Emily Sander shares a practical tip for communicating with busy executives: start with the bottom line first, then give a little necessary context, and invite questions if needed. Using the iceberg metaphor, Emily Sander explains that a Chief of Staff usually knows much more than they should share up front, and most conversations only need the essentials to help leaders make quick decisions.

Get in touch with Emily:
Want to sharpen how you communicate with executives? Book a clarity call w/ Emily here.

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Who Am I?
If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:
00:25 The Bottom Line Tip

01:32 Bring the Decision Forward

02:35 Iceberg Communication Model

04:12 Resist Showing Your Work

05:03 Reverse Engineer the Details

06:29 When Longer Talks Matter

Executives and Chiefs of Staff share practical stories about how the Chief of Staff role shapes company culture, trust, and growth. Tim Moore explains how his Chief of Staff acts as his proxy to scale leadership, while Jessica Gonzalez highlights how having Ivan as her Chief of Staff lets her spend more time with her kids and trust things will get done. Guests discuss hiring from within, the unique qualities needed for the role, and the importance of loyalty, communication, and partnership.

Get in touch with Emily:
Want to chat with Emily? Book a quick clarity call here.

Free Leadership Resources

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Who Am I?
If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:
00:42 Tim Moore

05:04 Jessica Gonzalez

09:38 Perry Knoppert

18:27 Tracy Van Grack

24:50 Erika Aquino

Emily Sander answers a listener’s question about moving a tech company to AI-first, highlighting challenges when people use AI excessively or without checks. She shares practical ideas like approved use cases, tiered approval for AI spend, and the need for quality controls. Emily Sander also points out the importance of balancing AI experimentation with making sure standards and outcomes stay high.

Get in touch with Emily:
Want help leading your organization through AI adoption? Book a clarity call w/ Emily here.

Free Leadership Resources

LinkedIn

Website

Newsletter

Who Am I?
If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:
00:25 Listener Question Setup

01:20 AI First Culture Shift

02:11 Experimenting vs Standardizing

03:34 Trust but Verify

05:05 Token Spend Guardrails

06:45 Quality Checks and Controls

07:39 Center the Pendulum

Emily Sander shares a simple trick to boost energy and engagement in presentations: think about something you love, like movies, then bring that same excitement to your business talk. She uses a real story about bombing a dry run at a Risk Summit and how talking about her favorite movies helped her improve. Chiefs of Staff and executives can try this method to sound less flat or nervous during important presentations.

Get in touch with Emily:
Want to show up with more confidence and energy in your presentations? Book a clarity call w/ Emily here.

Free Leadership Resources

LinkedIn

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Newsletter

Who Am I?
If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:
00:32 Why Presentations Fall Flat

02:31 Practice and Record Yourself

04:31 My First Big Dry Run

07:08 The Bombed Presentation

13:41 Monday Redemption Moment

16:10 Risk Summit Stage Debut

18:23 Beyond the Trick Long Term

20:37 Try It and Share Back

22:10 Wrap Up and Sponsor

This episode breaks down what a Chief of Staff actually does in different industries, from startups to government, and covers how the role is changing with AI according to Scott Amenta. Guests like Clara Ma share practical advice for pitching the Chief of Staff role internally and how to tailor your resume if you're switching from another field. Phil Burns talks about the confusion between Executive Assistant and Chief of Staff roles and why it's important to define them clearly.

Get in touch with Emily:
Want to chat with Emily? Book a quick clarity call here.

Free Leadership Resources

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Who Am I?
If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:
00:25 Scott Amenta

10:00 Jeremy Costa & Trent Smyth

21:42 Clara Ma

33:51 Phil Burns

Emily Sander talks about how Chiefs of Staff often feel guilty or frustrated about things like not working long enough hours or not helping a struggling teammate. She explains that being too empathetic or self-critical can backfire and suggests telling yourself, "and that's okay," to relieve pressure and keep perspective. Real examples include feeling called out for working from home or regretting not helping someone in a team meeting.

Get in touch with Emily:
Feeling the pressure to do more, be more, or fix everything? Book a clarity call w/ Emily here.

Free Leadership Resources

LinkedIn

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Newsletter

Who Am I?
If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:
00:25 Common Chief of Staff Struggles

01:04 When Empathy Becomes a Detriment

04:16 The Power of Saying It's Okay

06:17 Mountains Out of Molehills

08:03 Building a Higher Baseline

09:00 Try This Exercise

Emily Sander talks with Lindsey Gardner, a multi-time Chief of Staff and co-founder of Sapphire Chief of Staff, about balancing people and business priorities. Lindsey Gardner shares lessons from working with the same CEO for a decade, why she always puts people first, and how clear communication builds trust. She also explains Sapphire’s approach to Chief of Staff recruiting and development and discusses how AI should be seen as a tool—not a replacement for humans.

Links Mentioned:
Sapphire Chief of Staff Website

Connect with Lindsey Gardner on LinkedIn

Get in touch with Emily:
Want to chat with Emily? Book a quick clarity call here.

Free Leadership Resources

LinkedIn

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Newsletter

Who Am I?
If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:
02:00 Selling the Chief of Staff Role

04:08 A Decade With One CEO

10:05 People First vs Numbers

13:45 Kindness vs Niceness

17:46 AI and Company Stage

21:45 Hard Tradeoffs in Practice

28:38 Sapphire Chief of Staff Wrap

Emily Sander answers a listener question from Sarah in Charlotte, a Chief of Staff handling board governance, leadership meetings, and benefits rollout. The episode covers how to build strategic relationships with the board, use back channels professionally, and avoid being seen only as admin support while keeping the founder focused and the team aligned. Real examples include collaborating with consultants and prepping the chairman for meetings.

Get in touch with Emily:
Want help building stronger board and executive relationships? Book a clarity call w/ Emily here.

Free Leadership Resources

LinkedIn

Website

Newsletter

Who Am I?
If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want.

Time Stamps:
00:25 Listener Question Setup

01:20 Sarah’s Challenge

03:00 Leverage Board Access

05:20 Build Allies and Backchannels

08:03 Talk Strategy Not Admin

10:30 Coach the Board on Focus

13:15 When Founders Spiral

16:07 Create More Board Touchpoints

17:48 Wrap Up and Next Steps