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The Thoughtful Entrepreneur

by Josh Elledge · UpMyInfluence.com & PodVerified.com

The Thoughtful Entrepreneur features candid, commercial-free conversations with the founders, CEOs, and B2B leaders building the companies and ideas shaping their industries.Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency owners, consultants, coaches, and executives with real stories, hard-won lessons, and specific insight for business leaders focused on growth.Host Josh Elledge has conducted 3,000+ interviews, helped launch 300+ podcasts, and has been directly involved in generating $40M+ in client results through relationship-driven media. He knows what makes a guest worth featuring and what makes an appearance actually worth the guest's time.Want to be featured?Guests are selected through PodVerified, the platform built by podcast hosts to restore trust and quality to podcast guesting. If you're a serious B2B expert with a clear message and a story worth sharing, apply here:👉 https://PodVerified.com/podc

From the show's RSS feed, refreshed Oct 31, 2026. Source feed.

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Episodes

  1. 2491 - Staying Ahead of Cyber Threats Through Automated Remediation with Remedio's Tal Kollender

    Automated Cybersecurity Remediation: Eliminating Vulnerability Bottlenecks, Mitigating AI Threat Vectors, and Protecting Infrastructure with Remedio’s Tal Kollender In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Tal Kollender, Co-Founder and CEO of...

  2. 2490 - Combining Human Creativity and AI to Make Video Production Easy with Pictory AI's Vikram Chalana

    Modern Video Scale Architecture: AI Workflows, SEO Visibility, and Interactive Engagement with Pictory AI’s Vikram Chalana In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Vikram Chalana, Founder and CEO of Pictory, to examine how artificial intelligence...

  3. 2489 - Redefining Success Through Balance, Purpose, and Self-Acceptance with Caleb Campbell

    Beyond the Hustle: Unstriving for Authentic Success, Eliminating Soul Exhaustion, and Redefining Executive Ambition with Caleb Campbell In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Caleb Campbell, Keynote Speaker, Executive Coach, and Author of...

  4. 2488 - Finding Financial Security and Joy Without a Total Reset with Your Career Homecoming's Laura Simms

    Redefining Career Fulfillment in Midlife: Strategic Pivots, Whole-Self Alignment, and Sustainable Professional Transitions with Laura Simms In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Laura Simms, Founder and Career Coach at Your Career Homecoming…

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  5. 2487 - Turning Life’s Hardships Into a Competitive Edge with The Unbreakable Advantage Institute's Misty Carson

    Leading Under Pressure: Decoding Executive Stress Styles, Harnessing Adversity, and Driving Strategic Resilience with The Unbreakable Advantage Institute's Misty Carson In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Misty Carson, CEO and Founder of The...

  6. 2486 - Practical Strategies for Building Businesses You Love with Jennie Blackwood

    Scaling Past the Messy Middle: Seven-Figure Business Blueprints, AI Workflows, and Human-Centric Coaching with Jennie Blackwood Coaching's Jennie Blackwood In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Jennie Blackwood, CEO of Jennie Blackwood…

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  7. 2485 - Guide to Finding and Booking Event Talent Without Breaking the Bank with Gigsalad's Mark Steiner

    Revolutionizing Event Talent Acquisition: SEO Growth Strategies, Freemium Marketplaces, and Direct Booking Pipelines with GigSalad's Mark Steiner In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Mark Steiner, Co-Founder and C.E.O. of GigSalad, to examine...

  8. 2484 - Coaching Small Business Owners Through Leadership Challenges and AI Automation Trends with Kenneth Kollasch

    Professionalizing Your Small Business: Systematizing Leadership, Scaling Past the Founder Bottleneck, and Preventing Burnout with Kenneth Kollasch In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Kenneth Kollasch, Owner and Certified Business Coach at...

  9. 2483 - Automate the Busy Work, Amplify the Human Touch with YouEX AI's Tom Gersic

    Engineering the AI-Driven Sales Architecture: Streamlining Workflows, Enhancing Bio-Data Scoring, and Maintaining Human Integrity with Tom Gersic In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Tom Gersic, Founder and CEO of YouEx AI, to explore the...

