Becoming Your Best Self with Brave Bets

I want people to be more brave in their career and life choices---not just play the traditional corporate games. Take risks in order to have the life and create the impact you really want. 

As an Executive Coach and Advisor, I take a holistic approach that takes into account your core values, passions, aspirations, and gifts. As a long time business strategist and Chief Marketing Officer, I am able to help because I've been in your shoes. I often say 'I know a thing or two because I've seen a thing or two.' No sense you fall in the same ditches I have. 

I don't approach my client relationships with a cookie cutter approach or standard frameworks. We spend time on what you need most. I charge by the hour to be as flexible as possible. We can chat monthly to weekly, all the while having quick phone calls, texts, and email exchanges in between. I work with my clients in an empathetic way on both on their long term plans and their day-to-day challenges.

My approach

How I work

Skills & Strengths Assessment

Uncover your unique gifts, passions, and values to help you be your best self.

Career & Life Aspirations

What does 'success' really look and feel like? What matters to you most? Let's create strategies and plans to get there.

Practical Business Advice

Get expert advice on business strategies, marketing strategies and organizational situations.

Safe Space

Being in an Executive position can be lonely. This is a place to be open and vulnerable, with zero judgment. We can chat about all things from home to work.

Getting on Boards

Many Executives have a goal to be on Boards. Let's create a plan to get there.

Relationship Management

From your boss, to your peers, your team and the Board---all have unique nuances that need to be managed. 

Client Testimonials

Jackie has been an invaluable coach. She has helped me define my priorities, which has enabled me to clear away the “noise” and focus the critical work marketing can do to drive the business.

She offers perspective and frameworks that have pushed me to think bigger and bolder. She has helped me gain the confidence to make tough decisions that benefit the business, the team, and myself.

Any CMO would be fortunate to have Jackie as a coach.
— CMO, Public ~650M B2B SaaS Company
Working with Jackie has been a transformative experience. She listens with empathy and truly understands the challenges senior leaders face both in and out of the boardroom.

Her advice, rooted in her extensive CMO experiences, is delivered in the most heartfelt and relatable way, making it incredibly impactful! Thanks to her coaching, I have grown both personally and professionally. I couldn’t have asked for a better guide on my journey. I am immensely grateful for her support and guidance!
— SVP, Marketing ~11B Major US Retailer
I chose Jackie to by my Executive Coach after a glowing recommendation from my former boss. It was one of the best investments I’ve ever made in myself and my career.

Through all of our sessions, I found Jackie to be a great listener, frequently connecting the dots between sessions and helping me gain a deeper understanding of my strengths and potential blindspots. She asked questions that helped me develop new perspectives on areas where I was in a rut. She also gave great advice on tackling marketing-specific challenges.

I’d highly recommend Jackie for any marketing or business leader who wants to grow and learn from one of the best.
— VP, Marketing Healthcare Tech Co.
Working with Jackie has been transformative for my leadership journey.

She not only helped me refine crucial leadership skills but also provided invaluable guidance on strategic projects, including a recent company positioning exercise that reshaped our market approach.

Her holistic coaching style combines personal development with practical business experience, making her an indispensable partner for any marketing leader.
— Head of Marketing, ~100M Digital Experience Company
Jackie has been an incredible partner in helping me navigate the very specific leadership challenges of a fast-growth B2B SaaS environment.

She brings her own rich experience to every conversation, which is extremely valuable as she has “been there” in nearly every challenge you can have as a CMO.

Jackie also always gently brings me back to my values and my center as a leader, which in turn helps me stay grounded in problem solving and seeing opportunities for my own development as they arise.
— CMO, Private ~450M Fintech Company
I’ve written countless strategy documents that include “big bets” for hitting the plan that year, but it wasn’t until this year that I contemplated the big bets I needed to make to achieve my personal goals.

As I worked through this notion with my executive coach (the incredible Jackie Yeaney), we talked about the fear of making high-risk life decisions and the bravery it takes. Jackie introduced me to the idea of “brave bets”.
— Director, Product Marketing Fortune 10 Tech Company
Jackie is the person you dream of working with.

She always has the best ideas, suggestions, and solutions. You can trust her to bring out the best in you, and from everyone else in the room. She will always say the right things, she will tell you when she thinks you can do things in a different way. She’s just seen it all, and has so much experience that I trust her with everything.

She always does everything she can from the heart to support me and make me the best I can be! I’m very proud to be connected with her and the fact she agreed to be my coach and teach me! Everyone knows her, knows of her, and she is just my favorite person ever.
— Director, CEO Initiatives Public ~1B Enterprise Software Company
In working with Jackie as my executive coach, she has been critical in helping me build a clearer, more decisive leadership style that not only sharpens my executive acumen but has also greatly accelerated my quest towards a more successful career.

With her help, I am navigating the complex executive landscape in a more nimble way. I am making better organizational decisions, and I am identifying new, innovative ways of moving projects forward.

As I journey towards becoming CMO, Jackie’s invaluable insights are enhancing my external initiatives and driving profound growth both personally and professionally.
— SVP, GTM Public ~650M B2B SaaS Company

About Jackie

Jackie has had a blockbuster career – starting as an officer in the U.S. Airforce, transitioning into management consulting at the Boston Consulting Group, and eventually landing up in marketing where she held senior executive roles such as Chief Marketing Officer at several leading enterprise software brands including Tableau, Red Hat, Ellucian, and also led consumer marketing at Delta Air Lines post 9/11.

She currently serves as an independent director on the Boards of Iridium and Talkspace. In addition to her directorial roles, she is an executive coach, utilizing her expertise to guide and empower individuals and organizations. With a passion for making a positive impact, Jackie actively supports and advises non-profit organizations, including Foundation Fighting Blindness and Plan International. Her commitment to giving back extends beyond her corporate endeavors.

Academically accomplished, Jackie holds an MBA from MIT and a BS in Electrical Engineering from Rensselaer Polytechnic Institute, grounding her knowledge in both business and technical realms.

Beyond her professional accomplishments, Jackie goes on adventures with her husband, who is blind, and their most recent one was doing a road trip in an RV.

Contact me.

Drop me a line to find out more!