Guest appearances

Jonathan BennettEvery podcast appearance, updated as new ones drop

model

Episodes
19
Shows
19
Hours
~12

Tracked from 31 Oct 2023 to 21 Oct 2025

Recent guest appearances

Show 19 episodes
  • S3 #3: Psychological Safety vs Accountability: What High-Trust Organizations Do Differently with Jonathan Bennett

    In this episode C-Suite Advisor, Jonathan Bennett, shares his approach to working with executive leaders, starting with the question "what feels heavy?" to get past surface-level issues. We explore the story of a leader who thought she had a leadership problem when she actually had a business model problem, and discuss why asking "what have you already tried?" prevents you from solving the wrong problem. Jonathan breaks down the differences between coaching, consulting, and mentoring (something I honestly had never thought about previously) explains the three levels of accountability that exist in healthy organizations, and reveals why the best workplaces have psychological safety AND accountability at every level. We also discuss the origins of strong organizational cultures, the risks of bringing your whole self to work, and why clarity about boundaries creates the healthiest workplace relationships. Key quotes: "What feels heavy right now?" - Jonathan's opening question to get past surface issues "What have you already tried?" - The get-out-of-jail-free card question "The first presenting problem is probably not the right one" "The healthiest organizations - that third level of accountability happens everywhere, all down the organization" "You haven't just had to let somebody go. You've taken a part of them away from themselves" - on the risks of employees over-identifying with their workplace The three levels of accountability: Accountability to yourself - doing what you say you'll do, holding yourself to fair standards Accountability to your team - following through with colleagues, maintaining equity Accountability to the organization - fiduciary duty, caring for the long-term health of the entity Connect with Jonathan: LinkedIn - he responds to DMs! Website Private Podcast Series : Six coaching sessions you can listen to Additional note: Jonathan is also a published author of literary fiction and poetry, writing about his childhood in Australia, modern family dynamics, and reflections on fatherhood and life. Get Tosca's book - NSFW: A good manager's guide to better feeling work in a toxic culture

  • Boards, Succession and the Path to Exit with Jonathan Bennett

    In this episode, strategist and author Jonathan Bennett—advisor to CEOs, boards, and founders—breaks down exactly how and when to stand up an advisory board, why founders should hire a chair first , and how structure and accountability pull leaders out of isolation. The conversation covers paid vs. unpaid advisors, what to do when disagreements arise, and how quarterly decks become an early-warning system for both risk and opportunity. You will hear a live case study on a $5M trades business planning a future exit, learn the baseline systems and KPIs required before a board can help, and understand how a skilled chair’s network can fill functional gaps, recruit leaders, and prep a company for sale. Jonathan also opens the curtain on his “portfolio life,” the realities of CEO coaching, and a behind-the-scenes advisory series where listeners can eavesdrop on real-world boardroom conversations. Don’t miss this conversation between Ken Eslick and Jonathan Bennett! Looking for your next leader? Contact us: ken@theleaderslab.co or take the Free ScaleUp Leadership Survey at theleaderslab.co ⏱️ Segments 00:00 – Welcome & Why Boards Belong in Your Playbook (guest intro + pillars: Hire, Scale, Sell) 01:02 – Jonathan’s First Board Seat: governance by immersion and what stuck 03:12 – Feeling Alone as a Founder? Build “Scaffolding”: mentors vs. coaches vs. advisory boards 05:04 – Making It Real: 4 handpicked advisors, quarterly packs, brutal questions, accountability 07:28 – How to Get on (and Build) Boards: why young leaders should join one 10:01 – When to Form an Advisory Board—and What to Pay: from bootstrap to $20M+ examples 12:10 – The Better Model: Hire the Chair First and let the chair recruit for blind spots 14:15 – Recruiting Your Board Like a Pro: use a formal search (yes, a recruiter) and interviews 16:22 – Cadence & Consequences: quarterly rhythm, ad-hoc in crises, and what if you ignore advice? 18:45 – Virtual vs. In-Person: Zoom practicality vs. the magic of dinner + a full-day board 21:02 – Case Study: $5M HVAC/Plumbing Owner Eyeing an Exit—the chair’s profile and board mix 24:55 – Before the Board Helps, Fix the Foundation: KPIs, finance hygiene, and leveraging the board’s network 28:42 – Inside Jonathan’s Portfolio Week: four boards, executive advising, and selective consulting 30:58 – Coaching vs. Advising: decision-making, tough HR calls, and “sometimes just give the answer” 33:10 – Deep Listening & ‘Clearly Then’: why presence matters and where to hear real sessions #ThePlaybookPodcast #AdvisoryBoard #FounderToCEO #ScaleToSell #LeadershipPlaybook