  10. 2482 - Building Houses and Businesses Without Losing Your Mind with John Cavendish

    Recapturing Freedom and Scaling Past Growth Plateaus with John Cavendish In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with John Cavendish, Strategic Advisor, serial entrepreneur, and founder performance consultant at johncavendish.com, to examine the...

  11. 2481 - The Bold New Approach to Business Visibility with Houndstooth Media Group's Vivienne Wagner

    Building Digital Hospitality: Elevating Business Visibility, AI-Driven Discovery, and User Experience with Houndstooth Media Group's Vivienne Wagner In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Vivienne Wagner, Owner and Founder of Houndstooth Media...

  12. 2480 - Leading Change Through Clarity, Compassion, and Communication with Connie Rawson Coaching's Connie Rawson

    Leading Change Through Clarity, Compassion, and Communication with Connie Rawson Coaching's Connie Rawson In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Connie Rawson, Executive Coach and Founder of Connie Rawson Coaching, to discuss how corporate...

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    OBI 7

  14. One Big Idea 6 - Driving Purpose-Driven Growth: From Identity Alignment and Cellular Health to Executive Resiliency

    One Big Idea 6 - Driving Purpose-Driven Growth: From Identity Alignment and Cellular Health to Executive Resiliency In this episode of One Big Idea, host Josh Elledge connects with Carol Pyke, Dr. Paul Barattiero, Emily Lyman, Stewart Heath, Tanny Diep, and Rachel Apfel Glass to break down the...

  15. One Big Idea 5 - Driving Institutional Growth: From Inner Leadership Healing and Career Reinvention to AI-Driven Search Authority

    One Big Idea 5 - Driving Institutional Growth: From Inner Leadership Healing and Career Reinvention to AI-Driven Search Authority In this episode of One Big Idea, host Josh Elledge connects with Hannah Dalby, Charles McLachlan, Axel Meierhoefer, Bill Quateman, and Eddie Yi to examine the core...

  16. One Big Idea 4 - Driving Operational Excellence: From Algorithm-Free Organic Scale to Transformational Self-Leadership

    One Big Idea 4 - Driving Operational Excellence: From Algorithm-Free Organic Scale to Transformational Self-Leadership In this episode of One Big Idea, host Josh Elledge connects with Nikolas Hake, Scott Doggett, Carol Schultz, Andrew Lafuente, and Jane Monroe to break down the operational...

  17. 2479 - Scaling CrossFit to Help Everyone Train Safely and Succeed with King William District CrossFit's Dan Kachtik

    The Operational Blueprint for High-Yield Community Fitness: Efficient Systems, High-Touch Coaching, and Authentic Brand Growth with Dan Kachtik In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Dan Kachtik, Owner, Programmer, and Coach/Trainer at King...

  18. 2480 - The Proven Marketing Strategy Every Small Business Should Be Using with Client Magnet CRM's Drew Dorenfest.

    The Narrative Conversion Engine: Hollywood Storytelling Mechanics, Organic Search, and Automated CRM Architecture with Drew Dorenfest In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Drew Dorenfest, the Founder of Client Magnet CRM, to examine how…

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  19. 2479 - Combining Veteran Leadership and AI to Empower Small Businesses with Protech Consulting Group's Kamar Perkins

    The Government Contracting Playbook: Leveraging Military Logistics, AI Solutions, and Public Sector Procurement with Kamar Perkins In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Kamar Perkins, an Army National Guard veteran and the Founder and…

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  20. 2478 - Helping Tech Founders Evolve from Technical Experts to Inspiring Leaders with Human Interfaces' Vladimir Baranov

    The Technical Leadership Paradigm: Evolving from Hands-On Builder to High-Impact CEO with Vladimir Baranov In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Vladimir Baranov, Tech Founder Coach, Executive Coach, and Founder of Human Interfaces, to address...

