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Career Sessions

Career Sessions

JR Lowry

How do you build a successful career, become a better leader, navigate career changes, and find fulfillment in your work?


On Career Sessions, host J.R. Lowry explores these questions through candid conversations with accomplished leaders, entrepreneurs, authors, academics, and professionals who have navigated the ups and downs of working life. They share not just their successes, but the difficult decisions, career setbacks, unexpected opportunities, and hard-won lessons that helped shape their journeys.


Every episode delivers real-world stories and practical career advice to help you tackle the challenges that matter most: advancing your career, changing jobs, developing leadership skills, managing workplace relationships, overcoming setbacks, and adapting to a rapidly changing world of work.


What makes Career Sessions different? We go beyond conventional career advice and polished success stories to uncover what actually works, what doesn't, and what people wish they'd known earlier. The goal is to both inspire you and give you ideas and strategies you can put to work in your own career.


Your host, J.R. Lowry, brings a unique perspective shaped by a career spanning the U.S. Air Force, McKinsey, senior executive roles in financial services, and entrepreneurship. Drawing on decades of leadership experience and hundreds of conversations with fascinating people, J.R. connects the lessons of others to the career decisions and challenges we all face.


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227 - When Your Strengths Become Weaknesses: How To Reinvent Yourself As A Leader with Andrea Petrone
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  • 227 - When Your Strengths Become Weaknesses: How To Reinvent Yourself As A Leader with Andrea Petrone

    What happens when the strengths that made you successful become the very things holding you back?

     

    You've worked hard, built your career, and earned greater responsibility. But now something isn't working. Your team isn't responding the way you'd hoped. Your leadership style feels less effective. Or perhaps you've hit a career plateau despite doing everything that made you successful in the past.

     

    The problem may not be your skills or experience. It may be that the leadership habits and behaviors that got you here are no longer what you need to move forward.

     

    In this episode of Career Sessions, host J.R. Lowry talks with Andrea Petrone, executive coach, leadership advisor, and author ofReinvention at the Top: The Playbook for CEOs to Lead Under Pressure, about why successful professionals get stuck—and how to reinvent yourself as a leader without losing your authenticity.

     

    Drawing on his own experience as a young CEO and his work coaching senior executives, Andrea explains how our greatest strengths can become liabilities, why we revert to ineffective leadership behaviors under pressure, and how to recognize when it's time to change.

     

    Andrea's lessons are relevant well beyond the C-suite. You'll learn:

     

    Why success can become a trap: How the strengths and leadership habits that helped you advance can eventually limit your effectiveness.

     

    How to recognize when your leadership style isn't working: The subtle warning signs that your team may be disengaging, withholding feedback, or losing confidence.Why your past influences how you lead: How childhood experiences, former bosses, and early career lessons shape your leadership instincts—especially under pressure.How to lead with greater authenticity: Why trying to project confidence and authority can undermine your effectiveness, and how quiet leadership can build trust and influence.How to reinvent yourself without putting your career on hold: Practical steps to question old assumptions, change ingrained behaviors, and develop a leadership approach that fits your current responsibilities.

     

    Whether you're a new manager, an experienced executive, or a professional preparing for your next career move, this conversation offers a practical approach to leadership development, career growth, self-awareness, and personal reinvention.Because sometimes the biggest obstacle to becoming a better leader isn't what you don't know. It's what you need to unlearn.

     

    About the guest: Andrea Petrone is an executive coach, leadership advisor, and author of Reinvention at the Top. He works with CEOs and senior leaders to help them navigate change, lead under pressure, and develop more authentic and effective leadership approaches.

     

    Learn more about Andrea's work and access his leadership assessment atreinventionatthetop.com.

     

    And be sure to check out my forthcoming book, written with Daniela De Luca, Be the Boss You Wish You'd Had: A Preople-First Guide to Management, available for pre-order wherever you buy your books. For more info, visit,https://pathwise.io/be-the-boss/


    Check out the full series of “Career Sessions, Career Lessons” podcasts here or visit pathwise.io/podcast/. A full written transcript of this episode is also available athttps://pathwise.io/podcasts/andrea-petrone/.


