The Thoughtful Entrepreneur Podcast Por Josh Elledge of UpMyInfluence.com arte de portada

The Thoughtful Entrepreneur

The Thoughtful Entrepreneur

De: 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/ Economía Gestión Gestión y Liderazgo Liderazgo Marketing Marketing y Ventas
Episodios
  • 2328 - Overcoming Skepticism in Hiring Senior Talent Overseas with Rekruuto's Sid Jashnani
    Nov 24 2025
    Unlocking Global Talent and Founder Freedom: Insights from Sid Jashnani of Rekruuto

    In this episode, host Josh Elledge talks with Sid Jashnani, Founder of Rekruuto and certified EOS implementer, about how founders can reclaim their time, scale with confidence, and access high-performing global talent. Sid shares his personal leadership journey, his frameworks for effective delegation, and his expert perspective on hiring senior-level overseas professionals—revealing practical, repeatable systems founders can apply immediately.

    The Power of Global Hiring and Delegation for Founders

    Sid’s story begins on the golf course with his 14-year-old son during a period of serious illness—an experience that reshaped how he leads both at home and in business. Instead of defaulting to advice or correction, Sid embraced curiosity, asking open-ended questions that encouraged deeper connection. This same leadership principle applies directly to business: when founders listen more and prescribe less, teams become empowered, engaged, and more accountable.

    Sid also challenges the common belief that overseas hiring should be limited to entry-level roles. Drawing from his experience in the Philippines, he explains why many mid- and senior-level professionals abroad bring global expertise, strong process orientation, and cultural adaptability—making them strong fits for operations, marketing, finance, and management roles within EOS-driven companies. With proper onboarding and context-sharing, these hires integrate seamlessly and provide exceptional value at a fraction of the cost.

    To help founders free themselves from burnout and low-value tasks, Sid offers his four-quadrant time audit: a simple but powerful system for categorizing activities based on skill and enjoyment. By identifying tasks you are good at but dislike—or those you neither enjoy nor do well—leaders can delegate strategically, reinvesting their energy into high-impact work that drives revenue, growth, and clarity.


    About Sid Jashnani

    Sid Jashnani is the Founder of Rekruuto, a global hiring agency specializing in matching U.S. companies with senior-level talent from overseas. As a certified EOS implementer and seasoned entrepreneur, Sid helps founders streamline their operations, delegate effectively, and scale sustainably. Connect with Sid on LinkedIn.


    About Rekruuto

    Rekruuto helps founders and business owners hire skilled global talent through a risk-free, flexible model. Specializing in mid-level and senior overseas professionals—particularly from the Philippines—Rekruuto provides vetted candidates, trial periods, and month-to-month engagement options. Their mission is to help founders reclaim their time by delegating confidently and scaling with the right people in the right seats.


    Links Mentioned in This Episode
    • Sid Jashnani LinkedIn Profile
    • Rekruuto website

    Key Episode Highlights
    • Why curiosity-based leadership strengthens both family and team relationships
    • The advantages of hiring mid- to senior-level overseas talent
    • Cultural adaptability and global experience of Filipino professionals
    • Sid’s four-quadrant time audit for identifying delegation opportunities
    • How to calculate the value of your time as a founder
    • Rekruuto’s risk-free hiring model and month-to-month flexibility
    • How to start small and scale confidently with global...
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    20 m
  • 2327 - Elevate Your Business Performance through Nearshoring and AI with WorkBetterNow's Rob Levin
    Nov 23 2025
    Unlocking the Power of Nearshore Talent: Insights from Rob Levin of WorkBetterNow

    In this episode, host Josh Elledge talks with Rob Levin, Chairman and Co-Founder of WorkBetterNow, about how nearshore talent is transforming the way small and mid-sized businesses scale and strengthen their teams. Rob—also the host of the Great Talent Great Business podcast and author of the forthcoming New Talent Playbook—explains why nearshoring offers a competitive advantage and how companies can use it to build high-performing, culture-aligned teams.

    Why Nearshore Talent Is Transforming the Modern Workforce

    Rob explains that U.S. companies continue to battle a persistent talent shortage, rising salaries, and intense competition for high-performing professionals. Nearshoring solves these challenges by giving leaders access to highly skilled, English-proficient team members across Latin America who work in real time, align culturally, and bring strong loyalty and work ethic.

    He shares examples of how roles such as executive assistants, estimating support, inside sales, marketing, finance, and customer service can dramatically increase organizational capacity. When leaders delegate operational tasks to nearshore professionals, they free themselves to focus on strategy, revenue, and growth. WorkBetterNow further strengthens this advantage by training all talent in AI, boosting efficiency, accuracy, and innovation.

