Product Rising

In this episode, Cassie welcomes Bosky Mukherjee, the prolific founder of PM Dojo and SheTrailblazes, and a veteran product advisor, leadership coach, and trainer. Bosky discusses her journey into product leadership, the formation of PM Dojo, and her mission to support women in product management. The conversation delves into the nuances of product management training versus coaching, the impact of AI on the industry, and strategies for driving cultural shifts within organizations. Bosky also shares insights on balancing humility with confidence and offers practical advice on leveraging coaching to unlock business potential and personal growth.

More about Bosky:

Bosky Mukherjee, an executive tech leader with over 22 years of global experience—spanning early-stage startups to high-growth companies like Atlassian.

She’s the founder of SheTrailblazes and a powerful force for change in how women succeed, thrive, and rise to the top. Through her flagship program, Leadership Edge, Bosky equips women to lead with strategic visibility and executive communication—fast-tracking their path to promotion, all the way to the C-suite, and when the time is right, into entrepreneurship.

Her work isn’t just about career growth. It’s about power, parity, and making sure women aren’t just at the table—but driving the agenda.

Bosky is also the founder of PMDojo, where she helps companies build stronger, more strategic innovation teams—equipping product and technology talent to drive bigger business impact and communicate with executive fluency.

00:00 Introduction and Guest Welcome

00:49 Bosky's Journey into Product Leadership

01:36 Challenges and Realizations in the Executive Room

03:05 Founding PM Dojo and Its Mission

04:50 AI in Product Management

09:41 Training vs. Product Leadership Coaching

11:05 Coaching Styles and Skills Development

15:03 Working with Companies and Teams

18:56 Driving Cultural Shifts in Organizations

23:19 Assigning Dollar Value to Business Transformation

23:33 Navigating Product Leadership Challenges

24:38 Implementing Small Shifts for Big Changes

25:25 Facilitating Business Conversations

26:47 Success Stories and Skill Development

28:39 Working It Out: Lessons from School

30:26 Confidence, Humility, and Curiosity

31:55 Hiring a Coach: When and Why

34:53 Building Community and Networking

38:18 Creative Budget Solutions for Product Teams

44:10 Conclusion and Final Thoughts

📚Resources:

✨Where to find Bosky Mukherjee:

• On LinkedIn

• SheTrailblazes

• PMDojo

💫 Where to find Cassie:

• On LinkedIn 

• At Cassie Camp - Learn more about product leadership coaching and fractional product leadership

🙋🏻‍♀️Where to find Women in Product:

• On LinkedIn 

• Website https://womenpm.org/

• Join the Community https://womenpm.org/wip-community/

Welcome to the podcast featuring Hope Gurion, an esteemed product leadership coach. She is recommended by Marty Cagan in his book, Transformed, has moderated product leadership councils with Phyl Terry’s Collaborative Gain, and works with Teresa Torres in training teams on Continuous Discovery Habits. In this episode, Hope delves into her extensive background in product management, sharing insights from over 25 years in the tech industry, her roles as Chief Product Officer, and SVP of Product. She discusses her transition from consulting to coaching, offering valuable guidance on becoming outcome-oriented and enhancing team effectiveness. Hope covers the challenges of finding the right company fit, the nuances between training and coaching, and key strategies for cross-functional collaboration. Tune in for actionable advice on elevating your product management career.

00:00 Introduction and Welcome

00:39 Hope Gurion's Background

01:54 Transition to Coaching

03:37 Challenges in Product Leadership

04:55 Coaching and Training Approach

07:25 Importance of Discovery in Product Management

09:47 Balancing Training and Coaching

15:57 Selecting the Right Coach

18:51 Defining Success in Product Leadership

21:33 Peer-Based Coaching vs. One-on-One Coaching

28:23 Transformation in Organizations

39:57 Podcast Origin Story and Conclusion

📚Resources:

• Fearless Product Podcast & Mentioned episodes:

• S2 Ep. 2: How Do You Balance Investing in Tech Debt vs Customer Value?