    Enjoying Career Sessions? Here are more ways to put these ideas into practice:


    Become a better manager. Explore Be the Boss You Wish You Had: A People-First Guide to Management, J.R.'s forthcoming book with organizational researcher Daniela De Luca. Packed with practical advice and real-world examples, it's designed to help you lead people more effectively and confidently. Learn more and pre-order at https://pathwise.io/be-the-boss/.


    Take charge of your career. Discover PathWise's career development resources, courses, and community to help you navigate career decisions, build new skills, and achieve your professional goals. Visit https://pathwise.io/for-individuals/.


    Develop your people and te

    Hosted on Acast. See acast.com/privacy for more information.

    Mon, 09 Nov 2026 - 36min
  • 226 - Are Managers Too Nice? The Case for Tougher Leadership, with Matt Hunter

    Are today's managers too nice? In our efforts to create more compassionate workplaces, have we gone too far in avoiding difficult conversations, lowering expectations, and letting poor performance slide?

     

    In this episode of Career Sessions, J.R. Lowry sits down with Matt Hunter, executive coach and co-author of Tough Enough: How to Lead a Team to Greatness Without Being a Jerk, to explore why great leadership requires more than kindness. It also demands candor, accountability, high standards, and the willingness to make uncomfortable decisions.

     

    Matt argues that many organizations have fallen into what he calls the "Mirage of Compassion"—creating the appearance of caring for employees while failing to challenge them to grow and perform at their best. But there's a fine line between being appropriately tough and becoming the kind of boss nobody wants to work for.

     

    Together, J.R. and Matt discuss how to find that balance, including:

     

    Why managers often confuse compassion with avoiding discomfort

     

    How to establish clear expectations and hold people accountable without being unfair

     

    Why psychological safety should encourage honest disagreement, not suppress it

     

    How leaders can become more comfortable giving—and receiving—difficult feedback

     

    Why the right level of toughness depends on your ambitions, circumstances, and stage of life

     

    They also explore the risks of taking toughness too far, drawing lessons from high-profile business leaders and Matt's own experiences as an entrepreneur and executive coach.

     

    Whether you're managing a team, aspiring to leadership, or simply trying to navigate a demanding workplace, this conversation offers a thought-provoking perspective on what it really takes to achieve high performance without sacrificing humanity.

     

    The takeaway: Being a people-first leader doesn't mean making everyone comfortable. It means caring enough to tell the truth, set meaningful expectations, and help people become their best.


    Check out the full series of “Career Sessions, Career Lessons” podcasts here or visitpathwise.io/podcast/. A full written transcript of this episode is also available athttps://pathwise.io/podcasts/matt-hunter.


    For more career guidance and resources, subscribe to my member community at https://community/pathwise.io

    Hosted on Acast. See acast.com/privacy for more information.

    Mon, 02 Nov 2026 - 33min
  • 225 - When Putting People First Results In Putting Yourself Last, with Kristen Hadeed

    What happens when your commitment to putting others first comes at the expense of your own well-being?


    Kristen Hadeed built Student Made into a successful business known for its people-first culture. But after years of prioritizing her team and company above herself, she reached a breaking point. She had lost her passion, felt disconnected from herself, and realized that the leadership philosophy she believed in had become a source of burnout and resentment.


    In this episode of Career Sessions, host J.R. Lowry sits down with Kristen, author of Permission to Screw Up and Human Leadership, to explore her journey from people-pleasing entrepreneur to a leader who understands that caring for others shouldn't mean abandoning yourself.


    Kristen shares why she made the difficult decision to close the business she'd spent years building, how deeply held beliefs from childhood shaped her leadership style, and why avoiding uncomfortable conversations can actually damage the relationships we're trying to protect.


