In this episode of the Thoughtful Entrepreneur, your host Josh Elledge speaks with the Founder and Lead Coach of Oak Bay Coaching and Consulting, Jennifer Wilson. Jennifer Wilson is a leadership coach and the founder of Oak Bay Coaching and Consulting. Transitioning from a ski instructor and midwife to a family business leader and coach, Jennifer brings valuable insights to entrepreneurs and leaders. Her background in guiding skiers and assisting in childbirth has given her a deep understanding of human potential and the nuances of leading individuals through difficult transitions. This wealth of experience has propelled her into leadership coaching. In discussions, Jennifer describes herself as a "thinking partner" to her clients. She adopts a non-directive role, encouraging clients to explore their solutions through introspective and powerful questions. This method promotes client autonomy and instill a sense of responsibility for their decisions and consequences. A key focus of the discussion was Kolbe, a tool that Jennifer Wilson uses to assess individual strengths and problem-solving styles. She highlighted the importance of recognizing and utilizing these strengths and acknowledging the diversity within a team. This understanding is essential for entrepreneurs dealing with complex team dynamics. Key Points from the Episode: Jennifer Wilson's journey and transition to becoming a leadership coach Her role as a thinking partner and guiding clients to solve their own problems Working with clients in family businesses and women in leadership Coaching framework as a passenger in the car while clients are in the driver's seat The value of Kolbe in understanding problem-solving strengths Challenges that entrepreneurs face, including effective delegation Addressing burnout and the importance of self-reflection and leveraging strengths Resources available on oakbaycoaching.com for new leaders and preserving organizational culture Encouragement to join the Thoughtful Entrepreneur community Promise to continue bringing positivity and inspiration to listeners' daily lives About Jennifer Wilson: Jennifer Wilson is a dedicated coach and mentor who fosters personal transformation and resilience in her clients. She perceives challenges as hidden opportunities and emphasizes the importance of understanding and utilizing one's innate talents. With a coaching career that began in earnest in 2022, Jennifer brings a wealth of experience from her diverse background, including significant roles in business, education, healthcare, and, notably, as a CEO in the family business specializing in Homestay placements for international students. Her approach is characterized by a blend of non-directive coaching and mentoring tailored to individual client needs, making her a compassionate and practical personal and professional development guide. Jennifer's qualifications and experiences are extensive, covering a spectrum from a Bachelor of Science in Anatomy to an MBA in leadership, alongside certifications in coaching and the Kolbe Index, which she utilizes to enhance team productivity and stress management. Her life experiences, including overcoming burnout, career shifts, and personal trials, equip her with unique insights into life's complexities. Beyond her professional achievements, Jennifer is a dedicated mother, an avid mindfulness and yoga practitioner, and an enthusiast of Vancouver Island's outdoor adventures, embodying the balance and growth she encourages in her clients. About Oak Bay Coaching and Consulting: Oak Bay Coaching and Consulting is dedicated to unlocking the potential within its clients by fostering a culture of transformation, resilience, and positivity. With a foundation in the belief that challenges are merely opportunities in disguise, the firm focuses on assisting clients to recognize and harness their innate abilities for personal and professional growth. The firm leverages the extensive experience of its executive coaches, who bring over 17 years of leadership expertise, advanced business education, and certified coach training to the table, ensuring a well-rounded and impactful coaching experience. The unique approach of Oak Bay Coaching and Consulting integrates the principles of the Kolbe System with strategies to overcome internal and external compassion fatigue. This combination is designed to support clients in enacting sustainable change, leading to lasting positive outcomes in their personal lives and professional careers. The firm's methodology emphasizes the importance of understanding and utilizing one's gifts, underpinned by the conviction that with the appropriate guidance and support, individuals can navigate their challenges and transform them into opportunities for success. Tweetable Moments: 08:43 - "How do I preserve the culture of my organization as I grow? This is where I think a coach approach really adds value." Links Mentioned in this Episode: Want to learn more? Check out Oak Bay Coaching and Consulting’s website at https://www.oakbaycoachingandconsulting.ca/ Check out Oak Bay Coaching and Consulting on LinkedIn at https://www.linkedin.com/company/oak-bay-coaching-and-consulting/ Check out Jennifer Wilson on LinkedIn at https://www.linkedin.com/in/jenniferrobinwilson/ Check out Jennifer Wilson on Facebook at https://facebook.com/JenniferRobinWilson Check out Jennifer Wilson on Instagram at   https://instagram.com/JenniferRobinWilson Check out Jennifer Wilson’s website at http://www.jenniferrrobinwilson.com/ More from UpMyInfluence: We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE. Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here. What is your #1 Lead Generation BLOCKER? Take my free quiz here. Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.