Our Services

Executive & Leadership Coaching


Executive & Leadership Coaching

Unlocking Potential, Together

Effective leadership is the cornerstone of any successful organization. Our Executive & Leadership Coaching services offer individualized, group, and team mentorship to C-suite executives, senior managers, and other high-potential leaders. We focus on sharpening strategic thinking, enhancing emotional intelligence, and fostering the skills necessary for both personal and organizational growth.

Depending on the individual or organizational goals, a six-month or twelve-month coaching engagement is recommended to effectively realize the goals.


Assessment Tools for Peak Performance


Harness the power of industry-leading behavioural and psychometric assessments to drive executive and leadership growth. Our suite of tools includes:



Scroll down to our Executive & Leadership Coaching FAQs to learn more about these behavioural and psychometric assessments.




The Benefits of Coaching


  • Enhanced Leadership skills: Refine your leadership abilities. Develop stronger communication, decision-making, and conflict resolution skills, elevating your effectiveness as leaders.
  • Objective feedback: We offer an impartial perspective, providing honest and constructive feedback. This outside viewpoint helps you recognize blind spots and areas for improvement that might otherwise go unnoticed.
  • Self-Awareness: Through introspective discussions, you gain a deeper understanding of your strengths, areas of opportunity, and values. This self-awareness fosters better self-management and a more authentic leadership style.
  • Goal Achievement: We work collaboratively to set clear goals and action plans. You benefit from accountability and support as you work towards achieving your career and personal objectives.
  • Adaptability: In a rapidly changing business landscape, adaptability is crucial. We help you develop agility, enabling you to navigate challenges and seize opportunities with confidence.
  • Stress Management: High level roles often come with significant stress. We provide strategies for managing stress, enhancing resilience, and maintaining a healthy work-life balance.
  • Confidence Boost: Through skill-building and empowerment, we help you boost your self-confidence. This newfound confidence translates into more impactful decision making and interactions.
  • Conflict Resolution: You will learn effective conflict resolution techniques that improve team dynamics and foster a more collaborative work environment.
  • Career Growth: We assist you in identifying and pursuing growth opportunities. With targeted development plans to enable your ambition, you are better equipped to progress in your career growth.
  • Networking and Influence: We guide you in building meaningful relationships and expanding your professional network, enhancing your overall influence and impact.
  • Long-Term Development: We do not just offer quick fixes; we facilitate long-term development. You gain skills and insights that continue to serve you as you take on new challenges.
  • Work-Life Integration: We help you to strike a balance between your professional and personal life, leading to improved overall well-being.

  • “Heather has been an invaluable part of my personal development and very instrumental in helping me to be an effective leader.”

    She is a well-respected coach, mentor and advisor that can help you strengthen your foundational skills for exponential growth.

    – Shawn Jeffrey, VP Operations

  • “She’s caring but tough and will definitely make you a better executive!”

    Heather has been a huge asset for the Financeit executive team. As an executive facilitator, she keeps meetings productive and isn’t afraid to speak out when things veer off track. As a coach, Heather truly cares about elevating your game with advice that focuses on honest and transparent communication. She is also good at putting her hand up when an issue may not be in her sphere of expertise but will work hard and ask the right questions to steer you in the right direction.

    – Paul Sehr, Chief Technology Officer

  • “If you are lucky enough to know Heather, I highly recommend scheduling a coaching session with her. I feel I found a coach for life!”

    I have had the absolute pleasure of having Heather as my coach since 2021. From the first session, I instantly felt connected with her. She is authentic, caring and very knowledgeable. She has one of the highest EQs of anyone I have ever worked with. She listens carefully and has very practical strategies for me to move forward. She is truly invested in my success and growth both at personal and professional levels. She has great recommendations for resources and tools.

    – Sarvi Ahmadi, Director of Product

  • “Heather is an action-orientated individual, an inspiration, and makes me wake up every morning aiming to be better than yesterday.”

    Have you ever seen the Dove commercial where people couldn’t recognize their own beauty? Heather Wyllie is my real-life Dove commercial. I am humbled and honoured to have been fortunate enough to come across a leader who extracted my potential and guided me on the right path to change the lives of those I now lead.

    – Director, Operations


Frequently Asked Questions


How do you measure the impact of the Coaching investment?

With each engagement, the coaching goals and measurements for success are identified. We leverage the Results Coaching System to capture actions for success, track progress, hold you accountable and measure results. We further support your development with a focus on applying your learning. We make it easier for you to change the desired behaviour by equipping you with nudge technology that serves as reminder and measurement tool to track and celebrate your progress.

How do I know if investing in Coaching is right for me?