  • From Burnout to Buyout: Building Boards and B Corps with Jonathan Bennett
    Business Roundtable

    What does it take to lead with integrity, prepare for succession, and build businesses that truly last? In this episode of the Business Roundtable Podcast, host David W. Carr speaks with Jonathan Bennett—executive advisor, professional mentor, and strategist—who has guided founders, CEOs, and boards through some of their toughest challenges. Jonathan shares his journey from senior leadership in a large hospital to founding and scaling a successful B Corp consulting firm, and later selling it through a management buyout. Today, he helps leaders create psychologically safe workplaces, build high-functioning boards, and prepare for the emotional and strategic realities of succession planning. In this episode, you’ll learn: Why boards and advisory boards are essential for growth and accountability How B Corps create culture, attract talent, and demonstrate business as a force for good The emotional journey of succession planning and ownership transitions Why governance and clarity build confidence for owners, employees, and buyers How to avoid leadership isolation and build trusted circles of accountability If you’re a business owner, executive, or consultant, this episode will show you how to move from burnout to buyout while building a company with resilience, integrity, and impact. Connect with Jonathan Bennett: Website: https://clearlythen.com LinkedIn: https://www.linkedin.com/in/bennettjonathan Become a supporter of this podcast: https://www.spreaker.com/podcast/business-roundtable--6049255/support . Connect with Steward Your Business: Book a Leadership Clarity Call: https://calendar.stewardyourbusiness.com/cc Call: +1 909.404.9865 Website: https://stewardyourbusiness.com LinkedIn: https://www.linkedin.com/in/davidwcarr Watch more episodes and subscribe on YouTube: https://www.youtube.com/@steward_your_business

  • Jonathan Bennett Interview
    Deck The Hallmark

    It's finally happened. Jonathan Bennett joins the boys to talk all things Mean Girls, Hallmark and The Groomsmen trilogy! ABOUT JONATHAN BENNETT: Jonathan Bennett is an American actor, television host, and producer best known for his breakout role as Aaron Samuels in the hit film Mean Girls . Over the years, he has built a wide-ranging career that spans film, television, and reality programming, including appearances on Dancing with the Stars , hosting duties on Cake Wars and Halloween Wars , and roles in numerous independent projects. Beyond acting, Bennett is also a bestselling author, fitness enthusiast, and advocate for LGBTQ+ representation in entertainment. In recent years, he has become a fan favorite on the Hallmark Channel, starring in several romantic comedies and holiday films that highlight his charm, humor, and heart, cementing his place as one of the network’s most beloved leading men.