    Rob also highlights how nearshoring simplifies HR for business owners. WorkBetterNow handles payroll, compliance, and all employment-related responsibilities, eliminating legal risk and administrative burden. Companies see the best results when they treat nearshore professionals as integrated team members—with clear expectations, cultural inclusion, and strong communication rhythms.


    About Rob Levin

    Rob Levin is the Chairman and Co-Founder of WorkBetterNow and a respected authority on hiring, talent strategy, and small business growth. As host of the Great Talent Great Business podcast and author of The New Talent Playbook, Rob helps leaders build effective, scalable teams with clarity and confidence. Connect with Rob on LinkedIn.


    About WorkBetterNow

    WorkBetterNow provides full-time, dedicated nearshore professionals from Latin America to U.S.-based companies. Through its Precision Match Process and rapid onboarding, WorkBetterNow delivers culturally aligned, highly skilled talent while managing all HR, payroll, and compliance. Their mission is to help small and mid-sized businesses scale smarter by integrating exceptional nearshore team members.


    Links Mentioned in This Episode
    • Rob Levin’s LinkedIn Profile
    • WorkBetterNow Website

    Key Episode Highlights
    • Why nearshoring is becoming essential for SMB growth
    • The top roles where nearshore professionals deliver the most impact
    • How WorkBetterNow trains its talent in AI for increased productivity
    • The importance of cultural fit and team integration in remote teams
    • How nearshoring reduces hiring risk, compliance pressure, and administrative load
    • A breakdown of WorkBetterNow’s Precision Match Process

    Conclusion

    Rob’s insights reveal the growing importance of nearshoring as a long-term workforce strategy. With the right partner and processes in place, leaders can build deeply committed,...

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    18 m
  • 2326 - The Power of Stacking Great Weeks for Lasting Impact with 2b Limitless' Mick Todd
    Nov 22 2025
    From Chaos to Clarity — How To Be Limitless Helps You Lead with Discipline and Impact

    In this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Mick Todd, high-performance coach and Founder of To Be Limitless. Mick shares powerful insights on how to unlock clarity, discipline, and high performance to create lasting success—both personally and professionally. With his background in elite coaching and leadership development, Mick helps entrepreneurs and executives design lives filled with purpose, intentionality, and measurable progress.

    Stack Great Weeks, Build a Limitless Life

    Mick Todd believes success doesn’t come from dramatic overhauls—it comes from consistently stacking great weeks. In this episode, he shares how the To Be Limitless method helps leaders move from chaos to clarity through structured weekly execution, self-discipline, and aligned behaviors. His framework is grounded in practical performance science and designed to help people focus on what truly matters.

    One of Mick’s core philosophies is that clarity drives discipline—and discipline drives results. Through coaching, leadership intensives, and team engagement strategies, To Be Limitless works with clients to improve time ownership, foster accountability, and drive alignment between vision and action. Mick also emphasizes the importance of compliance—not as a restriction, but as a powerful way to stay committed to personal and team goals.

    Whether you're leading a team or trying to better manage your own energy, Mick’s advice is clear: create structure, define what a "great week" looks like, and repeat. With intention and consistency, you can build a life and business that feel truly limitless.


    About Mick Todd

    Mick Todd is a globally respected high-performance coach and the Founder of To Be Limitless. He works with leaders, entrepreneurs, and elite teams to cultivate clarity, structure, and intentional living. His mission is to help individuals and organizations unlock their full potential through meaningful discipline and powerful personal development. Connect with Mick on LinkedIn.

    About 2b Limitless

    2B Limitless is a high-performance coaching and leadership development firm that helps individuals and teams transform how they think, work, and lead. With a focus on clarity, compliance, and elite execution, the company offers 1:1 coaching, executive retreats, and corporate programs designed to deliver sustainable success.


    Links Mentioned in This Episode
    • 2b Limitless Website
    • Mick Todd on LinkedIn

    Episode Highlights
    • How stacking “great weeks” leads to lasting performance and clarity
    • Why clarity and discipline are the cornerstones of success
    • How To Be Limitless supports both personal and professional transformation
    • The role of compliance and structure in driving high performance
    • Strategies for increasing engagement and alignment within teams

    Conclusion

    Mick Todd’s approach to high performance is both simple and profound: start with clarity, execute with discipline, and build momentum week after week. Through his work with To Be Limitless, Mick empowers leaders to live and work with greater purpose,...

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    19 m
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