Leveraging Leadership

Diane Sadowski-Joseph, co-founder of Clarinet, joins me to talk about what it actually means for a company - and its leaders - to become AI-enabled. We start with the increasingly common mandate to “do the AI thing.” Diane explains why that instruction is almost meaningless until leaders connect AI back to the business outcomes they already care about: growth, profitability, market share, efficien...

Terry Young, author of Possibility Sciences: A Discipline for Turning Bold Ideas Into Reality, joins me to talk about why bold ideas so often die before they ever make it into the real world. We get into what Terry calls the “Possibility Gap” - the distance between what humans can imagine and what our existing systems can actually bring to life - and why closing that gap requires more than better...

Private equity firms invest with a value creation plan. But the strategy on the slide deck only matters if the company can actually execute it. Brea Page, founder of Keep75 and a former Google Chief of Staff and strategy leader, joins me to talk about what happens after the investment: turning strategy into operating rhythms, getting founders and PE firms aligned on expectations, building reportin...

Executive presence isn't a checklist of confident behaviors, and it isn't a persona you put on when you reach the C-suite. Jacque McCormack, co-founder of JetStream Advisors and an executive coach with more than 15 years of experience working with leaders and executive teams, joins me to unpack what executive presence actually looks like in practice: how people experience you, how you fl...

Noel Sobelman explains innovation portfolio management and how companies can bridge the gap between strategy and execution. He shares a medical device company example where shifting from safe, incremental projects to a more balanced mix led to higher growth. The conversation also covers using tools like metered funding, managing risk, and how roles like Chief of Staff help leaders focus on what&ap...

Stan Lewis, a former OSHA investigator and mediator, explains how most workplace whistleblower cases come down to communication issues and how managers can prevent problems by listening early. He shares practical mediation tips, like letting people vent, asking what success looks like, and using company policy consistently. Stan also talks about the importance of addressing conflict when it’s stil...

JonRobert Tartaglione shares how to lead through influence without direct authority, drawing on his background in psychology and examples like political polarization and message framing. He explains why Chiefs of Staff need to use persuasive, not just expressive, communication and offers practical tips, such as using diagnostic questions, hedging language, and leveraging social norms in organizati...

Emily Sander shares three simple exercises to help anyone sound more confident in meetings, interviews, and presentations. She walks through the "expert game," explaining how to act like the world’s leading authority on random topics like Flashdance or koala bear feeding habits. The episode includes practical tips like recording yourself, using variety in your voice, and practicing for j...

Bobby Shelton shares his journey from chasing external accomplishments to finding real satisfaction through self-leadership, including losing 180 pounds and shifting his focus after reaching personal low points. The conversation covers the difference between "easy-hard" (doing things for others' approval) and "hard-hard" (pursuing what matters to you), and offers advice on...

Emily Sander answers a listener question from Megan, who just got promoted and is transitioning between teams. She gives advice on setting up the old team for success, like handing off tasks to a "go-to" person and clearly communicating that change to everyone. Emily also suggests doing a listening tour with the new team to learn from their experience and explains the importance of being...

Emily Sander talks with Jay Poulton, founder of The Accent Coach, about how senior leaders can use their voice more effectively. They discuss practical tips like breath control, vocal variety, and recording yourself to close the “authority gap,” and share examples of issues such as vocal fry, upturning at the end of sentences, and monotone delivery that impact credibility. Jay Poulton explains spe...

Emily Sander talks about setting up personal checkpoints to track growth and avoid getting stuck. She shares three practical questions she asks herself every other week: Where am I getting in my own way? What's a middle way? Who can help with that? She suggests different ways to do these check-ins, like journaling or using sticky notes. Get in touch with Emily: Want help creating meaningful c...

Johan Matton, creator of the Pulse Mindfulness Ring, talks about his journey from filmmaking to building a wearable that helps people take mindful pauses throughout the day using quiet haptic vibrations instead of apps or data tracking. Emily Sander, a former Chief of Staff and early investor, shares how the ring helped her be more present, cut down autopilot habits, and manage stress. They discus...

Emily Sander talks about the pressure to give perfect or "right" answers in interviews and meetings, shares examples like people panicking or rambling, and explains why aiming for a "good" answer is more realistic and helpful. She encourages listeners to drop the idea of perfection and focus on contributing value, even if their delivery isn’t flawless. Get in touch with Emily:...

Judith Germain explains her Maverick Leadership philosophy, focusing on trust, influence, and leading through uncertainty during reorganizations. She shares practical tips for Chiefs of Staff, like building trust before a crisis, giving people real agency in decisions, and using "intelligent disobedience" to challenge bad calls. The episode covers the difference between being trusted and...

Emily Sander shares feedback from a listener who disagreed with her advice to ask, "How can I make your life easier?" as a new Chief of Staff. The listener argued this question could reduce the role to admin work and distract from driving the team's main objectives. Emily Sander explains her view that the approach can help in some situations, especially early on, but agrees it'...

Rohit Bassi shares how his transition from consulting at McKinsey led him into a Chief of Staff role at a major PE-backed company, exposing him to real-world operations, M&A, and industry-changing deals. He explains his concept of "people quotient" (PQ) as a framework for evaluating leadership, organizational structure, and talent operations, and discusses how Chiefs of Staff can use...

Emily Sander talks about how consultants who become Chief of Staff often excel at big-picture thinking and mapping companywide projects, but tend to get stuck over-analyzing instead of taking action. She shares real stories of consultants perfecting charts and data while delaying implementation, and suggests asking yourself if you need to "think more or do more" to avoid getting in your...

Emily Sander talks with Yorm Ackuaku about building visibility as a Chief of Staff, especially in marketing-led organizations like Vista and Weight Watchers. Yorm shares practical tactics, such as highlighting team achievements on Slack, running engaging all-hands meetings, and managing culture during layoffs. She also gives advice for Chiefs of Staff working with new principals and for those navi...

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 i...

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 uniqu...

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...

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 imp...

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 Ex...

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 hom...