  21. 2477 - Climbing Mountains While Solving the Biggest Challenges in Drug Delivery with Ter-Antonyan Consulting LLC's Vardan Ter-Antonyan

    Advanced R&D Architecture: Eliminating Bioavailability Bottlenecks and Scaling Product Formulation with Vardan Ter-Antonyan In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Vardan Ter-Antonyan, Founder and Managing Principal of Ter-Antonyan Consulting…

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  22. 2476 - Why Focus and Mental Fitness Are the Ultimate Business Advantages for Founders with Unicorn Coach's Cornelius Schmahl

    The Unicorn Growth Formula: Operational Focus, Founder Mindset, and AI Restructuring with Cornelius Schmahl In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Cornelius Schmahl, the Founder of Unicorn Coach, angel investor, and former interim COO at Uber...

  23. 2475 - Aligning Faith, Mindset, and Strategy to Unlock Business Freedom with Bridge to Freedom's Bridget Hom

    The Leadership Alignment Paradigm: Bridging Mindset and Strategy to Eliminate Founder Self-Sabotage with Bridget Hom In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Bridget Hom, the Founder and CEO of Bridge to Freedom, to examine the silent operational...

  24. 2474 - Creating Authentic Brands in a World of Synthetic Content with Lobo Media Marketing's Jiun Liao

    The Architecture of Human Marketing: Engineering Authentic Brand Connection in the Age of AI with Jiun Liao In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Jiun Liao, the Founder and CEO of Lobo Media Marketing, to examine the erosion of audience trust...

  25. 2473 - High Hopes and Legal Loopholes in a Candid Chat About Cannabis with Rudick Law Group's Juliana Salazar

    The Regulatory Playbook for Global Cannabis Expansion: Cross-Border Compliance, Banking Access, and Legal Architecture with Juliana Salazar In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Juliana Salazar, an Attorney and Legal Counsel with Rudick Law...

  26. 2472 - Building a Self-Sustaining Business for Greater Profit and Work-Life Harmony with Lifeonaire's Jason Wojo

    Life-First Business Architecture: Reclaiming Freedom and Scaling Profitability with Jason Wojo In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Jason Wojo, the CEO of Lifeonaire, to examine the severe personal and operational costs that emerge when...

  27. 2471 - Why Every Seller Should Understand Trust-Based Tax Strategies with Capital Gains Tax Solutions' Brett Swarts

    The Wealth Preservation Architecture: Deferring Capital Gains Tax and Maximizing Exit Equity with Brett Swarts In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Brett Swarts, the Founder and CEO of Capital Gains Tax Solutions, to examine the severe tax...

  28. 2470 - The Proven Strategy for Contractors to Generate More Qualified Leads with United Foundry's Matt DeLong

    The Digital Foundation for High-Ticket Contractors: Driving Lead Velocity and Building Unshakeable Authority with Matt DeLong In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Matt DeLong, the CEO of United Foundry, to unpack the digital marketing…

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  29. 2469 - Publishing for Real Authority in the Age of AI with Digital Authors' Wiebke Tasch

    The New Author Benchmark: Navigating Market Demand, Ethical AI, and Literary Authority with Wiebke Tasch In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Wiebke Tasch, the Founder and CEO of Digital Authors, to examine the shifting economics of book...

  30. 2468 - Preparing Your Service Business for Growth and a Higher-Valuation Exit with Exit 3D Studio's Muriel Touati

    Closing the Valuation Gap: Eliminating Founder Dependency and Engineering Autonomous Revenue Engines with Muriel Touati In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Muriel Touati, the Founder and CEO of Exit 3D Studio and author of The Valuation Gap,...

  31. 2467 - The New Lead Generation Strategy Built on Personal Branding with Belkins' Vladyslav Podoliako

    The Architectural Edge in Modern Outbound: Engineering B2B Revenue Engines with Vladyslav Podoliako In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Vladyslav Podoliako, the Founder and CEO of Belkins, to examine the tectonic shifts occurring across the...

