Thinkydoers®

Thinkydoers®

Thinkydoers®, hosted by Strategy Rebel and OKR Coach Sara Lobkovich, is a community for unconventional leaders, status-quo challengers, and workplace “square pegs.” Thinkydoers are individuals who navigate the journey from insight to idea, through the messy middle, seeking courage and confidence to bring their visions to life. Thinkydoers are a diverse group. We're disproportionately (but not exclusively) introverted and/or neurodivergent, and regardless of personality or cognitive wiring, Thinkydoers are strategic thinkers often underserved and misunderstood in traditional business cultures. Whether you’re a leader, an aspiring leader, or a behind-the-scenes “clutch player,” Thinkydoers aims to help you find more satisfaction, less frustration, and greater flow in your work. Learn to unlock your inner strategist with No-BS OKRs. Then, explore topics way beyond goal-setting, including strategy, behavior change, cognitive health, and motivation. Our guest episodes feature a wide range of perspectives to support you in building the work/life you want most. Increase your impact, reduce overwhelm, avoid burnout, and make the unique impacts only you can bring to the world. Here, you’ll discover how to build and maintain a fulfilling career and lead transformative efforts with significant outcomes, all while putting human outcomes first.

Episodes

September 17, 2025 28 mins

Tired of building your business or career for the "fantasy version" of yourself?

You're not alone. Many of us leave corporate environments that don't fit our neurodivergent, introverted, or strategically-wired brains, only to recreate the same extractive patterns in our own businesses. But what if there was another way?

In this episode, I sit down with Maggie Patterson, creator of BS-Free Business and author of "Sta...

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What if the critics and naysayers aren't a problem—but proof you're finally changing something that matters?

Charles Spinosa spent decades as both a Shakespeare professor and management consultant, giving him a unique lens on what separates true leadership from good management. His approach isn't about influence or operational excellence—it's about moral artistry. It’s about the courage to ask "what always goes wrong?" ...

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What if everything you've been taught about goal setting is actually working against you?

What if the rigid structure of SMART goals is crushing your creativity, disconnecting you from your body, and forcing you into a binary that simply doesn't fit who you are?

Today's guest, Zephyr (Zeph) Williams (they/them), is an anti-hustle business strategist who helps radical entrepreneurs build "breathe-easy businesses....

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Ever feel like your brain just won’t quit, and traditional meditation only makes it worse?

Thinkydoers host Sara Lobkovich gets it. She lives mostly in her head, and practices like meditation or breathwork have often felt out of reach. They seemed like they were designed for people who are naturally calm and centered — not her.

But this conversation with Chauna Bryant shifted everything. Chauna is a trauma-info...

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The OKR Trio is back with Part 2 of their brutally honest Q2 2025 forecast, and they're not holding back.

Sara Lobkovich, Maria Rowcliffe, and Natalie Webb tackle the questions you've been asking about rigid vs. flexible OKR approaches, timing models that actually work, and trends we’re seeing in tool choices.

But here's where it gets spicy: they're sharing their most controversial OKR opinions, speed round sty...

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Ever wonder what's really happening in the OKR world beyond the hype?

Join Sara Lobkovich, Maria Rowcliffe, and Natalie Webb for a candid, no-BS look at where OKRs are heading in 2025. This isn't your typical "here's how to write an objective" conversation. Instead, you'll get insider insights from three veteran practitioners who've been in the trenches, helping organizations navigate the messy reality of goal-setting a...

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In a world that celebrates the loudest voices and the biggest followings, what if quiet spaces are where real belonging begins?

In this deeply personal and connected conversation, Sara Lobkovich sits down with community strategist Carrie Melissa Jones to explore the surprising power of “quiet communities” — where introverts, neurodivergent folks, and the socially anxious can finally feel seen, heard, and safe.

I...

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    Are you struggling to maintain strategic focus in today's unpredictable environment?

    In this lo-fi, candid episode, Sara shares her insights on navigating strategic planning during persistent uncertainty. Whether you're impacted by shifting tariffs, changes in public funding, or volatile market conditions, this episode offers practical frameworks to maintain strategic momentum when forecasting feels (or is) impossible.

    Episode Hi...
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    In this episode of Thinkydoers, host Sara Lobkovich welcomes self-development and executive career coach Jessica Manca to discuss perfectionism, overthinking, and intrinsic motivation. Jessica shares her journey from management consultant to coach and offers practical tools for overcoming limiting beliefs. We discuss the difference between professional coaching versus advising, the impact of negative self-talk, and how to shift fro...