• S1 Ep. 8: How Do You Say No to the CEO?

• Transformed by Marty Cagan - Hope is profiled as an exemplary product coach

• Collaborative Gain with Phyl Terry - Hope is a moderator for product leader peer councils

• Continuous Discovery Habits at Product Talk with Teresa Torres - Hope trains teams
  

✨Where to find Hope Gurion:

• On LinkedIn

• Hope’s Website - https://fearless-product.com/ 

💫 Where to find Cassie:

• On LinkedIn 

• At Cassie Camp - Learn more about product leadership coaching and fractional product leadership

🙋🏻‍♀️Where to find Women in Product:

• On LinkedIn 

• Website https://womenpm.org/

• Join the Community https://womenpm.org/wip-community/

Tim Herbig Connecting the dots of Product Strategy, Product OKRs, and Product Discovery

In this episode, we welcome Tim Herbig, a product leadership coach with a special focus on OKRs, in addition to product strategy and discovery. Tim shares his unique journey from product management to coaching, elaborating on the complexities and nuances of implementing OKRs in various business contexts. Through his insightful discussion, Tim covers the misconceptions about OKRs, the importance of adapting them to your specific needs, and effective strategies for measuring success. He also dives into the integration of product discovery and product strategy with OKRs, offering practical advice for product leaders facing challenges with OKR implementation. Whether you're in a startup or a large enterprise, Tim's expertise provides valuable perspectives on how to make OKRs work for your team.

00:00 Introduction and Guest Welcome

00:48 Tim Herbig's Journey into Product Management

01:52 Transition to Coaching and Consultancy

03:53 Specialization in OKRs and Product Management

06:50 Adapting OKRs to Different Contexts

09:46 Challenges and Strategies in OKR Implementation

13:58 Measuring Success and Influence in OKRs

22:47 OKRs in Product vs. Broader Company Context

25:38 The Role of OKRs in Strategy and Discovery

27:11 Confidence and Hypotheses in Strategy

29:36 OKRs in Startups vs. Large Enterprises

32:07 Adapting OKRs to Fit Your Context

33:47 Common Misconceptions and Best Practices

40:00 Aligning OKRs Across Teams

47:43 When to Bring in OKR Support

50:57 Conclusion and Contact Information

📚Resources:

• Book: Radical Focus by Christina Wodtke

• Book: Measure What Matters by John Doerr

• Article: Zone of control vs Sphere of influence

• Article: Ravi Mehta's Narrative, Commitments, and Tasks Framework
  

✨Where to find Tim Herbig:

• On LinkedIn

• Tim’s Website - https://herbig.co 

  
  

💫 Where to find Cassie:

• On LinkedIn 

• At Cassie Camp - Learn more about product leadership coaching and fractional product leadership

  
  

🙋🏻‍♀️Where to find Women in Product:

• On LinkedIn 

• Website https://womenpm.org/

• Join the Community https://womenpm.org/wip-community/

In this episode of the podcast, we welcome Tami Reiss, an experienced product leader, speaker, author, trainer, and coach. Tami recounts her journey into product management, becoming a CEO, and her multifaceted roles at Justworks and Insight Partners. She discusses how she transitioned into coaching, emphasizing the importance of learning, networking, and building relationships. Tami shares advice on the different types of product coaches, the value of continuous learning, and the significance of owning business metrics and strategic planning. The discussion also covers effective stakeholder management, getting buy-in, and why having a coach can be pivotal in advancing one's career. Tami offers practical tips for influencing cross-functional teams and highlights how important it is to ask the right questions to build trust and foster collaboration. Tune in to explore actionable insights for product leaders and discover why coaching is a vital tool in your professional toolkit.

