C-Suite Chronicles

Jeremy Walter
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C-Suite Chronicles is a human-first show about what it really feels like to build and run a business, when the pressure is real and the answers are not in a tidy LinkedIn carousel. In candid, back-and-forth conversations, two seasoned operators sit down with founders, CEOs, COOs, and growth-stage leaders to unpack the stories behind the roles: the origin moments, the relationships that shaped them, and what is actually on their mind right now. Each episode blends vulnerability with execution. You will hear the messy parts: isolation at the top, decision fatigue, imposter syndrome, cash flow stress, team tension, and the quiet weight of being responsible for other people. Then we translate those experiences into practical operating lessons you can use, without turning it into a lecture. Expect clear talk about priorities, accountability, SOPs, KPIs, leadership habits, and the relationship systems that keep a company healthy when things get loud. AI shows up here too, but not as hype and not as a replacement story. We explore human-centered AI as a way to reduce operational friction through workflows, decision support, and better documentation so leaders can spend more time on judgment, relationships, and the work only humans can do. If you are a founder, owner-operator, COO, or leader trying to scale with clarity and keep your humanity intact, this show is your strategic soundboard and your reminder that you are not the only one figuring it out in real time.

Episodes

  1. Leading Through Disappointment and Inner Growth w/ Whitney Owens, Group Practice Owner @ Wise Practice Consulting

    APR 1

    Leading Through Disappointment and Inner Growth w/ Whitney Owens, Group Practice Owner @ Wise Practice Consulting

    Whitney Owens shares how an employer shutting down overnight forced her into practice ownership and ultimately shaped her approach to scaling a 17-plus-therapist group practice in Savannah, Georgia. We explore her shift from identity-based to values-based hiring, the role of SOPs in reclaiming sanity from recurring high-stakes work, and why the founder's ability to stay present and metabolize disappointment is often the real constraint on sustainable growth.

    53 min
  2. Solo Therapist to Group Practice Owner: Building Systems Without Losing the Human Touch w/ Lindsay Goldfarb, Executive Director at The Sterling Group

    MAR 18

    Solo Therapist to Group Practice Owner: Building Systems Without Losing the Human Touch w/ Lindsay Goldfarb, Executive Director at The Sterling Group

    Lindsay Goldfarb didn't set out to build a therapy business, she started seeing a few clients to bridge a gap between jobs and accidentally discovered a niche serving young adults who wanted a therapist they could actually relate to. Lindsay walks us through the full arc of going from solo clinician to founder of a growing group practice in Washington, D.C. She shares how overwhelming demand, a data-minded approach to risk, and a willingness to invest early — in admin support, branding, and physical space — allowed her to scale without burning out or losing the culture she was building. For practice owners and service-based founders navigating the messy middle between doing the work and running the business, this conversation cuts to the heart of what it actually takes to make that shift — and why waiting until you're "ready" often means waiting too long. Lindsay brings a rare combination of clinical training and analytical thinking to the business side, having grown the Sterling Group from a solo practice to a multi-therapist team while navigating two maternity leaves and a post-2020 return to in-person care. Key takeaways include why hiring admin support before your first clinician creates leverage, how brand and vibe function as trust infrastructure rather than just marketing, the importance of slowing down to build systems after a fast growth phase, and why in-person connection is making a strong comeback with younger clients and teams alike. Topics covered: solo-to-group practice transition, niche discovery, early-stage hiring strategy, brand investment for professional services, founder-to-CEO mindset shift, culture and accountability tension, demand-driven growth, in-person vs. virtual service delivery, accessibility in mental health. Resources: The Sterling Group, Psychology Today provider profiles, Dan Martell's delegation framework, Michael Gerber's concept of the entrepreneurial seizure. If you're a practice owner or service-based founder building something bigger than yourself, subscribe so you don't miss the conversations that make the journey feel a little less lonely. ------- Episode Produced by Riggg Productions

    39 min
  3. How To Fix The System Gaps That Cause Top Performers To Fail As Managers