  32. 2466 - Transforming Community Living Through AI Virtual Concierges and Digital Innovation with Unitify's Ilia Sotonin

    The Digital Transformation of Real Estate: Modernizing Property Management and Strategic Roll-Ups with Ilia Sotonin In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Ilia Sotonin, the Founder and CEO of Unitify, to examine the operational friction and...

  33. 2465 - Blending Hospitality and Technology to Create Unforgettable Events with Snapbar's Sam Eitzen

    The Experiential Technology Paradigm: Scaling AI Event Activations and Corporate Asset Design with Sam Eitzen In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Sam Eitzen, the CEO and Co-Founder of Snapbar, to examine how physical event engagement models...

  34. 2464 - The Podcast Strategy Behind Successful Fundraising with The Aebli Group's Justin Starbird

    The Content Engine Architecture: Driving Capital Campaigns and B2B Authority with Justin Starbird In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Justin Starbird, the CEO of The Aebli Group, to examine the evolving operational frameworks required to…

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  35. 2463 - Blowing New Life into Small Business Growth and Video Content with Upwynn Marketing's Liz Mbwambo

    The Human Element Advantage: Driving Authentic Conversion and Algorithmic Visibility with Liz Mbwambo In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Liz Mbwambo, the Founder and CEO of Upwynn Marketing, to examine the shifting operational mechanics...

  36. 2462 - Finding the Right Expert Made Easy with DiscussIt's Rita Rai

    The Human Intelligence Advantage: Monetizing Knowledge and Bypassing AI Information Fatigue with Rita Rai In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Rita Rai, the Founder and CEO of DiscussIt, to examine the modern operational limitations of…

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  37. 2461 - Creating Clarity and Growth in Law Firms Through EOS with Scaling Law's Brooke Lively

    Dismantling the "Heroic Lawyering" Trap: Architectural Systems and Financial Scaling with Brooke Lively In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Brooke Lively, the founder of Scaling Law, to unpack the structural vulnerabilities that routinely...

  38. 2460 - Moving Beyond Feel-Good Workshops to Achieve Sustainable Leadership Results with Cygnet Consulting's Shaheena Janjuha Jivraj

    The Data-Driven Executive: Measuring Behavioral Impact and Cultivating Resilience with Shaheena Janjuha-Jivraj In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Shaheena Janjuha-Jivraj, a globally recognized leadership consultant, author, and the…

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  39. 2459 - Mastering Client Attraction and Sales Team Building for Six and Seven-Figure Founders with Stairway to Leadership's Maggie Perotin

    The Architecture of Scale: Optimizing Conversion Funnels and CEO Mindset with Maggie Perotin In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Maggie Perotin, a premier business and leadership coach and the founder of Stairway to Leadership, to dismantle...

  40. 2458 - Revolutionizing E-Commerce Personas with Reap Commerce's Brice McBeth

    The Persona Paradox: Overcoming Saturated Attribution and Decoding Consumer Intent with Brice McBeth In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Brice McBeth, the Founder and CEO of Reap Commerce, to dissect the severe operational constraints…

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  41. One Big Idea 3 - Driving Enterprise Value: From Funding Architectures and Radical Letting Go to Systems-Driven Revenue

    One Big Idea 3 - Driving Enterprise Value: From Funding Architectures and Radical Letting Go to Systems-Driven Revenue In this episode of One Big Idea, host Josh Elledge connects with Anthony Rose, Latif Hamilton, Dan Rochon, Ronald Robinson, and Mark Osborne to dissect the foundational…

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  42. 2457 - The Franchise Empire Changing How We Work and Pamper Pets with Loyalty Brands' John Hewitt

    The Duplication Blueprint: Navigating Consumer Evolution and Fiduciary Franchising with John Hewitt In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with John Hewitt, a legendary figure in corporate expansion and the Founder and CEO of Loyalty Brands, to...

