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The Thoughtful Entrepreneur

The Thoughtful Entrepreneur

By: Josh Elledge of UpMyInfluence.com
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You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth. You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute. On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts. We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/https://upmyinfluence.com/privacy/ Economics Leadership Management Management & Leadership Marketing Marketing & Sales
Episodes
  • 2362 - The Winning Pair That Future-Proofs Your Business with Optimus' Brad Hart
    Feb 19 2026
    Future-Proofing Leadership: Masterminds and the AI Revolution with Brad Hart

    In this episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sits down with Brad Hart, the Founder of Optimus, to discuss the critical intersection of high-level peer communities and the rapid advancement of artificial intelligence. Brad, a seasoned entrepreneur who has launched over 25 mastermind groups globally, shares how curated human connection serves as the ultimate safeguard against the isolation and disruption of the digital age. This conversation provides a strategic roadmap for small and medium-sized enterprise (SME) leaders looking to integrate AI into their operations while maintaining the deep relationships and creative judgment that technology simply cannot replicate.

    The Strategic Value of Curated Communities in a Tech-Driven World

    The modern business landscape often leaves leaders isolated, navigating complex technological shifts like AI and automation without a trusted sounding board. Brad identifies "The Three R’s"—Results, Relationships, and Recreation—as the essential pillars of a high-impact mastermind group. For a community to be truly transformative, it must drive tangible business outcomes through accountability, foster deep vulnerability among peers, and incorporate shared experiences that combat the pervasive loneliness of leadership. When these elements align, a mastermind becomes more than just a networking group; it evolves into an engine for innovation that helps members ask better questions and see blind spots they would otherwise miss.

    As AI becomes a prediction machine capable of processing vast amounts of data, the role of the human leader is shifting toward wisdom, taste, and discretion. Brad emphasizes that while AI can accelerate the work of a skilled individual, it cannot replace the nuanced judgment or emotional intelligence found in a curated peer group. SME leaders who fail to implement AI by 2030 will likely struggle to remain competitive, but those who succeed will be the ones who treat AI as an accelerator rather than a replacement. By automating routine tasks, leaders can free up their capacity for the high-level strategic thinking and relationship-building that provide a permanent edge in any market.

    To bridge the gap between current operations and an AI-driven future, Brad developed Optimus—a new model of mastermind that combines high-level peer support with cutting-edge technical integration. Unlike traditional coaching programs, this model leverages an integrated platform that connects to a business's tech stack via API, allowing leaders to interact with their data using natural language. This "done-with-you" approach ensures that entrepreneurs aren't just learning about AI in theory, but are actively implementing workflows that increase efficiency and resilience. Ultimately, the goal is to build a business that is technologically advanced yet remains deeply rooted in authentic human connection.

    About Brad Hart

    Brad Hart is the Founder of Optimus and a recognized expert in building and scaling mastermind groups. With a background that includes launching a hedge fund and early ventures in cryptocurrency, Brad has dedicated his career to helping entrepreneurs unlock their potential through the power of curated communities and strategic automation.

    About Optimus

    Optimus is a specialized mastermind group and technology platform designed to help small and medium-sized enterprises prepare for the future of AI. By providing both a high-level peer network and an API-driven automation platform, Optimus helps business leaders streamline their operations and future-proof their companies.

    Links Mentioned in This Episode:

    1. Optimus Official Website
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    21 mins
  • 2361 - Proven Strategies That Transform Businesses with ProfitX's Daniel Strohli
    Feb 18 2026
    Systematizing Growth: Scaling to Eight Figures with Daniel Strohli

    In this episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge speaks with Daniel Strohli, the Founder of ProfitsX, about the specialized strategies required to bridge the gap between mid-sized success and massive scale. Daniel shares his expertise in helping companies in the $5M to $15M revenue range move beyond scattered, founder-dependent operations and into the world of repeatable, process-driven machines. This conversation offers a deep dive into the "connective tissue" of business—the processes that empower people and products to perform at their peak—while providing a masterclass in diversifying lead generation and reclaiming ownership of your audience in an unpredictable digital landscape.

    Transforming Operational Chaos into Scalable Marketing Machines

    The transition from a successful small business to a systematized mid-sized enterprise often fails because founders overlook the critical handoff between marketing and product delivery. Daniel explains that while most businesses in this revenue bracket already possess exceptional people and high-quality products, they lack the robust processes necessary to insulate the company from human error or market shifts. By mapping out every step of the customer journey—from the very first lead touchpoint to long-term client retention—leaders can identify the bottlenecks and redundancies that silently bleed profit. Systematization, in this context, is not about creating rigid bureaucracy; it is about building a measurable framework that frees the team to focus on high-value innovation rather than repetitive troubleshooting.