    MAR 4

    How To Fix The System Gaps That Cause Top Performers To Fail As Managers

    Most business owners know they need to stop doing the work and start leading it — but the real bottleneck is the layer between vision and execution: managers who were never taught how to think like owners, develop people, or connect daily tasks to business outcomes. In this episode, Wendy Sauré shares her career arc from running Jenny Craig centers to coaching small business owners through Michael Gerber's E-Myth organization to helping scale Siegfried from a small firm into a national enterprise. Along the way, she unpacks why the individual contributor-to-manager transition is the most underleveraged growth lever in mid-size businesses — and why efficiency without effectiveness quietly erodes culture, talent pipelines, and execution. With organizations getting leaner, wages rising, and AI reshaping workflows, the pressure on managers has never been higher — yet most are still figuring it out alone, without frameworks, financial literacy, or real development from above. Wendy brings nearly three decades of experience developing leaders inside entrepreneurial and private companies, from franchises to hundred-million-dollar professional services firms, giving her a rare vantage point on what actually makes managers effective at every stage of growth. Expect practical insights on delegation as multiplication, why rigorous feedback is an act of care, how financial literacy unlocks better decision-making at every level, and why the "work on it, not in it" principle applies as much to managers as it does to founders. Topics: IC-to-manager transition, E-Myth frameworks, delegation and talent development, financial literacy for managers, AI as a human-centered efficiency tool, scaling through people and systems, the cost of efficiency without effectiveness. Resources: E-Myth Revisited by Michael Gerber, Scaling Up by Verne Harnish, Traction by Gina Wickman. Subscribe to C-Suite Chronicles wherever you listen to podcasts and share this episode with a manager in your organization who deserves better support. -------- Produced by Riggg Productions

    50 min
  4. Connection as Strategy: Why Entrepreneurs Who Stay in Their Heads Stay Stuck

    FEB 16

    Connection as Strategy: Why Entrepreneurs Who Stay in Their Heads Stay Stuck

    Most founders walk around convinced everyone else has it figured out — this episode proves otherwise and shows why naming that feeling is the first step toward better leadership. In the debut episode of C-Suite Chronicles, co-hosts Jeremy and Wendy share how they reconnected after nearly a decade apart and why they decided to build a podcast rooted in honest conversation about what it actually takes to run a business. Jeremy walks through his origin story — growing up in a family automotive shop, facing crippling anxiety as a door-to-door salesperson, navigating depression and loss in his early twenties, and eventually finding his footing as a fractional COO and integrator. Along the way, they explore how imposter syndrome shows up at every stage, why entrepreneurship is fundamentally a relationship game, and how community and vulnerability can replace isolation and fear. With AI reshaping how businesses operate and founders feeling more pressure than ever to have all the answers, this conversation is a grounding reminder that the human side of leadership — connection, honesty, and showing up even when it's uncomfortable — still drives the outcomes that matter most. Jeremy brings years of hands-on experience as a fractional COO working with small and mid-size businesses, while Wendy draws on decades of leading peer-to-peer seminars and coaching business owners through growth and transition. Together, they bring complementary perspectives shaped by real operating experience, not theory. Listeners will hear why tracking relationships like a KPI can transform your business development, how failure and anxiety became catalysts for career clarity, what it looks like to use AI in a human-centered way, and why the most powerful thing a founder can do is admit they don't have it all figured out. Topics: founder isolation, imposter syndrome, origin stories, fractional COO path, relationship tracking and behavior metrics, sales anxiety, family business dynamics, community building, human-centered AI adoption, SOP creation with AI, lead generation and conversion, entrepreneurial identity. Resources: EOS (Entrepreneurial Operating System), Catalyst (fractional integrator network), Keith Ferrazzi's relationship management system, Chamber of Connection by Aaron Hurst, Wayne Dyer. Subscribe and follow along as we bring more founders to the mic to share their real stories — because the best way to feel less alone in business is to hear someone else say what you've been thinking. --------- Produced by Riggg Productions

    57 min
  • 4 Episodes

About

C-Suite Chronicles is a human-first show about what it really feels like to build and run a business, when the pressure is real and the answers are not in a tidy LinkedIn carousel. In candid, back-and-forth conversations, two seasoned operators sit down with founders, CEOs, COOs, and growth-stage leaders to unpack the stories behind the roles: the origin moments, the relationships that shaped them, and what is actually on their mind right now. Each episode blends vulnerability with execution. You will hear the messy parts: isolation at the top, decision fatigue, imposter syndrome, cash flow stress, team tension, and the quiet weight of being responsible for other people. Then we translate those experiences into practical operating lessons you can use, without turning it into a lecture. Expect clear talk about priorities, accountability, SOPs, KPIs, leadership habits, and the relationship systems that keep a company healthy when things get loud. AI shows up here too, but not as hype and not as a replacement story. We explore human-centered AI as a way to reduce operational friction through workflows, decision support, and better documentation so leaders can spend more time on judgment, relationships, and the work only humans can do. If you are a founder, owner-operator, COO, or leader trying to scale with clarity and keep your humanity intact, this show is your strategic soundboard and your reminder that you are not the only one figuring it out in real time.

Information

  • Creator
    Jeremy Walter
  • Years Active
    2K
  • Episodes
    4
  • Rating
    Clean
  • Copyright
    © MyAICOO 2026
  • Show Website
    C-Suite Chronicles