The Podcast

Thinkydoers

A strategy, leadership and OKRs podcast for career rebels and status quo challengers

There is nothing "wrong" with you

I spent a lot of my career, and especially my years in executive leadership, struggling to understand the unspoken rules, expectations, and heuristics most corporate business cultures run on.

For years, the words that ran through my head at work were:

What's wrong with me, that:

  • I don't understand what "success" means?
  • no matter how well my team performs, it never seems to be "good enough?"
  • when I create a project plan, half the team says it's too detailed and half the team says it's not detailed enough?
  • I just can't figure out how this all works?

A few years ago, during a phase of burnout, a little voice in my head spoke up and whispered:

"What if there is nothing wrong with me?"

My brain replied:

"Tell me more?"

I realized: I was trying to intuit the rules to a game in a stadium that wasn't built for me.

Many systems in our work worlds want to talk about change: few have an appetite for the realities and frictions of transformation. Even fewer are comfortable with the truth that sometimes change requires giving away or letting go of power.

If you've found yourself working in a role where change is an imperative (and the immunity to change creates friction against your forward progress), there is nothing "wrong" with you. You might just be a Thinkydoer.

And while we're often content to work alone, when we find each other, we might just change the world.

Latest Episode

All Episodes

BS-Free Business: Why Simple and Sustainable Wins
Ep 49

BS-Free Business: Why Simple and Sustainable Wins

Tired of business advice that doesn’t fit? Maggie Patterson, creator of BS-Free Business and author of Staying Solo, joins Thinkydoers to share how to build a sustainable solo business around real-life capacity, not hustle or harmful corporate patterns.

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Beyond The Binary and Queering Goal Setting with Zephyr Williams
Ep 47

Beyond The Binary and Queering Goal Setting with Zephyr Williams

What if everything you've been taught about goal setting is working against you? Anti-hustle strategist Zeph Williams shares why SMART goals fail neurodivergent entrepreneurs & introduces the SLIC method. Plus: the beautiful reframe from "goal setting" to "becoming" that changes everything.

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Breathwork for Busy Brains: Another Novel Path to Mindfulness
Ep 46

Breathwork for Busy Brains: Another Novel Path to Mindfulness

Ever felt like meditation isn't for you? Chauna Bryant, founder of Breath Liberation Society, shares why breathwork succeeds where traditional meditation fails for busy brains. Discover trauma-informed somatic practices that work for overthinkers who struggle with sit-still-be-quiet approaches.

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Q2 2025 OKR Forecast: Generative AI, Localization, and Retrospectives with a Panel of OKR Experts
Ep 44

Q2 2025 OKR Forecast: Generative AI, Localization, and Retrospectives with a Panel of OKR Experts

What happens when AI, strategy, and culture collide in today’s complex organizations? In this candid quarterly update, Sara Lobkovich is joined by OKR experts Maria Rowcliffe and Natalie Webb to explore the real-world shifts in how teams are setting and actually using OKRs in 2025. From generative AI’s growing role to the dangers of the “two lists” trap, this episode dives deep into what’s working, what’s not, and how culture, localization, and retrospectives can make—or break—your strategy execution.

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Building Inclusive Communities: Finding Connection Without Social Anxiety
Ep 43

Building Inclusive Communities: Finding Connection Without Social Anxiety

What if the communities we need most aren’t loud, fast, or constantly buzzing—but calm, quiet, and deeply human? In this thoughtful episode, Sara Lobkovich sits down with community strategist Carrie Melissa Jones to explore how introverts, neurodivergent folks, and the socially anxious can find belonging on their own terms. Learn why quiet communities matter, how participation isn't always the point, and what it really takes to build spaces where people feel safe enough to show up as themselves.

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Video Beyond Soundbites: From Case Studies To Client Stories
Ep 40

Beyond Soundbites: From Case Studies To Client Stories

How can you transform raw case studies into compelling client stories? In this episode, Nailah King, a seasoned expert in strategic communications and creative marketing, joins host Sara Lobkovich on Thinkydoers™ to share her insights on turning complex data into authentic narratives that resonate. With a background that spans client relations, innovative storytelling, and hands-on experience with dynamic brands, Nailah brings a fresh perspective on making every story count. From harnessing the power of narrative to balancing analytical rigor with creativity, this conversation offers actionable strategies for professionals eager to elevate their brand’s voice. Whether you’re a veteran marketer, a budding storyteller, or simply curious about the art of client engagement, this episode provides a practical roadmap to transforming case studies into inspirational success stories.