  • 340: Boards, Burnout, and the Power of Slowing Down with Jonathan Bennett

    Is bigger always better? Not so fast. In this episode, I sit down with Jonathan Bennett—former hospital exec turned consultant and coach—to talk about what happens when growth leads to burnout, how boards can shift from control to connection, and why slowing down might be the smartest move your nonprofit ever makes. We explore strategy, leadership transitions, and the power of authentic relationships—in and out of the boardroom. Episode Highlights 02:16 Career Journey and Insights 07:04 Importance of Organizational Alignment 14:48 Governance and Relational Leadership 20:19 Indigenous Approaches to Meetings My guest for this episode is Jonathan Bennett. He left an executive role at a large hospital to strike out on his own, founding a management consulting firm. And, for 10 years, things were great. The company grew–became a B Corp and served hundreds of organizations. The problem was, he was unfulfilled. After a successful exit in which he went through a management buyout of his company, Jonathan founded his coaching practice so that he could fulfill his purpose to create an intimate space for leaders who need to be listened to deeply. Jonathan Bennett is an advisor and executive coach for founders, CEOs and C- Suite leaders who have a purpose in the world but need help solving their organization's toughest obstacles. Jonathan takes his experience as a CEO, board member, and founder to his coaching. As a feminist and social justice advocate, Jonathan brings a progressive approach to his work so that clients always find a way out of even the most complex challenges. He resides in Ontario, Canada with his family and two dogs. A published author, he's written seven literary books. Connect with Jonathan: Website: clearlythen.com LinkedIn: www.linkedin.com/in/bennettjonathan/ Private Podcast: https://clearlythen.com/listen Sponsored Resource Join the Inspired Nonprofit Leadership Newsletter for weekly tips and inspiration for leading your nonprofit! <a href= "https://www.inspiredno

  • Leading with Integrity: Navigating Leadership, Growth, and the Weight of Responsibility with Jonathan Bennett

    In this episode, we dive deep into the real-world challenges and profound rewards of leadership. I’m joined by Jonathan Bennett—Executive Advisor, Professional Mentor, and Strategist—who helps leaders find clarity, confidence, and purpose amid the pressures of high-stakes decision-making. Jonathan shares insights from his own journey: from being an executive in a large hospital system, to founding and scaling a successful management consulting firm, to ultimately creating an advisory practice focused on supporting the people behind the roles. We talk about navigating mergers and acquisitions, building psychologically safe cultures, knowing when you need an advisor versus a coach, and how leaders can carry the weight of responsibility without losing themselves in the process. This conversation is a must-listen for anyone in a leadership role—or aspiring to step into one—who wants to lead with integrity and make a meaningful impact. Jonathan Bennett has worked with hundreds of organizations and leaders around the world. He brings a blend of deep listening, strategic thinking, and honest insight to his work with founders, CEOs, and C-suite leaders. He’s also the author of seven literary books and a passionate advocate for inclusive, ethical leadership. Based in Ontario, Canada, Jonathan’s mission is to help leaders thrive while staying true to who they are. Watch this episode on Youtube: https://youtu.be/EppXbxJhL40 🌐 Connect with Jonathan: Website: clearlythen.com LinkedIn: Jonathan Bennett Follow Kelley: Website: www.entrepreneurialelevation.ca Community Newsletter : Subscribe here Instagram: https://www.instagram.com/kelleybeveridge/ Entrepreneurial Elevation is proud to announce Coach Core becoming our official podcast sponsor!! Find out more information about their services at https://www.coachcore.ca/services222?am_id=kelley6203 Disclaimer The Entrepreneurial Elevation Podcast and content posted by Kelley Beveridge is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user's own risk. It is not intended as a substitute for the advice of a physician, professional coach, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions. Transcript [00:00:00] Jonathon opens with a powerful reminder: Celebrate how far you’ve come. Entrepreneurship is tough, and hitting a dry spot doesn’t mean you’ve failed—it just means it’s time to adjust your approach. [00:04:00] Kelley introduces Jonathon, an executive coach, advisor, author, and seasoned leader with experience across urban, rural, and First Nations communities. He’s passionate about helping leaders tackle tough organizational obstacles. [00:09:00] Jonathon shares how starting his career close to CEOs shaped his understanding of leadership. Early exposure to boardroom dynamics tau

