Holly M. Teska Coaching & Consulting LLC


“A man will be imprisoned in a room with a door that's unlocked and opens inwards; as long as it does not occur to him to pull rather than push.” ― Ludwig Wittgenstein
President/Founder of Holly M. Teska Coaching & Consulting LLC

Co-Host of Uplifting Women Podcast

An experienced thought leader passionate about guiding successful transformations, supporting and developing authentic leadership, managing careers, and promoting business success through exceptional leadership.

I have been an executive coach and business leader for nearly 20 years. I work with senior-level leaders with the desire and the stamina to take their organizations and themselves to the next level. I help leaders think about and respond differently to the challenges they face in today's volatile, uncertain, complex, and ambiguous (VUCA) environment. Change is fast and constant. Great leaders need a partner to tell them the truth and support them in making courageous decisions. I am that partner.

My experience in strategic implementation, leadership, executive coaching, and talent development are the cornerstones of my work in helping organizations and leaders become the very best versions of themselves.

My superpower is helping individuals develop awareness, align their intention with perception, experiment, reflect, and adapt. The leaders I support develop new competencies to achieve professional and organizational success and the personal fulfillment of having a career supporting their life purpose and passions.

Client success is what fuels me, and excellent execution is what delivers results.


  1. Head of Leadership Consultants, Sr. Exec. Coach, AIIR Consulting

    AIIR Consulting is the premier provider of tech-enabled leadership solutions dedicated to helping leaders change and shape a better future using a proven, evidence-based methodology to create sustainable behavior change.

  2. -
    President, Uplifting Women

    President and Co-host of the podcast, Uplifting Women. Holly and her co-host, Kristin Strunk interview "uplifting women" to share their stories of challenge and triumph in the workplace and the world.  Guests also include those with a passion for raising awareness of gender inequity and supporting women in the world.

  3. -
    President, Holly M. Teska Coaching & Consulting LLC

    Helping to build great organizations, teams, and leaders one at a time. Be the leader you were born to be! Lead the team you were appointed to lead in the best way possible.

    Offering support to organizations and individuals from all walks of life in the areas of executive and leadership coaching and development, strategic execution of projects, leadership transformation, effective communication, strategic understanding and impact, relationship building, leadership influence and effectiveness, managing change, women in leadership challenges, and managing careers.

  4. -
    Director of Coaching, Senior Executive Coach, AIIR Consulting
  5. -
    Client Success, Workfolio

    Helping clients implement solutions that WORK and deliver desired outcomes.  Workfolio is a company that develops applications for professional visibility and knowledge management for leading coaching, consulting, legal, staffing, outplacement, and recruiting firms worldwide in more than 90 countries.

  6. Top 19 Coach in Milwaukee 2022 by Influence Digest
  7. Executive Partner, Pappas DeLaney LLC
  8. -
    Executive Coach, LAK Group
  9. -
    Managing Principal, Executive Coaching, LAK Group

    I was recruited by new managing partners to assist in transforming a high touch, well-respected local outplacement firm into a multi-faceted North American talent management firm.  LAK Group has more than 40 years of experience partnering with public and private industry-leading corporations from Fortune 100-2000 companies throughout North America. LAK Group believes, like their clients, that talent is the most valuable resource, and their role is to support those clients in aligning their talent to meet the challenges of today and tomorrow.  

  10. Career Strategies for Women

    Presented by: Holly Teska

    How Women Get in Their Own Way: 12 Habits that Keep Women from Reaching Their Goals

  11. -
    Managing Principal, NoAmer Coaching & PMO, North America Talent Management Leadership Team

    As a member of the North America Talent Management Leadership Team, responsible for leading the newly created North America PMO and the $7.5 million Executive Coaching Practice for North America. Included team of 43 full-time and over 600 project employees across the Career Management and Talent Management businesses. • Maintained responsibility and focus areas as described in previous role but now on a larger North American scale. • Led the creation and deployment of a proprietary coaching management system which included gaining input, support and acceptance from global colleagues. • Aligned systems and processes within the Coaching Practice from three independently operating regions to one North America operating group. • Established role clarity and process consistency across North America project management team to drive greater efficiency and support growth and profitability. • Established systems and processes encouraging the sharing of project employee talent throughout the organization. • Fostered a culture of continuous learning, career management/development, responsiveness and customer service within the PMO and Coaching Practice. • Created high level of project employee engagement by developing systems, communication modalities, and a learning environment that attracted and retained a high quality, flexible workforce to meet the needs of a growing business. • Worked with sales and finance teams to refine pricing models and tools supporting improved profitability. • Lead initiative to move Coaching Practice from episodic one-off sales to long-term sustainable partnerships/contracts that delivered higher customer value. • Increased coaching acumen across the talent management and sales populations to support segment growth.

  12. -
    VP, Principal Consultant Americas West Region, Right Management

    As a member of the Americas West Talent Management Leadership Team, responsible for leading the $4.7 million regional executive Coaching Practice across 25 states and provinces in the Western portions of the United States and Canada.

