How to get 15 minutes with a senior leader’s diary and make it count.
The free tool from this episode

Cheryl Warlow’s playbook for communicating with senior leaders: earn attention, structure messages that land, make every interaction count.
About the guest
Technology Leader
Cheryl is a senior technology and transformation leader with deep expertise in bridging the worlds of finance, technology, and operations. She has spent her career advising executives and boards on how to make complex decisions with clarity and confidence, especially in high-pressure environments. Through her work with C-Suites and private-equity-backed companies, she’s developed a reputation for cutting through complexity, shaping strategy, and making communication with senior leaders both sharp and impactful.
Strong ideas are only valuable if they are understood. Cheryl Warlow explains why communication is one of the defining skills of successful leaders, especially when working with senior executives. Rather than overwhelming stakeholders with detail, the most influential professionals learn how to communicate with clarity, confidence, and purpose—earning trust and accelerating decisions.
One of the biggest communication mistakes is assuming executives think like technical specialists. Cheryl explains how leaders make decisions under constant pressure and why every conversation should begin with the business outcome rather than the technical detail. Understanding your audience is the foundation of executive influence.
Most executive emails fail before the recipient reaches the second sentence. Cheryl shares practical techniques for structuring messages that are concise, action-oriented, and easy to scan. Whether you’re requesting approval, raising a risk, or presenting an idea, small changes in structure can dramatically improve your chances of getting a response.
Many professionals spend too much time explaining their analysis and too little time making clear recommendations. Cheryl discusses how to present options, express confidence without arrogance, and make it easier for senior leaders to make informed decisions quickly.
Communicating bad news, challenging assumptions, or responding to difficult questions can feel intimidating. Cheryl explains how preparation, evidence, and clear thinking help you stay composed under pressure while maintaining credibility and trust.
The episode concludes by showing that executive communication is not about polished presentations or corporate jargon. It’s about helping people make better decisions. By communicating with greater clarity, focusing on outcomes, and respecting your audience’s time, you become someone leaders naturally want to involve in bigger opportunities.
| 00:00 | Why executive communication can accelerate your career |
| 03:10 | Cheryl Warlow’s journey into leadership communication |
| 08:20 | Understanding how senior leaders think and make decisions |
| 14:15 | How to communicate complex ideas with clarity and confidence |
| 20:45 | Writing emails that busy executives actually read |
| 28:30 | Presenting recommendations instead of overwhelming people with detail |
| 36:10 | Common communication mistakes that damage credibility |
| 44:25 | Handling difficult conversations with confidence and professionalism |
| 52:40 | Building influence without relying on authority or job title |
| 60:15 | Practical habits to become a more effective communicator every day |
| 67:50 | Cheryl’s advice for anyone who wants to influence senior leaders |
Where this conversation carries on.

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