  • Leading with Integrity and Imagination with Jonathan Bennett

    What happens when leadership meets imagination, ethics, and deep self-inquiry? In this compelling episode, executive coach and strategic advisor Jonathan Bennett joins us to explore how values-driven leadership transforms not only organizations—but the individuals within them. Jonathan shares insights from over 25 years of guiding purpose-driven leaders, drawing from his experiences in high-stakes healthcare, community-based governance, and indigenous reconciliation work. We discuss the blurry lines between coaching, consulting, and advising—and how meeting clients where they are can unlock clarity and courage. Discover how storytelling, values alignment, and “saying the quiet part out loud” can foster high-trust, accountable cultures. Whether you're navigating a toxic workplace, facing a career crossroads, or helping others do the same, this episode will give you the frameworks and inspiration to take the next bold step. What this episode will do for you: – Clarify the roles of coach, consultant, and advisor – Explore how values translate into culture-changing behavior – Learn tools for navigating ethical and career crossroads – Gain a deeper understanding of the generational shift in work expectations – Discover how imaginative exercises and storytelling unlock professional clarity – Be inspired to lead with authenticity, curiosity, and contribution For a curated transcript, free resources, and related links, visit the episode page: https://www.thoughtleadershipstudio.com/b/podcast/Leading-with-Integrity-and-Imagination-with-Jonathan-Bennett Download the Free Marketer’s Guide to Strategic Thought Leadership at https://thaut.io/guide

  • Strategy for Good with Jonathan Bennett of ClearlyThen Inc.

    Welcome to this episode of the Creating Good podcast, brought to you by Rogue Creatives, made to connect with and learn from people who are passionate about creating good in the world and how they do it! In this episode, Matt Barnes, host and founder of Creating Good, sat down with Jonathan Bennett, executive advisor at ClearlyThen Inc., an executive coaching agency for CEOs, teams, and boards across North America. Jonathan's approach is deeply rooted in fostering social purpose and ethical leadership. With a rich background as a former CEO and current board director for several organizations, including Accerta and Cashco Financial, Jonathan's insights are forged from 25 years of leadership, creativity, and a commitment to positive change. Jonathan Bennett on LinkedIn: linkedin.com/in/bennettjonathan/ ClearlyThen Inc. Website: https://clearlythen.com/ Creating Good Website: creatinggood.co Creating Good on Instagram: @creatinggood.co Creating Good with Matt Barnes Podcast is handcrafted by our friends at Fame.

  • How to Overcome Your Team’s Biggest Challenges with Jonathan Bennett

    In this episode of The Future of Teamwork , Dane Groeneveld chats with Jonathan Bennett, a strategic advisor and executive coach for purpose-driven leaders who need help solving their organization’s toughest obstacles. Jonathan shares his career path from poet to strategic advisor, and how his experiences taught him to coach from a place of deep listening and empathy. Dane and Jonathan discuss the value of emotional intelligence, communication skills, and social capital in leadership. Jonathan explains why you need deep engagement strategies for people outside the team early on, and how to start. They also talk about the impact of therapy on leadership and workplace dynamics, how younger generations are leading differently from their Gen X counterparts, and how self expression is changing in today’s workforce. If you’re looking for ways to improve how your team works together, this episode is worth your time. Key Takeaways: 00:00 Introduction to the Future of Teamwork Podcast 01:36 Dane Groenveld Welcomes Jonathan Bennett 03:00 Jonathan's Journey: From Literature to Leadership 03:30 Lessons from Building a New Hospital 08:05 The Role of Social Capital in Leadership 17:33 The New Generation's Approach to Work 24:57 Dealing with Anxiety in the Young Generation 26:23 Intergenerational Team Dynamics 28:06 Coaching Executives for Modern Leadership 29:54 Role-Playing and Scenario Training 31:24 Indigenous Approaches to Trust and Decision Making 36:29 The Importance of Onboarding and Early Agreements 43:06 Navigating Self-Expression and DEI Challenges 47:24 Concluding Thoughts and Contact Information

  • Navigating Leadership Isolation: A Journey of Leadership and Listening with Jonathan Bennett

