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When multiple projects collide with competing deadlines, stakeholder management becomes an art form. In this dynamic episode of the Customer Success Playbook, Kevin Metzger and Roman Trebon continue their conversation with Elizabeth Harrin, exploring the intricate dance of aligning diverse stakeholder expectations. From financial services to healthcare, Elizabeth shares her cross-industry insights on what truly matters to different stakeholders and how to orchestrate harmony amid chaos.

Detailed Analysis

The episode opens with Elizabeth's compelling cross-industry comparison that immediately sets the tone for nuanced stakeholder management. Her transition from financial services to healthcare revealed a fundamental truth: what matters most varies dramatically by context. In finance, deadlines reign supreme; in healthcare, quality trumps timing when lives are at stake. This powerful example illustrates why understanding stakeholder priorities isn't just good practice – it's essential for project success.

Elizabeth introduces her stakeholder prioritization grid, a tactical tool that transforms vague relationship management into strategic action. The framework helps project managers navigate the complex web of expectations by first identifying what each stakeholder values most – whether it's time, cost, quality, or social impact. This clarity becomes the North Star for prioritization decisions.

The conversation takes a practical turn with Elizabeth's "Five Email Rule" – a communication strategy that recognizes when digital ping-pong needs to become actual dialogue. After five exchanges, pick up the phone or schedule a meeting. It's a simple yet powerful reminder that efficiency sometimes means stepping away from the keyboard.

Roman's enthusiasm for tactical tools shines through as he highlights the real-world applicability of Elizabeth's methods. This isn't theoretical project management; it's battle-tested wisdom that acknowledges stakeholders are just as overwhelmed as project managers. Elizabeth's solution? Become "easy to do business with" by streamlining communications, creating consolidated reports, and establishing predictable patterns.

The discussion culminates in a masterclass on transparency and trust. When competing demands surface, honest conversations about trade-offs become possible only when you've built that foundation of trust. Elizabeth emphasizes that while you can accomplish anything with enough resources, reality demands smart choices within constraints. By making these constraints visible, project managers empower stakeholders to guide prioritization effectively.

This episode delivers a crucial message for customer success professionals: managing multiple projects isn't just about juggling tasks – it's about orchestrating relationships, understanding diverse priorities, and creating systems that make collaboration effortless.

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You can also find the CS Playbook Podcast:
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You can find Kevin at:
Metzgerbusiness.com - Kevin's person web site
Kevin Metzger on Linked In.

You can find Roman at:
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Ever feel like you're juggling flaming torches while riding a unicycle? That's modern project management for you. In this episode of the Customer Success Playbook, Kevin Metzger and Roman Trebon welcome Elizabeth Harrin, the mastermind behind the award-winning Rebels Guide to Project Management. With over two decades of experience helping professionals navigate the chaos of multiple projects, Elizabeth reveals her battle-tested strategies for maintaining sanity when the pressure cooker of deadlines starts whistling.

Detailed Analysis

The conversation kicks off with Elizabeth dropping a truth bomb that resonates across industries: project management isn't just for project managers anymore. Whether you're in customer success, sales, or support, you're likely juggling multiple initiatives that directly impact client satisfaction. The beauty of Elizabeth's approach lies in its simplicity – she transforms overwhelming to-do lists into manageable "buckets of work."

Her number one tip? Start with visibility. Most professionals treat their workload like an endless scroll of doom, but Elizabeth advocates for packaging work into digestible categories. Think of it as Marie Kondo-ing your project portfolio – group by client, deadline, or theme, then ruthlessly prioritize what truly sparks value.

The discussion takes a practical turn when Elizabeth introduces her "top three goals" approach. By identifying three key objectives each evening for the next day, you create a roadmap that prevents the dreaded email rabbit hole. Roman Trebon enthusiastically validates this method, sharing his own success with a similar journaling practice – proof that even the busiest professionals can benefit from this deceptively simple strategy.

What sets this episode apart is Elizabeth's emphasis on personalization. She acknowledges that traditional prioritization models (like the famous "eat the frog" approach) don't work for everyone, especially those with neurodivergence. The key is experimentation – test different systems, keep what works, and adjust what doesn't. This flexible mindset transforms project management from a rigid framework into a dynamic toolkit.

The episode concludes with a compelling reminder: effective project management isn't about doing more; it's about doing what matters. In an era where burnout lurks around every deadline, Elizabeth's approach offers a refreshing perspective on sustainable productivity.

Now you can interact with us directly by leaving a voice message at https://www.speakpipe.com/CustomerSuccessPlaybook

Please Like, Comment, Share and Subscribe.

You can also find the CS Playbook Podcast:
YouTube - @CustomerSuccessPlaybookPodcast
Twitter - @CS_Playbook

You can find Kevin at:
Metzgerbusiness.com - Kevin's person web site
Kevin Metzger on Linked In.

You can find Roman at:
Roman Trebon on Linked In.

Send us a text

In this final part of the Katie Smith trilogy on the Customer Success Playbook, we enter the brave new world of AI and marketing. Host Kevin Metzger explores the promises and pitfalls of generative tools with Katie, who brings her thoughtful and grounded take on how businesses can embrace automation while fiercely protecting their authenticity. If you’ve ever wondered how to use AI effectively without sounding like a robot, this one’s for you.

Detailed Analysis: AI isn't going anywhere—and that's exactly why it's time to get strategic. Katie Smith walks listeners through the essentials of adopting AI in a way that enhances rather than dilutes your marketing. The episode kicks off with her advice on building internal AI policies: what your team will use AI for, what it won’t, and how to protect sensitive data along the way. Her mantra? Be proactive, not reactive.

Katie also shares her go-to applications of AI in the creative process:

• Use AI as a co-creator to spark content ideas and draft early versions
• Train AI with your brand’s voice and tone to maintain consistency
• Stay vigilant about hallucinations and homogenized content

She emphasizes the importance of human review at every stage, especially when publishing customer-facing materials. AI is a brilliant assistant, but not a final authority.

The discussion evolves into deeper insights on lead generation and real-time responsiveness. Kevin adds his own tricks for applying brand tone through prompt engineering and post-processing, offering a compelling use case that blends Claude, GPTs, and content repurposing magic.

Finally, the two zoom out to a broader question: How do you optimize your brand for AI-driven search and recommendations? It’s an emerging discipline with massive implications, and Katie teases what’s to come from leaders in B2B and digital strategy.

Whether you're testing the AI waters or already building internal GPTs, Katie’s thoughtful approach provides the guardrails needed to preserve quality and trust in a world of automation.

Now you can interact with us directly by leaving a voice message at https://www.speakpipe.com/CustomerSuccessPlaybook

Check out https://funnelstory.ai/ for more details about Funnelstory. You can also check out our full video review of the product on YouTube at https://youtu.be/4jChYZBVz2Y.

Please Like, Comment, Share and Subscribe.

You can also find the CS Playbook Podcast:
YouTube - @CustomerSuccessPlaybookPodcast
Twitter - @CS_Playbook

You can find Kevin at:
Metzgerbusiness.com - Kevin's person web site
Kevin Metzger on Linked In.

You can find Roman at:
Roman Trebon on Linked In.