231 episodes

The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEOs, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.

The Reboot Podcast Reboot.io

    • Business

The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEOs, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.

    Wisdom for Work #23 - Cultivating Conditions of Courage

    Wisdom for Work #23 - Cultivating Conditions of Courage

    How can leaders create a safe space for honest conversations, even when those truths challenge the status quo? In this episode of Wisdom for Work, Reboot Coaches Ali Schultz and Virginia Bauman unpack the concept of "conditions of courage," exploring how fostering psychological safety within teams goes hand-in-hand with individual leaders cultivating self-awareness about the conditions that empower them to be honest. Through personal stories and insightful discussion, they unpack the power of setting boundaries and how embracing courage and authenticity in the workplace generates healthier relationships and boosts productivity. This episode is essential listening for anyone who wants to build stronger relationships, speak their truth, and navigate challenging conversations in the workplace. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

    • 27 min
    #171 - The Great Midlife Edit - with Chip Conley & Jerry Colonna

    #171 - The Great Midlife Edit - with Chip Conley & Jerry Colonna

    In this episode of The Reboot Podcast, Jerry Colonna sits down with the insightful Chip Conley, author of Learning to Love Midlife: 12 Reasons Why Life Gets Better with Age. Together, they explore the transformational journey of embracing midlife as a time of growth and wisdom. Chip shares his personal tale of crisis and renewal, emphasizing the fear and cultural pressures surrounding aging. They ponder the role of an elder and the importance of embracing uncertainty, impermanence, and transition in life. The conversation touches on the significance of emotional intelligence, the three stages of transition, and leaving a positive legacy for future generations. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

    • 50 min
    Wisdom for Work #22 - Owning Your Strengths

    Wisdom for Work #22 - Owning Your Strengths

    We all have that nagging voice in our head, the inner critic, that loves to point out our flaws. But what if there was a way to silence that bully and amplify a different voice, your inner advocate? In this episode, Ali chats with fellow coach Miriam Meima about taming the inner critic and unleashing your inner champion. This episode is for anyone who has felt like they're not good enough, replays past conversations in their head, or struggles to see their unique strengths. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

    • 12 min
    Extras #24 - Building High-Performing Teams Through Coaching - with Steph Yiu

    Extras #24 - Building High-Performing Teams Through Coaching - with Steph Yiu

    In this Podcast Extra, Andy Crissinger delves into the world of coaching and its transformative impact on corporate culture with guest Steph Yiu, Chief Customer Officer at WordPress VIP and leader at Automattic. They explore the extensive Reboot program at Automattic, which focuses on trust, open feedback, and building a supportive environment for personal and professional growth. Steph shares her journey of incorporating coaching tools into her leadership role, and they discuss how these tools have empowered her to lead through complex organizational reorganizations and facilitate tough conversations. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

    • 35 min
    Wisdom for Work #21 - Engaging Your Team to Bring Out Their Best

    Wisdom for Work #21 - Engaging Your Team to Bring Out Their Best

    How do you engage your team to bring out their best? In this Wisdom for Work, Reboot Coaches Andy Crissinger, Jen Cody, Jim Marsden, and Chris VandenBrink gather to explore the critical importance of clarity, communication, and understanding within a team dynamic. The group highlights the significance of understanding team members' working preferences, motivations, and values to build relationships, set expectations, and create clarity within the team. Join the conversation as they explore practical strategies to unlock your team's potential and discover why an engaged team is not just desirable but essential for success and overall well-being. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

    • 31 min
    Wisdom for Work #20 - The Art of Firing Well

    Wisdom for Work #20 - The Art of Firing Well

    If you're a leader, few things can ruin your day more than needing to fire someone. It's just plain hard to do, even when you know it's the right decision.   In this insightful discussion, Ali and fellow coach Heather Jassy share advice for effectively and compassionately handling the challenging task of letting someone go from their job. Heather shares her script for handling the firing process with clarity and empathy, acknowledging the discomfort and awkwardness of such conversations while striving to maintain kindness and professionalism.   This podcast is full of valuable insights and practical strategies for leaders to consider when navigating difficult conversations around performance issues and termination.   Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

    • 36 min

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