    This week on People First , we sit down with Jonathan Bennett, an advisor and executive coach specializing in helping purpose-driven leaders navigate their toughest challenges. With career-spanning roles as a CEO, board member, and founder, Jonathan brings a wealth of experience in social purpose, governance, strategy, and communications. His unique ability to listen deeply and craft breakthrough solutions makes him a trusted partner for leaders seeking clarity and impact. Here are some key takeaways you won’t want to miss: 02:00 From Storyteller to Executive Coach: Jonathan shares his journey from childhood dreams of becoming a writer to a career in corporate leadership and coaching. 06:00 The Entrepreneurial Leap: Lessons learned from founding and growing a successful consulting firm, including navigating the highs and lows of business ownership. 10:00 The Power of Vulnerability: Why isolation at the top is common among leaders and how building trusted relationships can break through the barriers of loneliness. 16:00 Beyond the Surface: Jonathan explains how listening deeply and identifying the "story beneath the story" helps leaders uncover the real challenges they face. 21:00 Relationships at the Core: Jonathan highlights the vital role relationships play in scaling businesses, building trust, and sustaining personal and professional success. This episode is an insightful exploration of leadership, resilience, and the profound impact of relationships on success. Jonathan’s wisdom offers actionable strategies for leaders to reconnect with their purpose and navigate the complexities of leading with authenticity.

  • Navigating the Emotional Journey of a Merger or Acquisition of Your Company, with Jonathan Bennett

    In this podcast episode, Dr. Jonathan H. Westover talks with with Jonathan Bennett about navigating the emotional journey of a merger or acquisition of your company. Jonathan Bennett, ( https://www.linkedin.com/in/bennettjonathan/ ) provides sought-after leadership coaching and strategic counsel to CEOs, executive teams, politicians, and boards of directors across Canada. With experience in urban, rural, remote, and First Nations communities, Jonathan’s expertise is in social purpose business strategy, governance, branding, change, and communications. Prior to coaching, Jonathan Bennett founded Laridae, a management consulting and training firm that helps non-profit and public sector organizations soar. Laridae has now served more than 200 clients. Learn more about your ad choices. Visit megaphone.fm/adchoices Learn more about your ad choices. Visit megaphone.fm/adchoices

  • Ethics in Leadership: Aligning Profit with Purpose with Jonathan Bennett
    Happiness at Work

    Have you ever wondered how deeply ethics influence business decisions and leadership practices? Today on "Happiness at Work," we're joined by Jonathan Bennett, a seasoned leader who pivoted from managing a successful B Corp to coaching purpose-driven leaders. Jonathan brings a wealth of experience from his roles as a CEO, board member, and founder, combined with a socially conscious approach to tackling organizational challenges. Together, we'll dive into the ethical dimensions of modern business, from boardrooms to individual values, and explore strategies for maintaining integrity under pressure. More information about Jonathan Bennett here. *** Does your workplace feel stuck in a rut? Are silos and outdated leadership styles stifling creativity and collaboration? At Management 3.0, we understand these frustrations. That's why we offer tailor-made training programs designed not just to enhance skills but to transform entire organizational mindsets. With our expert guidance, envision a workplace where barriers are broken down and everyone is empowered to contribute their best and leadership not only manages but motivates and inspires. Ready to create a thriving workplace culture? Visit our website at Management30.com and see how we can help your organization build a happier, more productive workplace. *** Find 'Happiness at Work' episode transcripts and search our entire catalog of episodes here .

  • Leadership for a Better Business and a Smoother Exit with Jonathan Bennett

    Jonathan Bennett did the corporate thing, started his own advisory firm, sold it to management, and now helps owners and C-level leaders improve. We discuss the following topics and get into detail on being emotionally ready to sell your business and preserve its legacy. Navigating the Emotional Journey of a Merger or Acquisition of Your Company Creating a workplace culture with psychological safety and accountability Leveraging your Board for performance, profit and social good You can reach Jonathan at; Jonathan Bennett, C.Dir. Principal, ClearlyThen Inc. clearlythen.com jonathan@clearlythen.com | 705-313-3395 linkedin.com/in/bennettjonathan John Martinka Jessica Martinka Contact us via either website or give us a call and be sure to check out our blog pages with new posts weekly. https://nokomisadvisory.com/ https://www.martinkaconsulting.com/ https://www.gddpodcast.buzzsprout.com https://www.youtube.com/c/JohnAMartinka/videos 425-515-4903