  13. M.B.A., Ottawa University

    M.B.A., 4.0 GPA, Ottawa University, Ottawa, KS

  14. -
    Vice President, Regional Coaching Leader, Midwest & North Central Regions

    Responsible for leading the $3.5 million regional executive Coaching Practice throughout the Midwest and Eastern Canada. • In a newly-created role, successfully created the infrastructure necessary to grow the $1M executive coaching business to $3.5M in less than four years. • Supported the sales process, including accompanying sales consultants on client calls for qualified opportunities and played critical role in closing sales. • Served on the global practice re-design team that refreshed the executive coaching offering with a focus on greater value and organizational impact for clients. • Global subject matter team expert in the area of Leadership Coaching within Right Management. • Lead a team of approximately 85 project managers, consultants, and coaches. • 2011 President's Club award winner for outstanding achievement.

  15. Certificate in Sales and Sales Management, Cardinal Stritch University

    Certificate in Sales and Sales Management, Cardinal Stritch University, Milwaukee, WI

  16. B.S., Management, Cardinal Stritch University

    B.S., Management - Summa Cum Laude, Cardinal Stritch University, Milwaukee, WI

Proud Accomplishment

Named a Top 19 Coach in Milwaukee 2022 by Influence Digest

Experience Highlights

  • President/Owner
    Holly M. Teska Coaching & Consulting LLC
  • Co-founder, President & Co-Host
    Uplifting women - the podcast
  • Head of Leadership Consultants & Senior Executive Coach
    AIIR Consulting
  • Executive Partner
    PaPPAS dELANEY llc
  • Client Success
  • Executive Coach
    LAK Group
  • Managing Principal, Executive Coaching
    LAK Group
  • Managing Principal, North America Coaching & Project Management Office
    Right Management
  • VP, Principal Consultant - Americas West Region
    Right Management
  • VP, Regional Coaching Leader - Midwest & North Central Regions
    Right Management
  • VP, Client Services Consultant
    Right Management
  • Variety of administrative, technical & operational leadership roles of increasing responsibility
    Right Management

Education Highlights

  • M.B.A.
    Ottawa University
  • B.S., Management
    Cardinal Stritch University
  • Certified Master Corporate Executive Coach (MCEC)
    MEECO Leadership institute
  • Associate Certified Coach (ACC)
    International Coach Federation (ICF)
  • Certified Integral Coach
    New Ventures WEst
  • Certificate in Sales and Sales Management
    Cardinal Stritch University


  • Association of Corporate Executive Coaches
  • Association of Corporate Executive Coaches
    2021 Conference Committee Chair
  • The Honor Foundation (honor.org)
    Coach serving serving transitioning U.S. Special Operations Forces (SOF)
  • Association of Corporate Executive Coaches
    Mastermind committee chair
  • ICF Coaches for Good


  • Uplifting Women Podcast
    co-host and founder - available on apple podcasts, spotify and other podcast outlets
  • Card Making & Watercolors
    One of my first coaches helped me to understand the importance of creative outlets in my development
  • Spoiling my loving Daug (Pug/Dachshund Mix)
    SAMMY who thinks he runs the house - and he probably does!


  • Marketing
  • Finance
  • Project Management
  • Social Media
  • Public Speaking

Questions & Answers

Why did you choose to become a Coach?
For as long as I can remember, I have always been curious about "the why" of most things. Whether it's learning a new job or task, or understanding how someone came to make a particular decision.  For me, it has always been about getting to the "why" that sits behind the what and the how. If I can support others in finding their own "why," I believe it helps them connect with their purpose and motivation in life. For me, coaching is more than a profession; it's a way of showing up in my life and a way of connecting with others to find a joyful, productive, and meaningful existence. It gives me great satisfaction and pride to have others allow me to be their guide to finding their "why."
What is Coaching?

Coaching is for anyone that wants to take a deep look into themselves and understand how they may be holding themselves back. Many of us operate on "auto-pilot" and coaching helps us awaken to all we can be.

Describe your greatest accomplishment.
My family is my happy place. Seeing our children as accomplished adults, as good people in the world gives me great joy and a sense of great accomplishment. We did well in raising them. Watching them raise our grandchildren brings great pride. It's definitely my husband's AND my greatest accomplishment and we are extremely proud of the people they have become.
What tools do you use?
I am trained as an Integral Coach. As such, I serve my clients in dealing with what is in front of them at this moment in time while simultaneously supporting them in developing as a complex, multi-faceted leader and human being over time. We must face what is with us here in the short term in a way that feels doable and safe AND provide a longer-term, lasting impact, which is the more complex, more profound work that helps us evolve in our way of being in the world. It requires creating a container for experimentation and reflection so that the client experiences richer, longer-lasting personal growth, and development.

Assessment tools are essential for clients that wish to take a deep dive into their personality, motivations, competencies, and stress behaviors. They are also critical for getting feedback and perceptions from others. I am certified in a wide variety of assessment tools, including Hogan Assessments, Management Research Group, CDR Assessments, Tallasure, Leadership Navigator, and others.
What are your long-term goals?
I believe we are all called to be leaders in some way and I want to help everyone who accepts that calling step into their leadership potential in the fullest way possible. We spend a lot of time working... we should find purpose and joy in our work and fulfillment in how we spend our lives. Our world needs many good leaders. I want to support others in being the best leader they can be.


Greater Milwaukee, WI Area 53201 US

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