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    Self-promotion can feel uncomfortable—especially for introverted, thoughtful, or reserved Thinkydoers. But what if sharing your impact didn’t have to feel like cringey “bragging?”

    In this episode, client experience copywriter and founder of The Content Witches, Nailah King, joins host Sara Lobkovich to explore how to craft authentic client stories that go beyond traditional case studies. Nailah shares practical strategies for tellin...

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    AI is transforming the way we work—but how can Thinkydoers use generative AI responsively and productively—as a tool, not a time-suck?

    In part two of our conversation with AI ethicist and strategist Dvorah Graeser, we get practical about leveraging AI tools, particularly for deep specialists and strategic thinkers. Building on our discussion of ethics and implications from Episode 38, Dvorah shares specific ways to move from anxiety...

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    Are you wrestling with ethical questions about AI while also feeling curious about its potential?

    In this thought-provoking episode, Sara welcomes Dvorah Graeser, an "old internet" technologist who brings a unique perspective on AI democratization. From programming for the Human Genome Project to founding RocketSmart, Dvorah shares insights on how we can approach AI with both skepticism and agency.

    Discover why those who shy away fro...

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    What’s next for OKRs in 2025?

    As goal-setting evolves, organizations are rethinking their approach to strategy, execution, and performance. In this episode, Sara sits down with OKR experts Natalie Webb and Maria Rowcliffe to unpack the latest trends—from the role of generative AI to the shifting landscape of OKR localization and performance management. Whether you’re an OKR veteran or just getting started, these insights will help y...

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    What happens when two powerhouse frameworks collide?

    In this episode, Sara dives into a fascinating conversation with Jessica Lee, exploring the dynamic intersection of EOS® (Entrepreneurial Operating System®) and OKRs (Objectives and Key Results) in business management. As both an EOS integrator and an OKR coach, Jessica shares her unique expertise, offering actionable insights into how these two frameworks can work in harmony to h...

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    Ever feel lost in the alphabet soup of goal-setting frameworks?

    Whether you're a leader, a coach, or a goal-setting enthusiast, navigating between SMART goals, KPIs, OKRs, and other frameworks can feel overwhelming.

    In this episode, Sara Lobkovich – strategist, OKR coach, and nationally board-certified health and wellness coach (with “another life” in professional motorcycle road racing) – gives you the inside scoop on the most popul...

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    Thinking about implementing OKRs? Your first instinct might be to shop for an OKR tool - but that could be setting yourself up for failure. In this candid Thinkydoers Short, strategy coach Sara Lobkovich explains why starting with software often backfires, and shares a proven alternative with a methodology-focused approach that will set your organization up for long-term OKR success.

    Episode Highlights:

    • Common pitfalls o...
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    Ever feel like you're speaking a different language than your colleagues when presenting your ideas? Or, like a square peg in your work? Do you feel like you're trying to read minds to understand what's expected of you, while your co-workers are just humming along doing their work? 

    Or, do you lead people who that describes well?

    In this powerful episode, Sara Lobkovich reveals why the very qualities that might make some people ...

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    What does it take to perform at the absolute limit, every time you show up to work?

    How do you navigate your own chemisty, and both objective and perceived risk when lives are actually on the line?

    Find out in this conversation with professional motorcycle road racer, firefighter, and business owner, Jayson Uribe. 

    Jay and I work together in our moto lives -- he's one of the pro riders that I really enjoy working with in my capac...

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    What can business leaders learn from the high-stakes world of professional motorsports?

    Find out, in this conversation between Thinkydoers host Sara Lobkovich (whose "other life" is in professional motorcycle road racing) and organizational change expert Jurriaan Kamer, co-author of "Formula X: How to Reach Extreme Acceleration in Your Organization" and his new release, "Unblock: Clear the Way for Results and Develop a Thriving...

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    Feeling stuck but unsure how to get help? You're not alone - and this episode is for you. In part two of my powerful conversation with Dr. Sherlonda Adkins, we explore why the journey to getting unstuck shouldn't be a solo endeavor. Learn why it takes most people 10 years to seek professional help, how to find the right therapist (and what to do if your first try isn't a fit), and practical strategies for getting the support you ne...

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