  • How to Deal with the Emotional Turmoil Selling Your Business Actually Creates with Jonathan Bennett

    Founders’ Dilemma: The Emotional Journey of Selling a Business With Jonathan Bennett Do you know that you may be jeopardizing your company's future by not having a succession plan? It can be a hard, emotional process, but your business's valuation depends on it. 🛎 In this episode, Jonathan Bennett focuses on the lack of preparedness and understanding among business owners regarding the multifaceted nature of mergers and acquisitions (M&A), which can lead to suboptimal outcomes both financially and emotionally. He shares his expertise on the emotional and practical complexities of M&A for small and midsize businesses. About Jonathan Jonathan has been where his clients are now. He left an executive role at a large hospital to strike out on his own, founding a management consulting firm. And, for 10 years, things were great. The company grew–became a B Corp and served hundreds of organizations. The problem was, he was unfulfilled. After a successful exit in which he went through a management buyout of his company, Jonathan founded his coaching practice so that he could fulfill his purpose to create an intimate space for leaders who need to be listened to deeply. Jonathan Bennett is an advisor and executive coach for founders, CEOs and C Suite leaders who have a purpose in the world but need help solving their organization’s toughest obstacles. Jonathan takes his experience as a CEO, board member, and founder to his coaching. As a feminist and social justice advocate, Jonathan brings a progressive approach to his work so that clients always find a way out of even the most complex challenges. He resides in Ontario, Canada with his family and two dogs. A published author, he’s written seven literary books. Connect with Jonathan https://clearlythen.com/ ----more---- About Your Host, Marc Haine Need to brainstorm aspects of your business or talk to Marc about speaking at your upcoming conference or staff retreat? Book your complimentary 30-minute brainstorm with Marc. Schedule a time that works for you on Marc's online calendar. Get your copy of Lights! Camera! Action! Business Operational Excellence Through the Lens of Live Theatre on Amazon: https://amzn.to/2PFj8a2 or directly from the publisher Author, Speaker, Facilitator and Coach Marc Haine will help your teams ignite their passions. Working with him, you can support your leaders to recentre their focus and drive continuous improvement through connected and engaged employees. You will realize your competitive advantage with a connected purpose and consistent customer experience across your brand. Tap into Marc’s 35 years of operational excellence experience and imagine a world in which the majority of us put more love and care in being of service. Tap into Marc’s 35 years of operational excellence experience and imagine a world in which the majority of us put more love and care in being of service. Dare to be the exception™ Connect with Marc +1 (780) 729-4932 🗓️ https://meetwith.marchaine.com Marc@MarcHaine.com http://MarcHaine.com IG: https://www.instagram.com/marcjlhaine FB: https://www.facebook.com/M asterofExperiences TW: <a hre

  • Episode 017: Listening Deeply: Unlocking Potential with Jonathan Bennett

    "The solution often lies in very effective and deep listening," says host Mike Horne, as he shares insights with Jonathan Bennett, an advisor and executive coach with a background in purpose-driven leadership across various community settings. Jonathan's unique path from novelist and poet to a pioneer of corporate social responsibility illustrates his dedication to principles like fairness and transparency. His insights reveal how narrative deeply influences leadership and strategy, bridging storytelling and business to enhance organizational dynamics. In this episode, Jonathan discusses the critical role of values-driven leadership in addressing pressing societal challenges such as environmental sustainability and social equity. He highlights the importance of engaging clients and fostering value alignment in an evolving corporate landscape. The conversation delves into the personal aspects of executive coaching, emphasizing trust and integrity as foundations for effective relationships and strategic business development. With reflections on his poetic background, Jonathan underscores how deep listening and understanding—similar to the intricacies of poetry—are vital for driving meaningful organizational change and fostering a culture of innovation and success. Quotes "I think that as humans, we're drawn to stories." (04:00 | Jonathan Bennett) "Coaching is a one-on-one, person-to-person, high-touch, high-cost business. And so the only real way you're going to have somebody part with a significant amount of money is by providing service to them and getting to know them in a deep way. That can take a long time. It can take many touch points." (19:06 | Jonathan Bennett) "When we can show up and do our best work without fear of retribution or ridicule, then we're in a kind of psychologically safe work environment." (30:06 | Jonathan Bennett) "What I love about poetry is it is a very quiet, private and small thing. But it's precious. And I think that the space that happens between a leader and a coach is a very intimate one. And I liken it to poetry." (33:15 | Jonathan Bennett) Links Learn more about Mike Horne on Linkedin Email Mike at mike@mike-horne.com Learn More About Executive and Organization Development with Mike Horne Twitter: https://twitter.com/mikehorneauthor Instagram: https://www.instagram.com/mikehorneauthor/ , LinkedIn Mike's Newsletter: https://www.linkedin.com/newsletters/6867258581922799617/ , Schedule a Discovery Call with Mike: https://calendly.com/mikehorne/15-minute-discovery-call-with-mike Learn more about Jonathan Bennett clearlythen.com linkedin.com/in/be