    They also discuss practical ways to become a more effective and authentic leader, including how to recognize the beliefs holding you back, make time for self-reflection, give meaningful feedback, and have difficult conversations with courage and compassion.


    Whether you're leading a team, navigating burnout, or questioning whether you've outgrown your current role, this conversation offers a powerful reminder: great leadership isn't about being perfect or keeping everyone happy. It's about having the self-awareness and courage to lead yourself as well as others.


    Check out the full series of “Career Sessions, Career Lessons” podcasts here or visit pathwise.io/podcast/. A full written transcript of this episode is also available athttps://pathwise.io/podcasts/kristen-hadeed/.


    For more career guidance and resources, subscribe to my member community at https://community/pathwise.io

    Hosted on Acast. See acast.com/privacy for more information.

    Mon, 26 Oct 2026 - 33min
  • 224 - You’re Always in the Job Market: How to Manage Your Career Before You Need To, with Kelly Kay

    A lot of people spend plenty of time thinking about how to succeed in their jobs, but far less time thinking about how to choose the right jobs in the first place.


    In this episode of Career Sessions, J.R. Lowry sits down with Kelly O. Kay, managing partner at executive search firm Heidrick & Struggles and co-author ofShow Up to Win: How to Land the Leadership Role You Want.


    Drawing on decades of experience advising executives and companies, Kelly shares an insider’s perspective on how to manage your career more deliberately. He explains why you should take the recruiter call even when you’re happy where you are, how to test your value in the market, what makes a candidate’s story compelling, and how to evaluate whether an opportunity is actually right for you.


    J.R. and Kelly also discuss why internal candidates sometimes struggle against outsiders, how to recover professionally after being fired, the subtle ways candidates sabotage themselves during the hiring process, and why your reputation can follow you for decades.


    Whether you’re actively considering a move or perfectly happy in your current role, the message is simple: the best time to manage your career is before you need to.


    Check out the full series of “Career Sessions” podcasts here or visit pathwise.io/podcast/. A full written transcript of this episode is also available athttps://pathwise.io/podcasts/kelly-kay/.


    For more career guidance and resources, subscribe to my member community at https://community/pathwise.io

    Hosted on Acast. See acast.com/privacy for more information.

    Mon, 19 Oct 2026 - 37min
  • 223 - Stop Following Someone Else’s Career Playbook, with Andy Paul

    You may not think of yourself as a salesperson, but every day at work, you’re selling something—an idea, a proposal, your capabilities, or even yourself.

     

    In this episode of Career Sessions, J.R. Lowry sits down with sales expert, author, and longtime podcast hostAndy Paulto explore what the rest of us can learn from great salespeople about influence, curiosity, and human connection.

     

    Andy explains why the best way to persuade someone isn’t to push harder, but to understand what matters to them. He shares how asking better questions and truly listening can strengthen relationships, why curiosity is often trained out of us as we move through school and work, and how to avoid making conversations about ourselves.

     

    The conversation also moves beyond sales to a bigger career question: Are you building the career you actually want—or simply following someone else’s playbook? Andy discusses why success is situational, how to find environments where you can be yourself, the importance of choosing the right boss, and why it’s sometimes better to leave a bad fit rather than keep trying to make it work.

     

    Along the way, Andy shares lessons from nearly five decades in business—and a reminder that there’s no age limit on taking on new challenges.

     

    In this episode, you’ll learn:

    Why everyone is selling, whether they realize it or notHow curiosity can make you more influentialThe difference between listening to understand and listening to respondWhy great questions create stronger relationshipsHow to find work environments that fit your strengths and valuesWhy you should define success on your own terms


    Check out the full series of “Career Sessions, Career Lessons” podcasts here or visit pathwise.io/podcast/. A full written transcript of this episode is also available athttps://pathwise.io/podcasts/andy-paul/.


    For more career guidance and resources, subscribe to my member community at https://community/pathwise.io

    Hosted on Acast. See acast.com/privacy for more information.

    Mon, 12 Oct 2026 - 27min
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