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Madelyn Sierra, MBA

New York City, NY, USA
Madelyn Sierra, Executive Coaching Connections, LLC, Bio Portrait in New York City, New York

Madelyn Sierra is an executive coach, leadership development consultant and organizational strategist with over 20 years of experience in helping directors, functional heads, C-Level executives and business unit leaders and their teams improve their business results.

She works with clients to develop high-performing teams, manage organizational change, lead others effectively and widen their sphere of influence and network. She also coaches them on how to enhance their executive presence and personal brand. In addition, she helps leaders on-board to new roles to ensure that they transition effectively and land early wins.

Madelyn’s coaching helps leaders identify how their personal and professional capabilities, skills and behaviors support or hinder their business' strategic objectives. By assessing and building awareness of strengths and capabilities, as well as challenge areas, she and her client build a plan to address and move forward on key goals. 

Clients describe Madelyn as impactful and success-oriented, someone who quickly inspires trust and partnership. She is challenging and supportive and quickly identifies areas for potential growth and expansion. Her style is further complemented by her strategic business skills and deep understanding of organizational dynamics.

Madelyn’s business experience includes management positions in healthcare, corporate education, real estate development and management consulting. She launched and managed Harvard Business Publishing’s virtual leadership development program, designing and delivering programs to more than 1000 global executives within a three-year period.

Her client list spans a wide range of business categories including; education, healthcare, financial services, consumer products, media, construction, professional services and government. She has worked with leaders from India, China, Philippines, Africa, Europe and Latin America. Some of her clients include Brown-Forman, Sitel, Cablevision, Anheuser-Bush, Harvard Business School, Graybar, Washington University School of Medicine, Northwestern Kellogg School of Management, Havas Media and National GeoSpatial Intelligence Agency, MasterCard and Deloitte. 


  • CareerLeader
  • Myers-Briggs Type Indicator (MBTI)
  • Voices 360


  • Master of Business Administration, Harvard Business School
  • Bachelor of Arts in Economics, University of Notre Dame

Practice Areas

  • 360-Degree Feedback
  • Business Consulting
  • Collaborative Change
  • Executive On-Boarding
  • Executive Presence
  • Executive Team Coaching & Development
  • Leadership Development
  • Meeting/Program Facilitation
  • Organizational Strategy & Design
  • Personal Branding
  • Visioning & Strategic Planning

See More Team Bios

Jesse Hsu, MBA, Executive Coaching Connections, based in Shanghai, China, and San Francisco, with Executive Coaching Connections, LLC

Jesse Hsu, MBA
Shanghai, China | San Francisco, USA

Susana Azevedo, Executive Coach with Executive Coaching Connections, LLC in São Paulo, Brazil

Susana Azevedo, PCC
São Paulo, Brazil

Terrie Ten Eyck
Minneapolis, MN, USA