    A major vulnerability for many growing firms is an over-reliance on a single lead generation channel, whether that be referrals or a dominant social media platform. Daniel advocates for a "rule of three" approach, where businesses pilot and maintain at least three reliable, independent lead streams to protect against algorithm changes or platform instability. This diversification requires meeting the customer exactly where they spend their time, which necessitates a commitment to iterative testing and channel research. Whether it is LinkedIn for B2B outreach or Instagram for consumer engagement, the "right" channel is a moving target that requires constant observation and the agility to adapt marketing spend based on real-time ROI data.

    Amidst the noise of modern social media, Daniel identifies email marketing as one of the most underrated and high-leverage assets a business can own. Unlike social media followers, who are essentially "rented" from third-party platforms, an email list is a portable business asset that facilitates the 20 to 40 touchpoints often required for a high-ticket sale. By segmenting lists based on behavior and automating value-driven follow-up sequences, entrepreneurs can build a level of trust and direct access that algorithms cannot disrupt. For a business to be truly scalable and resilient, it must prioritize owning its audience and treating its email database with the same strategic care as its primary product line.

    About Daniel Strohli:

    Daniel Strohli is the Founder of ProfitsX, where he serves as a strategic consultant for businesses looking to optimize their operations and scale their revenue. With a focus on process-driven marketing and lead generation, Daniel is known for his ability to translate complex founder visions into streamlined, repeatable business models.

    About ProfitsX

    ProfitsX is a business consultancy that specializes in systematization and growth strategies for mid-sized companies. By focusing on the intersection of people, processes, and products, ProfitsX helps firms in the $5M to $15M range build reliable marketing systems and diversified lead generation streams to ensure long-term,...

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    15 mins
  • 2360 - The Doctor’s Playbook for Standing Out in Today’s Healthcare Market with GrassRoots Medical Marketing's Laura Woodard
    Feb 17 2026
    Revitalizing Private Practice: Strategic Medical Marketing with Laura Woodard

    In this episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge speaks with Laura Woodard, the Founder of Grass Roots Medical Marketing, about the intensifying pressures facing independent physicians today. With corporate consolidation and administrative burdens causing an exodus of private practitioners, Laura shares her thirty years of expertise to help doctors reclaim their local authority and compete effectively with hospital-owned entities. This conversation provides a high-level roadmap for healthcare providers to bridge the gap between their clinical excellence and their digital presence, ensuring they can reach the patients who need their specialized care most.

    The Foundational Pillars of Patient Acquisition and Retention

    Success in the modern medical landscape requires moving beyond traditional word-of-mouth and establishing a digital infrastructure that functions as a 24/7 patient advocate. Laura explains that a private practice’s digital "front door" consists of three non-negotiable elements: a high-performing, mobile-optimized website, fully claimed and consistent online profiles, and a proactive strategy for review management. Because a staggering percentage of patients consult reviews and search results before booking, an outdated website or an incomplete Google Business Profile isn't just a minor oversight—it is a direct barrier to growth. By optimizing these touchpoints, doctors can signal credibility and accessibility, turning passive searchers into loyal patients before they even step into the office.

    Beyond the digital interface, the "second front door" of any practice is the front desk staff, whose interactions often dictate the tone of the entire patient experience. Laura emphasizes that marketing doesn't end when a lead is generated; it continues through every phone call and check-in procedure. High-performing practices invest in customer service training for their administrative teams, ensuring that empathy and efficiency are prioritized as much as clinical outcomes. This holistic approach ensures that the promises made by the practice’s marketing are consistently fulfilled by the staff, protecting the provider’s reputation and fostering a culture that naturally generates positive online feedback.

    For busy practitioners who are already balancing patient care with administrative duties, the transition to strategic marketing can feel overwhelming without a systematic framework. Laura introduces the "GRASS Formula"—Gauge, Recognize, Accelerate, Support, and Success—as a data-driven method to diagnose marketing weaknesses and implement sustainable improvements. By auditing website speed, heat-mapping user behavior, and automating review requests, doctors can move from a reactive "do-it-yourself" struggle to a proactive, "done-for-you" growth model. This shift allows physicians to focus on their primary mission of healing while a team of specialists manages the complexities of SEO, social media, and reputation management.

    About Laura Woodard:

    Laura Woodard is the Founder of Grass Roots Medical Marketing and a seasoned marketing strategist with over three decades of experience. Driven by her personal journey as a caregiver and her deep respect for the physician-patient relationship, she specializes in helping private practice doctors survive and thrive in an increasingly corporate healthcare environment.

    About Grass Roots Medical Marketing:

    Grass Roots Medical Marketing is a full-service marketing agency dedicated exclusively to supporting private practice physicians and small medical groups. The agency provides comprehensive, hands-on services—including SEO, web development, and reputation management—designed to increase patient volume

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    19 mins
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