00:00 Introduction and Guest Welcome

00:29 Tami Reiss' Journey into Product Management

01:27 Life's A Pitch and Coaching Engineers

01:56 Becoming a Product Leader Coach

03:08 Writing a Children's Book on Product Management

04:47 Networking and Career Opportunities

05:22 The Importance of Long-Term Relationships

11:08 Diverse Perspectives in Coaching

17:14 Types of Product Coaches

19:35 The Value of Coaching for Product Leaders

24:29 The Role of a Sounding Board in Professional Growth

25:03 Navigating Board Meetings and Strategic Decisions

26:57 The Importance of Asking Questions and Building Empathy

28:50 Influence Without Authority: Building Bridges

31:59 Defining Success and Strategic Leadership

33:28 Coaching and Professional Development

36:41 Financial Language and Strategic Alignment

43:12 Exploring Growth Strategies and Presenting to the Board

46:11 Conclusion and Final Thoughts

📚Resources:

• What Do Product Managers Do? A Primer for Aspiring PMs of All Ages, by Tami Reiss
  

✨Where to find Tami Reiss:

• On LinkedIn

• Tami’s Website - My Leader Within (with booking link)

💫 Where to find Cassie:

• On LinkedIn 

• At Cassie Camp - Learn more about product leadership coaching and fractional product leadership

  
  

🙋🏻‍♀️Where to find Women in Product:

• On LinkedIn 

• Website https://womenpm.org/

• Join the Community https://womenpm.org/wip-community/

In this episode, we got some straight talk from Teresa Torres, learning how she incorporates her masters in Learning & Development from Northwestern into her design of product learning experiences. Teresa shares invaluable insights about when blogs and podcasts might be enough for your growth—and when training courses may really be what's needed to take you to the next level. Do you know if you have blind spots? Or are you navigating some unique and tricky contexts where a coach can help? This far-ranging episode explores all these concepts with the founder of Product Talk and author of 'Continuous Discovery Habits'. 

Teresa discusses the fundamental differences between coaching and training and highlights the importance of deliberate practice in skill development. She offers practical advice on advocating for discovery practices within organizations and provides tips for product leaders to enhance their teams' capabilities. This episode is a must-listen for anyone looking to deepen their understanding of product development and improve their practice through structured learning.

00:00 Introduction to Skill Building and Coaching

00:35 Sponsored Segment: SuperInterviews

01:26 Welcome

01:32 Guest Introduction: Teresa Torres

02:36 The Journey from Coaching to Training

05:06 Understanding the Difference Between Coaching and Training

09:57 The Role of Deliberate Practice in Skill Building

14:54 The Importance of Community and Peer Coaching

21:57 Understanding Business Outcomes

22:23 The Challenge of Opportunity Solution Trees

23:22 Effective Discovery Practices

24:57 Choosing the Right Trainer or Coach

27:29 Reflective Questions for Product Teams

32:50 Advocating for Discovery in Organizations

36:42 The Role of Product Leadership Coaching

40:31 Aligning Sales and Product Teams

45:00 Conclusion and Final Thoughts

📚Resources:

• Teresa’s website - Product Talk

• Continuous Discovery Habits

✨Where to find Teresa:

• On LinkedIn

💫 Where to find Cassie:

• On LinkedIn 

• At Cassie Camp - Learn more about product leadership coaching and fractional product leadership

🙋🏻‍♀️Where to find Women in Product:

• On LinkedIn 

• Website https://womenpm.org/

• Join the Community https://womenpm.org/wip-community/

In this episode, we welcome Phyl Terry.

 “ Part of the reason I dress the way I do is because that's who I am. But part of the reason I dress this way is I'm trying to lead cultural change.” - mic drop! 🎤💥

What does leading cultural change have to do with coaching? 

Phyl shares insights on the importance of asking for help and building a community for growth and development. They outline the three-tier coaching model at Collaborative Gain which features peer-to-peer coaching, concierge coaching, and CEO coaching. Phyl emphasizes the importance of mindset shifts, the collective brain, and positive politics in navigating corporate environments. Tune in for a deep dive into the evolving role of product coaches and how to leverage community and coaching for career success.

