What 3 Things Would You Want With You?
Who Do You Admire and Why?
What Did You Stop Doing After Becoming a CEO?
What Makes Your Blood Boil?
Lead by Example
What Is Your Corporate Culture?
What Do You Do About Office Romances?
What’s the Best Way to Get Rid of Office Politics?
How Do You Celebrate Success?
Is Office Politics Inevitable?
What Role Does Instinct Play in Your Decision-Making Process?
How Do You Overcome Indecision?
What Role Does Data Play in Your Decision-Making Process?
How Do You Recruit and Retain a Diverse Workforce?
How Has a Diverse Workforce Benefited Your Company?
How Do You Put Workplace Diversity Into Action?
What’s a Specific Problem for Women in the Workplace?
What Is a Unique Challenge Faced by Women Entrepreneurs?
How Are Millennials Different From Previous Generations Entering the Workforce?
How Do You Manage a Culturally Diverse Team?
What Teambuilding Exercise Actually Works?
How Do You Avoid Getting Too Close With Your Employees?
How Do You Keep Morale up Through Tough Times?
When Is It Okay to Yell at Someone?
Is It Ever Okay to Lie at Work?
How Do You Redefine Culture?
Who Do You Surround Yourself With in Business?
Is Micromanagement Always Bad?
How Do You Stay in Touch With Employees as You Rise Through the Ranks?
If You Could Accomplish Only One Thing as CEO, What Would It Be?
Do You Have a Succession Plan and What Is It?
What’s Your Management Style?
How Do You Compete With Rivals?
What’s the Biggest Mistake New Bosses Make?
How Do You Manage Difficult People and Turn Them Into Team Players?
Do You Conduct Your Performance Reviews in the Office or Off-Site?
What Kinds of Questions Do You Ask in Your One-on-Ones?
How Do You Make One-on-Ones More Effective?
How Do You Conduct Performance Reviews?
What’s the Most Effective Marketing Technique You Use?
When Did You Know Your Business Was Validated?
When Did Customer Feedback Make You Change Something?
How Do You Strike a Balance Between Speed and Accuracy in Your Company?
How Do You Manage People Remotely?
What Do You Splurge on in Your Business That’s Worth It?
What’s the Smartest Way to Cut Costs?
How Do You Conduct a Post-Mortem?
What’s the Most Surprising Thing You’ve Learned About Your Customers?
How Do You Put Yourself in Your Customer’s Shoes?
Speak With Purpose
What Do You Do When Team Members Fight?
How Do You Deal With Enemies in the Workplace?
How Do You Deliver Bad News to Your Team?
What Do You Do When an Employee Makes a Serious Mistake?
How Do You Handle Receiving Criticism?
How Do You Talk to Someone About Sensitive Topics Like Personal Hygiene?
How Do You Give Critical Feedback?
How Open Should You Be at Work About Your Personal Life?
Have You Ever Cried at Work?
How Do You Keep Someone Focused During a Personal Crisis?
Did a Personal Issue Ever Affect Your Work and How Did You Handle It?
How Hands-On Are You With New Projects?
How Do You Get Executives to Do What You Want?
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