lead from 30,000 feet
I work with executives to help them gain clarity and perspective, while sharpening their ability to drive bold vision and impact.


As an ICF Certified Executive Coach with 20+ years of senior leadership experience at Fortune 500 companies, I bring a unique blend of expertise to clients navigating transition in dynamic corporate environments.
What does it mean to lead
from 30,000 feet?
Corporate leadership can be both invigorating and overwhelming. Amid the pressures of daily demands and the complexities of navigating your organization, it’s easy to get caught in the weeds—losing sight of the bigger picture and the bold decisions needed to drive growth and meaningful change.
My approach is designed to help executives and leaders elevate their thinking, gain a new perspective, and simplify their strategic focus. By doing so, they develop the mental resilience to thrive in high-pressure environments and lead their teams more effectively.
I encourage my clients to step back from the chaos of their days and weeks and reflect from a higher vantage point. This infuses a clearer, more simplified perspective, enabling executives to lead with renewed conviction and intentionality.
About Corey Penn
I am an ICF Certified Executive Coach who helps corporate executives and senior leaders navigate career growth and transitions. With extensive experience as Chief of Staff to C-level executives at Fortune 500 companies like Comcast, Staples, and Wayfair, I bring deep expertise in corporate strategy, talent management, and M&A integration. I’ve coached executives across diverse industries including Tech, Biotech, Consumer Products, Financial Services, Management Consulting, Logistics, and Philanthropy.
A core focus of my work is helping clients sharpen their strategic vision while building the mental resilience needed to thrive and make an impact in high-pressure environments.
Clients value my broad business experience as a foundation for trust and connection. My warmth, calm demeanor, and unwavering commitment empower clients to quickly unlock fresh perspectives with clarity and purpose.
Corey’s Expertise & Credentials​
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ICF Certified Executive Coach
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Certified in Leadership Circle Profile (LCP) 360 Assessment
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20+ year strategy/operations executive (ESPN, Comcast, Staples, Wayfair)
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Chief of staff to CEO, CTO, CCO at Fortune 500 companies
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Certified Project Management Professional (PMP)
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Guest Lecturer: Boston College (Carroll School of Management), Syracuse University (Newhouse School)
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Bachelor of Arts in Journalism (Syracuse University Newhouse School)
My approach
My approach is people centered, results driven and rooted in deepening clarity, perspective and impact:
connection
Establish trust and connection through a calm and grounded commitment to clients, accelerating the unlock of new perspectives.
Actionable Strategies
Leverage self-awareness tools and frameworks to construct a tailored roadmap to elevate leadership impact.
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Sustainable Momentum
Coach and client co-create a customized plan to support long-lasting and durable momentum.
What Clients Are Saying
“I view Corey as a key partner and colleague who prompts me to step back and consider the bigger picture and issues affecting my work as CMO and my career overall. Corey has lived experience in multiple businesses environments and brings both deeply useful and practical considerations paired with enthusiasm and empathy.”
– Toby Ferguson MD, PhD - Chief Medical Officer, Voyager Therapeutics
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