  • 5: How To Fill Your Coaching Practice with High Paying Clients with Jonathan Bennett
    I Need A Coach

    In this episode of "I Need A Coach," executive coach Jonathan Bennett shares his journey from the corporate world to his coaching practice. He discusses the challenges of transitioning from a traditional job, offers insights on business development, and emphasizes the importance of having one-on-one conversations to cultivate potential clients. He shares valuable advice for new coaches and explains the significance of planting seeds through meaningful connections. Join host Adam Packard as he delves into Jonathan's experience and provides actionable strategies for building a successful coaching business. Tune in to gain valuable insights and practical tips. Jonathan has been where his clients are now. He left an executive role at a large hospital to strike out on his own, founding a management consulting firm. And, for 10 years, things were great. The company grew–became a B Corp and served hundreds of organizations. The problem was that he was unfulfilled. After a successful exit in which he went through a management buyout of his company, Jonathan founded his coaching practice so that he could fulfill his purpose to create an intimate space for leaders who need to be listened to deeply. Jonathan Bennett is an advisor and executive coach for founders, CEOs and C Suite leaders who have a purpose in the world but need help solving their organization’s toughest obstacles. Jonathan takes his experience as a CEO, board member, and founder to his coaching. As a feminist and social justice advocate, Jonathan brings a progressive approach to his work so that clients always find a way out of even the most complex challenges. He resides in Ontario, Canada with his family and two dogs. A published author, he’s written seven literary books. Topics Discussed: Transitioning from Corporate to Coaching Business Importance of Networking and Building Relationships Strategic Business Development Specific to Coaching Practices The Impact of B Corp Certification The Role of Social Media Timestamps: 03:49 Transitioned from supporting organizations to coaching leaders. 09:39 New coaches face challenges in client acquisition. 12:27 Consistent business development efforts lead to success. 14:21 Focus on building relationships and offering value instead of just selling services. 18:19 Importance of having variety and seeking diverse opportunities in work. 23:38 Offer free services and ask for referrals. 25:42 Promoting website and LinkedIn for coaching inquiries. Episode Resources: Clearly Then Inc. | Website Clearly Then Inc. | LinkedIn Jonathan Bennett | LinkedIn

  • Sir Robin Looks Sexy With His Hair Pushed Back with Jonathan Bennett
    Oh My Pod U Guys

    Star of film and television Jonathan Bennett makes his Broadway debut as Sir Robin in the Broadway revival of Spamalot! U Guys, this week's BroadwayWorld Recap has some piping hot tea! Then I am joined by actor Jonathan Bennett to talk all about his incredible career. Jonathan shares his excitement at making his Bway debut as Sir Robin in Spamalot , and how he has always been a theater lover at heart. He talks about playing Aaron Samuels in the original Mean Girls film, and how the movie's impact has grown exponentially since its release in 2004. Jonathan also touches on his work in reality tv, and how he, along with his husband, wants to use his platform to open doors for queer representation in the world of tv/film. Jonathan is a total sweetheart, U don't wanna miss this episode! Follow Jonathan on Instagram: @jonathandbennett Follow the pod on Instagram: @ohmypoduguys Learn more about your ad choices. Visit megaphone.fm/adchoices