00:44 Guest Introduction: Phil Terry

01:18 The Importance of Community in Coaching

01:57 Three Tiers of Coaching at Collaborative Gain

05:45 The Intelligence Revolution and Mindset Shift

06:58 The Intelligence Paradox and Human Evolution

10:48 The Role of High Fidelity in Cultural Evolution

13:15 The Impact of AI and the Internet on Innovation

21:20 Positive Politics and Career Development

29:12 The Evolution of Product Management

29:48 Building Relationships and Asking for Help

31:36 The Power of Vulnerability in Leadership

35:01 Navigating Positive Politics

41:46 The Importance of Councils and Coaching

48:38 Personal Stories of Resilience and Community

53:28 Conclusion and Final Thoughts

📚Resources:

• Collaborative Gain https://collaborativegain.com/ - Learn more about Executive and Associate Councils, and Concierge Coaching 

• Never Search Alone https://bookshop.org/p/books/never-search-alone-the-job-seeker-s-playbook-marty-cagan/18752511

• Checklist for Laid Off or Let Go https://www.phyl.org/checklist-for-laid-off-or-let-go

✨Where to find Phyl:

• On LinkedIn https://www.linkedin.com/in/phylterry/ 

• Phyl.org 

💫 Where to find Cassie:

• On LinkedIn https://www.linkedin.com/in/cassandracampbell/

• At Cassie Camp https://www.cassiecamp.com - Learn more about product leadership coaching and fractional product leadership

🙋🏻‍♀️Where to find Women in Product:

• On LinkedIn https://www.linkedin.com/company/women-in-product/posts/ 

• Website https://womenpm.org/

• Join the Community https://womenpm.org/wip-community/

Our guests for this episode are Vidya Dinamani and Heather Samarin - co-writers of Groundwork: Get Better at Making Better Products and co-founders of Product Rebels. 

Vidya and Heather define the "core" of great product management and then go deep on "winning hearts and minds" as an uplevel once you’ve got your core down. It’s the 1-2 punch any product leader can use.

We discuss the differences between training and coaching, share a "from the field" story about a product team going from disregarded to high-impact, and 4 contexts where you might think about hiring a coach. 

Lastly, we touch on AI and product management. Faster horses, anyone? 

00:00 Introduction and Guest Welcome

00:19 Founding Product Rebels

01:21 Customer-Driven Product Management

05:01 Scrappy Customer Research

05:32 Groundwork and Core Principles

14:37 Winning Hearts and Minds

20:33 Training vs. Coaching

25:54 Challenges and Success Stories

39:48 When to Bring in a Coach

46:44 Conclusion and Farewell

📚Resources:

 - Book: Groundwork: Get Better at Making Better Products https://www.amazon.com/Groundwork-Get-Better-Making-Products/dp/0578776324 

 - Product Management Team Assessment: https://productrebels.com/assessment/ 

✨Where to find Vidya:

• On LinkedIn https://www.linkedin.com/in/vdinamani/

• At Product Rebels https://productrebels.com/

• Hosting the Product Leader Summit https://www.productleadersummit.com/how-it-started 

🌟 Where to find Heather:

• On LinkedIn https://www.linkedin.com/in/heathersamarin/ 

• At Product Rebels https://productrebels.com/

💫 Where to find Cassie:

• On LinkedIn https://www.linkedin.com/in/cassandracampbell/

• At Cassie Camp https://www.cassiecamp.com 

🙋🏻‍♀️Where to find Women in Product:

• On LinkedIn https://www.linkedin.com/company/women-in-product/posts/ 

• Website https://womenpm.org/

  Join the Community https://womenpm.org/wip-community/

An interview with Marty Cagan kicks off our new series, The Coach's Playbook. He shares with Cassie his take on coaching, doing it right and elevating the product practice.

This episode is the introduction to a new series - The Coach's Playbook. In this episode we introduce the series, why now is the time to learn more about product coaching and who we will be interviewing as a part of this series.

Bosky Mukherjee interviews Teresa Torres, author of “Continuous Discovery Habits.” They dive into the benefits of growing outside of a leadership role, why collaboration is queen and the benefits of building faster feedback loops.