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Helping creative NYC leaders and teams do their best work 

Over decades in media, impact and innovation, I’ve worked with struggling leaders and highly successful ones. The difference starts by doing one thing well.
Faye Penn

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Can an AI coach be as effective as a human? 

I asked 20 people to try both and decide 

When you’re trying to do big things, I can help you:

Make better, faster decisions 

If you're a top decision maker in your organization,  you know that the pressure — and loneliness — can be relentless. When you're navigating complex, high-stakes demands, I'll help you think through big decisions so you can move forward decisively.

Be more strategic and less reactive

When you need to tackle crucial strategic questions, it can feel impossible to find time and space amid the daily churn. I will help you stay focused on what matters most to your success and set big-picture goals you can really achieve.  

Foster more team collaboration

Do your team dynamics fuel creativity and success or animus and bad vibes? When people issues are getting in the way of work, I can help you identify where things are going sideways and find ways to rebuild relationships and improve results.

Help your managers become leaders 

When midlevel managers perform at their best, the whole organization is better off. Through a mix of 1:1 coaching and lively group learning, we'll collaborate to help your leaders at every level develop confidence, navigate complexity and communicate with clarity.

Attain more success + satisfaction at work

Seeking a new career path or trying to make your current one better? I'll help you determine where your talents meet a changing market and the best moves to make now. Services include strategy, interview prep, offer negotiation and coaching for success in a new role. 

Find the right words when it really counts

Drawing on decades in media and storytelling, I help leaders become more comfortable, persuasive communicators. Whether internally or externally, in writing or on the public stage, you'll never sound like a robot. Unless you actually are a robot. 

“We hired Faye to help define our growing company’s mission and values, set realistic business goals, then get our team onboard. Our sessions not only surfaced great ideas, they had our team feeling smarter, more capable and more engaged. As a strategist and facilitator, Faye has a special skill for asking the right questions then pushing past vague responses to get at critical insights.”
— President, NYC Playground Design + Planning Firm
“My time with Faye is my favorite meeting every week — it's always so energizing. She has helped me hone my strategic and management skills and navigate complex challenges with strength and clarity. Most importantly, Faye has guided me in achieving tangible results without compromising my authenticity.”
— Executive Director of Women's Rights Legal Policy Organization
“When leading a nonprofit in need of change, everything is moving so fast it's hard to know what to tackle first. As a new executive director, weekly sessions with Faye give me the time and space to face the hard questions and gain clarity about how to move forward.”
— Executive Director, Non-Profit Cultural Venue
“I was trying to write a book proposal in a time when I was completely broken. Faye saw my potential when I could barely stand to look at myself and helped pull myself back to me. She coached me out of my stuck-ed-ness and into a book proposal that led to my biggest advance yet.”
— New York Times Bestselling Non-Fiction Author
“Faye is different from other coaches because she really leverages her media background to zero in on messaging and branding. She has a strong bias for action and no BS.”
— Senior Leader in Risk Management
Faye’s decision-making framework is a huge resource. If I had a significant decision to make or other challenge I would call Faye to help me think through it.” 
 
— Executive Director, Transit Non-Profit
“I came to Faye with only a vague idea of how she might help. What I found was genuinely life-changing support. When I struggled to see outside day-to-day crisis, she kept my focus on what mattered most. She also helped me strategically address the  challenges I was facing and ultimately navigate a new opportunity. I'm continuing to work with her in my new role!”
— Executive Director, Los Angeles Arts Non-profit
“Faye's coaching is truly exceptional. A journalism 
background gives her a unique ability to help clients identify their goals and create plans to achieve them. She's also unafraid to challenge her clients and help them overcome obstacles while providing unwavering support and accountability.”
— Agency Founder, Non-Profit Communications 

CLIENT TALK

Faye Penn Executive Coach

When you’re at a pivotal moment, nothing moves you forward like the right questions. They can remove roadblocks, spark critically important insights and uncover new opportunities. 

 

My approach to leadership and team coaching was forged over decades as an editor in New York City newsrooms, where your survival hinges on your ability to figure out the right questions — quickly. Later, as a senior leader in NYC economic development, I saw that the same was true in public policy; you can't make good decisions without good questions.  

The practice of coaching rests on the same principle, which is what drew me to this work in the first place. I've found that a journalism background helps my coaching in just about every way: getting to core issues quickly, activating progress from the first session, helping clients communicate effectively and facilitating meaningful group conversations. For me, there's no greater satisfaction than using what I do best to help other people do what they do best.

Making big things happen isn’t easy — ask any accomplished leader you know. Increasingly, top executives will also tell you that coaching was instrumental in helping them get where they are now. To explore whether my approach can help you or your team achieve your goals, I offer free, 30-minute intro calls.

There are a lot of good coaches out there. Here’s how I’m different.

Things I’ve done

​​First Executive Director of Women.NYC, serving New York women through salary negotiation training, business bootcamps, 1:1 career coaching and more. We also advocated for childcare as an economic development issue.

​Led innovation sector growth  for the New York City Economic Development Corporation, helping New Yorkers of all backgrounds future-proof their careers by tapping into growth industries.

Achieved ICF ACC-level coach certification after studying at Brown University as well as the Center for Executive Coaching.

Faye Penn and Michelle Obama
Faye Penn and Michelle Obama
Faye Penn and Michelle Obama

Led a collaboration between First Lady Michelle Obama and seven top American fashion designers to create an original line of tote bags to benefit Let Girls Learn.

Faye Penn Guest Speaker
Faye Penn Guest Speaker

Have held senior positions across print, digital, video and e-commerce at New York Magazine, the New York Post, The New York Observer, A+E Networks and InStyle.

Currently serve as a board member for the Borscht Belt Museum, a new museum celebrating the Catskills resort era.

Faye Penn Leadership
Faye Penn Leadership

Founded Brokelyn, a buzzy local site (sold in 2016) about life on the cheap In Brooklyn. Drove revenue via a viral series of beer, wine and cocktail passports to hundreds of Brooklyn bars.

Wrote the Style & Error humor column for InStyle magazine, chronicling my misadventures in personal style.

Get in touch

Please use this form to reach out with coaching and consulting questions, speaking engagements, editorial inquiries or other requests.

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