  • #84 - Executive Leadership with Jonathan Bennett

    Send us Fan Mail Episode 84 discusses Executive Leadership with Jonathan Bennett with a perspective on the emotional side of leadership. Based out of Ontario Canada, Jonathan has been where his clients are now. He left an executive role at a large hospital to strike out on his own, founding a management consulting firm. And, for 10 years, things were great. The company grew–became a B Corp and served hundreds of organizations. The problem was, he was unfulfilled. After a successful exit in which he went through a management buyout of his company, Jonathan founded his coaching practice so that he could fulfill his purpose to create an intimate space for leaders who need to be listened to deeply. Jonathan Bennett is an advisor and executive coach for founders, CEOs and C Suite leaders, who have a purpose in the world but need help solving their organization’s toughest obstacles. Jonathan takes his experience as a CEO, board member, and founder to his coaching. Jonathan brings a progressive approach to his work so that clients always find a way out of even the most complex challenges. A published author, he’s written seven literary books. The Business of Business, topics are divided into 4 Categories: Management, Operations, Sales, and Financial. Target Audience is Business Owners, C-Level Executives, Management, and anyone considering starting a business. Helping you run a successful profitable business. Support the show Helping You Run a Successful Profitable Business ! For Business Mentoring, Consulting, Schedule a Speaking Engagement, Help you with a Podcast, or to be a Podcast Guest - Contact me at: www.bcforg.com LinkedIn: https://www.linkedin.com/in/brian-fisher-72174413/

  • 285: From Social Purpose to Business Profit, with Jonathan Bennett

    Ever felt the weight of leadership loneliness? Fret not, as we bring you an enlightening conversation with Jonathan Bennett, an executive coach and trusted advisor who unpacks how executive coaching is a potent remedy for this isolation. Jonathan shares his journey through the worlds of business and social purpose, offering insights into how organizations can align their values with their employees for a happier, more productive workplace. You can connect with Jonathan Bennett online here: Website: https://clearlythen.com/ LinkedIn: https://www.linkedin.com/in/bennettjonathan/

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GuestVine has tracked 19 guest episodes from Jonathan Bennett across 19 shows — about 12 hours of listening, going back to October 2023. Every episode links straight to the original publisher's audio.

Recent stops include Manager on a Mission, The Leaders Lab presents The Playbook with Ken Eslick and Business Roundtable.

Most recent: “S3 #3: Psychological Safety vs Accountability: What High-Trust Organizations Do Differently with Jonathan Bennett” on Manager on a Mission, 21 Oct 2025.

Podcasts Jonathan Bennett has appeared on

The shows with the most detected Jonathan Bennett guest appearances.

Appearance timeline

How often Jonathan Bennett has guested over time — by quarter, from tracked appearances.

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Jonathan Bennett has appeared on 19 recent podcast episodes across 19 different shows. GuestVine keeps this list complete and up to date — new appearances are added automatically and delivered to the podcast player you already use.

Frequently asked

What podcasts has Jonathan Bennett been on?
Jonathan Bennett has appeared on 19 recent podcast episodes across 19 shows, including Manager on a Mission, The Leaders Lab presents The Playbook with Ken Eslick, Business Roundtable.
What is Jonathan Bennett's latest podcast appearance?
The latest detected appearance is “S3 #3: Psychological Safety vs Accountability: What High-Trust Organizations Do Differently with Jonathan Bennett on Manager on a Mission, published 21 Oct 2025.
How many hours of Jonathan Bennett podcast interviews are there?
GuestVine has tracked about 12 hours of Jonathan Bennett guest appearances across 19 episodes, going back to 31 Oct 2023.
How does GuestVine keep this list updated?
GuestVine tracks delivered guest appearances, excludes own-show episodes where possible, and links back to the original publisher audio. New appearances are added automatically as they are detected.
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