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Generative AI: Practical Strategies for Thinkydoers
Ep 39

Generative AI: Practical Strategies for Thinkydoers

How can AI streamline your workflow without replacing the human touch? In this episode, Dvorah Graeser, founder and CEO of RocketSmart, joins Sara Lobkovich to explore the power of AI in organizing complex information, optimizing processes, and reducing mental fatigue. With a background in AI programming, pharmacology, and intellectual property, Dvorah brings a unique perspective on how to strategically integrate AI tools into everyday work. From leveraging multiple AI tools to balance strengths and weaknesses to maintaining ethical and responsible AI use, this conversation offers actionable insights for professionals looking to work smarter. Whether you’re an AI skeptic, an enthusiast, or just curious about the future of work, this episode provides a practical roadmap for using AI effectively—without losing the human element.

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Generative AI and the Future of Work for Thinkydoers
Ep 38

Generative AI and the Future of Work for Thinkydoers

Want to explore the ethical landscape of AI? In this episode, Dvorah Graeser, founder and CEO of RocketSmart, joins Sara Lobkovich to explore the intersection of AI, innovation, and ethics. With a background in programming, pharmacology, and intellectual property, Dvorah shares her unique perspective on the challenges and opportunities AI presents—especially as it rapidly evolves. From the risks of AI centralization to the importance of democratizing technology, this conversation delves into the ethical dilemmas surrounding generative AI. Whether you're an AI enthusiast, a skeptic, or just trying to navigate the ever-changing tech landscape, this episode offers thoughtful insights on how we can engage with AI responsibly and with curiosity.

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Video OKR Forecast 2025: Insights From The Experts
Ep 37

OKR Forecast 2025: Insights From The Experts

Curious about where OKRs are headed in 2025? In this episode, Natalie Webb and Maria Rowcliffe join Sara Lobkovich to share expert insights on the evolving role of OKRs in business strategy and execution. With years of experience guiding organizations through strategic planning, Natalie and Maria discuss the biggest challenges teams face when implementing OKRs—and the practical solutions that drive success. From aligning leadership vision to improving accountability, this conversation is packed with actionable takeaways for teams looking to refine their approach. Whether you're new to OKRs or a seasoned pro, this episode will help you navigate the trends shaping the future of goal-setting and execution.

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Can EOS and OKRs Work Together? Bridging Vision and Execution With Expert Jessica Lee
Ep 36

Can EOS and OKRs Work Together? Bridging Vision and Execution With Expert Jessica Lee

Ever wonder how to bridge the gap between big-picture vision and day-to-day execution? In this episode, Jessica Lee, owner of Optimized Execs, reveals how combining EOS (Entrepreneurial Operating System) with OKRs (Objectives and Key Results) can transform business operations. As both an EOS implementer and OKR coach, Jessica shares practical insights for leaders feeling overwhelmed by growth. Discover how these complementary frameworks can help define roles, measure outcomes, and create the structure needed to scale—while keeping your visionary spirit intact. Perfect for small and medium-sized business leaders ready to move from chaos to clarity.

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Video The Science of Play with TJ Matton

The Science of Play with TJ Matton

Discover the science of play as a "primal drive" and method of mindfulness for overthinkers. Join Sara Lobkovich and TJ Matton to build your foundation of knowledge about play and its power for healing and wellbeing.

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Video Stress and Resilience with Dat Tran

Stress and Resilience with Dat Tran

Unlock the secrets to resilience with Dat Tran, a seasoned leadership coach. Learn practical stress management strategies and propel yourself toward peak performance and wellness.

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OKRs in Context: Do OKRs co-exist with other methodologies?

OKRs in Context: Do OKRs co-exist with other methodologies?

One of the first jobs to be done when implementing (or rebooting) OKRs is to identify how they fit into an organization’s existing planning “stack” of methodologies, and get clear about what job they’re being hired to do. This episode is based on chapter three of Sara Lobkovich’s upcoming book...

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What are Objectives and Key Results (OKRs)?

What are Objectives and Key Results (OKRs)?

We're excited to share Chapter Two of our work-in-progress Evolutionary OKRs Playbook with you. This chapter re-introduces Objectives and Key Results for people who may be less familiar with traditional approaches, and then shifts into the unique elements of the Evolutionary OKR model.

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When "OKRs Don't Work"

When "OKRs Don't Work"

In this Thinkydoers episode, we examine a phase of OKR maturity: the "OKRs aren't working" phase. It sounds bad: but really, this phase, if you get curious about it and look at the information the phase is giving you, may signal that you're poised for the next level of OKR maturity.

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