Leveraging Leadership

This episode explains why Chiefs of Staff should avoid asking "How can I help you?" and instead focus on what will move the needle for their principal and team. Emily Sander shares real pitfalls, like getting stuck with small admin tasks, and suggests specific strategies such as spotting communication breakdowns or coaching leaders through challenges. The advice includes leading with strategic proposals rather than just p...

Nick McDonough talks about his path from manufacturing and M&A to becoming Chief of Staff and later Chief Administrative Officer at the healthcare startup QuikMedic. He shares how his role expanded as the company tripled in size, taking on HR, data, and operations responsibilities. Nick also gives practical insights into prioritizing work, building trust with the CEO, and why he prefers working at a small, fast-moving company o...

The episode tackles what to do when you feel a case of the "blahs" at work, making sure to distinguish it from burnout. Chief of Staff tips include taking a walk, stretching (like the doorway stretch), listening to motivational music or interviews (such as Kobe Bryant), and giving 100% of whatever energy you have that day. Emily Sander encourages self-awareness and having go-to strategies ready for those off days.

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Rachael Goldfarb shares real-life stories from her time supporting the Chief of Staff to President Clinton and leading at the Gates Foundation. She breaks down what a Chief of Staff is and isn’t, highlights why the role is senior and not administrative, and talks about challenges women face in these positions. The episode includes examples of advocating for staff, building relationships, and navigating tough boundaries with princip...

Emily Sander shares stories about a former coaching client worried his current job stress might cause health issues like it did ten years ago, and a military veteran adjusting to planning her first personal vacation after years of work travel. The episode focuses on recognizing your own growth, not judging yourself by your past reactions, and giving yourself credit for changes you’ve made over the years.

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Brian Miller, president of Coach Approach Ministries, explains the difference between coaching, consulting, and therapy, and why a "coach approach" helps people solve problems by seeing new perspectives. The discussion includes practical examples for Chief of Staff roles, like asking thought-provoking questions, giving feedback based on observations, and understanding team strengths using tools like Working Genius. The ep...

A listener asks how to handle frustration when work on a project is dropped because directions change. Emily Sander shares that this happens often to Chiefs of Staff and explains the value of understanding the reason behind changes, reframing “wasted” work, and managing your emotional response. Helpful strategies include asking why priorities shifted, recognizing that work might be reused later, and focusing on what’s best for the ...

Philip Atkinson shares how being a Chief of Staff inspired his work as a beekeeper and his book, "Be Wise." He explains leadership lessons from bees, like avoiding busywork, practicing servant leadership, and making decisions through consensus. Philip also talks about bees keeping their hive clean, the importance of closing out projects at work, and supports the Bees for Development charity with book proceeds.

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A Chief of Staff shared how her boss thought a high-talent sales team wasn’t meeting expectations, but no one could clearly say what those expectations were. Emily Sander highlights the importance of clearly defining what success looks like for a team, asking questions like “What is the output we want?” and making sure the team knows and has what they need to deliver. She suggests backing up gut feelings with clear measures, and op...

Matthew Person explains his Square Management System, a framework for building high trust, high performance organizations by aligning employees and processes. He discusses culture as an output, shares the importance of having a "complete square," and gives examples - like how some people prefer structured office environments while others thrive in casual settings. The episode covers using assessments to find company-emplo...

Emily Sander explains how to change a workplace narrative by running an internal campaign, using catchy phrases, visuals, and repeated communication across multiple channels. She shares examples like NFL coach Mike MacDonald’s slogans “chase the edges” and calling backup players the “ready team,” and describes a Chief of Staff who made a teen mentoring program more visible by mentioning it in meetings and materials. The advice is t...

Bill Shander explains how understanding what stakeholders really need leads to better results at work, especially for roles like Chief of Staff. He shares stories about clients asking for things like blue buttons or “ballets of data,” and how asking smart questions gets everyone on the same page. The episode covers common mistakes people make when jumping too quickly into requests and why techniques like the Socratic method work fo...

Emily Sander explains why bringing “half baked” work to your boss - especially when you're new in a Chief of Staff role - can save time, spark valuable conversations, and help you calibrate quickly to your boss’s preferences. She gives real examples, like saving hours by checking in early, learning what your boss fixates on, and understanding the order they want detailed information presented. The episode encourages trying ite...

Chris Blauvelt shares his journey as a multi-time entrepreneur, how he hired his first Chief of Staff after learning about the role from House of Cards and leadership books, and why setting top three priorities every quarter changed his effectiveness as a CEO. He explains how his Chief of Staff tackled big challenges like product innovation, people operations, and compliance, even without previous experience in those areas. Chris a...

This episode lays out the difference between judgment and assessment at work, especially for leaders like the Chief of Staff. Emily shares real examples, from firing and hiring decisions to handling challenging team meeting behavior, showing how you can assess actions without judging someone's character. She explains how focusing on observable facts and assessments helps avoid negative assumptions, makes decisions easier, and ...

Andrew Davies shares how his theater and improv background helps teams run better meetings and build trust. He explains practical improv games like “Breaking News” and “Speech” that boost listening and support. Andrew also talks about tailoring these activities for different teams and making meetings more engaging, interactive, and productive.

Links Mentioned:
Andrew Davies’ Organization

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Emily Sander explains how to set up systems that make it easier to stick to New Year's goals, like laying out workout clothes by the door or using food tracking apps with preloaded meals. She shares personal examples, including her efforts to improve sleep by using an OURA ring and building an evening routine, and gives tips on matching goal-setting approaches to your personality and the type of goal. The focus is on making th...

Jared Stein shares his unconventional path from running CrossFit and Orange Theory gyms to becoming a Chief of Staff at a virtual investment firm. He talks about managing operations, streamlining team roles, and implementing the Entrepreneurial Operating System (EOS). Jared also discusses how his firm helps clients with a deep financial “X-ray” to spot hidden overlaps in their investment portfolios.

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Emily Sander explains the "wheel of life" exercise, a tool to review different areas like career, relationships, community, hobbies, and physical or spiritual life. She gives examples of focusing on being a better parent, manager, or entrepreneur, and suggests honestly assessing where you're doing well and where you could improve. The episode encourages setting practical New Year's goals based on current priorit...