Coaching helps you to make meaningful changes with a lasting impact. With the help and support of coaching, you can gain clarity, direction, and focus. You will discover more about yourself and your relationship with others, gain a greater sense of self-awareness and personal insight and be motivated and accountable to commit to action for meaningful change to be realized.

What are the benefits of Executive Coaching?

We act as your trusted partner, guiding you to unlock your full potential. With personalized support, improved skills and heightened self-awareness, you can navigate your career with confidence and achieve new levels of success. Review the full list of benefits near the top of this page to learn more.

What behavioural or psychometric assessments are available to support my individual or team development?

Depending on the unique needs we identify in our discovery session, we have several assessments available to support the continuous growth and development supporting individuals and teams.

Assessments available include:

Everything DiSC®
Everything DiSC® is a personal development learning experience that measures preferences and tendencies based on the DiSC model. This simple yet powerful model describes four basic styles: D, i, S and C, and serves as the foundation for the Everything DiSC® Application Suite. The participants receive personalized insights that deepen their understanding of self and others, making workplace interactions more enjoyable and effective. The results deliver a more engaged, collaborative workforce that can spark meaningful culture improvement in your organization – whether your workforce is remote, in the office or somewhere in between.

The Everything DiSC® Agile EQ
By combining the personalized insights of DiSC® with active emotional intelligence development, participants discover an agile approach to workplace interactions and learn to navigate outside their comfort zone, empowering them to meet the demands of any situation. In this training, participants will discover their EQ strengths, recognize their EQ potential, and commit to customized strategies for building agility. The result is an emotionally intelligent workforce that can support your thriving agile culture—no matter where they are.

The Five Behaviors®
As the workplace evolves, so do team dynamics. Giving your team the skills they need to work together effectively, regardless of where they are working, is more important than ever. The Five Behaviors® solutions can help you activate your team’s ability to drive results through cohesive teamwork, whether it is with our Personal Development solution which helps individuals learn the skills they need to “team” effectively, or our Team Development solution which helps intact teams gain the know-how to work better together. Both solutions use the framework of best-selling author Patrick Lencioni’s model for teamwork which focuses on Trust, Conflict, Commitment, Accountability, and Results. This framework is combined with personalized insights to create powerful, customized, and authentic team development solutions that empowers both teams and individuals to make lasting change.

Leadership Effectiveness Analysis™
Measures twenty-two leadership behaviours grouped into six core functions. By embracing individual leadership styles and placing them within the context of your organizational environment, the LEA™ stimulates individual and team growth through insights that are accurate, encouraging and actionable.

LEA 360™ Suite
With individual, multi-rater and organizational impact versions of the assessment, the LEA Suite™ will help you to:

  • Identify specific leadership practices needed to achieve your organization’s strategic goals.
  • Understand the leadership behaviours currently in practice and the gaps with the desired state.
  • Provide relevant, insightful feedback to leaders from a variety of observers.
  • Build action and accountability into the leadership development process.
  • Provide constructive coaching suggestions for key areas of leadership development.
  • Enables succession planning; assessing employees leadership potential against role profiles.

Individual Directions Inventory™
The Individual Directions Inventory explores hidden drivers and untapped sources of energy, connecting motivation and behaviour in innovative new ways to empower individuals and organizations to make unprecedented progress towards their goals.

Resilience/Agility Assessment
Resilience is the ability to deal with high levels of disruption, difficulty, or challenge while maintaining or regaining a sense of well-being. The Prosilience™ Assessment measures participants in a set of characteristics that help them to use their adaptation energy more effectively. Think of these characteristics as “change muscles.” Everyone can apply and develop each one. Just as certain physical muscles are stronger in some people than others, people differ in the strength of their resilience muscles. And, just as regular exercise will strengthen physical muscles, our resilience muscles can be strengthened through practice. When a change muscle is weak, it can certainly still be used, but the person must apply more effort to get the same result as a person who has developed greater strength in that area.

Accountability
The Mindset of Accountability Assessment is different from other assessments because it provides insight into how you think about accountability and gets to the source of your actions. This tool is used to help you diagnose your starting point for accountability and understand the reason for your frustrations. Individual results will point to the tools that will be most effective for you to increase your Accountability and decrease the stress and frustration in your life. For workshop participants, individual scores on the Assessment remain confidential while the aggregate of the group results are used to customize the material to meet the group where they are in terms of their Personal Accountability.




Start Your Leadership Transformation


Reach out to discover how our executive and leadership coaching can elevate your career and organization’s success. Use the form below, or call us at (905) 880-8790 to learn more.



Unlock your TEAM’S SUCCESS start the conversation TODAY

Contact Us ➝