  43. 2456 - Growing Your Business Through the Power of a Non-Fiction Book with Solopreneur Solution's Donna Amos

    The Authority Asset: Engineering Business Growth and Media Leverage Through Authorship with Donna Amos In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Donna Amos, the founder of Solopreneur Solutions, to dismantle the commercial misconceptions…

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  44. 2455 - Leadership Lessons from Horses for Today’s Executives with Business HorsePower's Julia Felton

    Unbridled Efficiency: Deconstructing Herd Dynamics and Distributed Corporate Governance with Julia Felton In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Julia Felton, the founder of Business HorsePower, to dismantle the archaic, centralized power...

  45. 2454 - Modern Invoice Financing Designed for Emerging Markets with Jia's Zach Marks

    Democratizing Global Private Credit: AI Underwriting and Receivables Financing with Zach Marks In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Zach Marks, the Co-Founder and CEO of Jia, to dissect the systemic financial bottlenecks that restrict capital...

  46. 2453 - Turning Businesses into Thriving Franchises with Big Sky Franchise Team's Tom DuFore

    The Architecture of Duplication: Systematizing Scale and Designing Franchise-Ready Engines with Tom DuFore In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Tom DuFore, the CEO of Big Sky Franchise Team, to deconstruct the complex operational mechanics...

  47. 2452 - Embracing Life’s Challenges Through Emotional Strength and Humor with Doug Johnston

    The Neuro-Emotional Dashboard: Mastering Behavioral Intelligence and Executive Resilience with Doug Johnston In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Doug Johnston, the author of Choosing Emotions, to deconstruct the critical emotional variables...

  48. 2451 - Progressive Culture Coaching Transforming Organizations Through Decentralized Decision-Making Liberty Mind's Lizzie Benton

    The Self-Managing Enterprise: Eradicating Decision Fatigue and Decentralizing Corporate Governance with Lizzie Benton In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Lizzie Benton, the founder of Liberty Mind, to dismantle the legacy hierarchical...

  49. 2450 - Building Entrepreneurial Freedom Through Strategic Leadership with Mark Rampolla

    Upgrading the Executive Operating System: Navigating "Founder Puberty" with Mark Rampolla In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Mark Rampolla, the Co-Founder and Managing Partner of Mark Rampolla Co., to dissect the profound identity shifts...

  50. 2449 - A Thoughtful Entrepreneur’s Guide to Financial Planning, Investing, and Living Abundantly with COE Financial Group's Chad Coe

    Architectural Abundance: Tuning Out Market Volatility and Structuring Purposeful Wealth with Chad Coe In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Chad Coe, the Founder and Owner of COE Financial Group, to dissect the systemic emotional traps that...

About this show

The Thoughtful Entrepreneur features candid, commercial-free conversations with the founders, CEOs, and B2B leaders building the companies and ideas shaping their industries.Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency owners, consultants, coaches, and executives with real stories, hard-won lessons, and specific insight for business leaders focused on growth.Host Josh Elledge has conducted 3,000+ interviews, helped launch 300+ podcasts, and has been directly involved in generating $40M+ in client results through relationship-driven media. He knows what makes a guest worth featuring and what makes an appearance actually worth the guest's time.Want to be featured?Guests are selected through PodVerified, the platform built by podcast hosts to restore trust and quality to podcast guesting. If you're a serious B2B expert with a clear message and a story worth sharing, apply here:👉 https://PodVerified.com/podc

Hosted by

Josh Elledge · UpMyInfluence.com & PodVerified.com

Frequently asked questions

How many episodes does The Thoughtful Entrepreneur have?

The Thoughtful Entrepreneur has 1,000 episodes on PodParley. The most recent episode was published on October 14, 2026.

What is The Thoughtful Entrepreneur about?

The Thoughtful Entrepreneur features candid, commercial-free conversations with the founders, CEOs, and B2B leaders building the companies and ideas shaping their industries.Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency...

How often does The Thoughtful Entrepreneur release new episodes?

The Thoughtful Entrepreneur publishes daily, based on its 1,000 episodes since March 2023.

Who hosts The Thoughtful Entrepreneur?

The Thoughtful Entrepreneur is created and hosted by Josh Elledge · UpMyInfluence.com & PodVerified.com.
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