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Chief Influencer is a podcast that explores how today’s successful leaders inspire and influence others to make an impact in the world. They aren’t just Chief Executives, they’re “Chief Influencers.” We interview a range of leaders and uncover how they build authentic connections - both inside their organizations and beyond. Your next breakthrough idea may come from a Chief Influencer facing similar challenges in a completely different sector.
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Is it possible for a long-haul driver to have both the career and the family they love? Yes, and this podcast is where you’ll get directions to a destination not found on any map. I’m Andrew Winkler and I know how it feels to be driven too far, which is why I’m giving you the truth about trucking so you can have both your family and your career.
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The Insurance Technology Podcast

The Insurance Technology Podcast

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The Insurance Technology Podcast brings together interesting people from across the insurance ecosystem to discuss and debate technology’s impact on insurance products, businesses, and the industry. While “InsurTech” seems like the buzzword of choice these days, insurance technology has been around for decades. As a true believer that the past informs the future, podcast host Reid Holzworth speaks to both insurance industry “godfathers” – the original innovators who paved the way for tech at ...
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Host Anthony Shop interviews the Honorable Jacques Pitteloud, Switzerland's Ambassador to the United States. Since his appointment in 2019, Ambassador Pitteloud has leveraged his extensive Foreign Service career since 1987, serving in diverse locations such as Saudi Arabia, Kenya, and Uganda. Pitteloud passionately discusses his mission to redefine…
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Are you a truck driver tired of being lured by empty promises from recruiters? In this episode, Andrew explains practical tips for drivers to navigate the recruitment process, including conducting thorough research and asking specific questions. Exposing the truth behind recruiter tactics and how they can often mislead drivers. With high pressure t…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Power Skills Hey, IMPACT Driver! A dear friend read me a passage from a book that made me think of you. It was about problem-solving and knowing what you should and shouldn’t own. Delivery leaders often feel powerless over problems they think…
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Today, we are honored to host Dr. E. Anders Kolb, President and CEO of The Leukemia & Lymphoma Society (LLS). With a distinguished background as a pediatric hematologist oncologist, Dr. Kolb's journey is intertwined with a deeply personal commitment—fueled by his wife's battle with follicular lymphoma—to eradicating these diseases. Today, he leads …
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Tired of wasting time on trucking job ads that overpromise and underdeliver? You're not alone. In this episode, we expose the deceptive marketing tactics some carriers use to lure in drivers with unrealistic pay and mileage claims. Discover the red flags hidden in those "big miles, big money" ads and learn how to spot companies that prioritize fill…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business Acumen Hi, IMPACT Driver! I know, I know, as much as I tell you NOT to make your focus the templates and tools (or dare I say the “F-word” forms), you DO need them. However, I do want you to consider how YOU think AND how you talk ab…
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In this episode, host Anthony Shop introduces Bryan Corbett, President and CEO of MFA, the voice of the global alternative investment industry. The conversation explores Bryan's extensive background in both public and private sectors, including his tenure at the Carlyle Group and his role in the George W. Bush administration. Key topics include the…
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Have you ever felt frustrated with a lease agreement that didn't meet your expectations? In this eye-opening episode, Andrew goes deep into the intricacies of lease agreements in the trucking industry, exposing common pitfalls and revealing the keys to successful partnerships. He dissects the crucial elements of lease agreements, highlighting the i…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business Acumen Hi, IMPACT Driver! How Clearly Do Your Executives Understand the Value You Drive in Your Organization? Is your role in accelerating strategy delivery clearly defined in a way both you and your stakeholders can simply describe?…
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In this episode of The Insurance Technology Podcast, Reid chats with Dr. Douglas Brackmann, author and psychologist, for a deep conversation about neurodivergence related to being what Dr. Doug calls “driven.” Tune in to hear how Doug self-identified as neurodivergent and driven at a young age, and how seeing a psychologist drove him to inspire oth…
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In this episode, Maya Ajmera, President and CEO of Society for Science and Executive Publisher of Science News, shares her inspiring journey. From founding the Global Fund for Children at just 23 years old to revitalizing Society for Science, Maya has pioneered impactful initiatives. This show highlights her role in establishing a vast grassroots n…
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Did you know that one bad hire can cost a company millions of dollars? In this episode, we dive into a real-life case that resulted in a $47 million dollar verdict against a major trucking company. Andrew tackles this crucial topic for the trucking industry - costly nuclear verdicts. You will learn about the catastrophic accident, a $47 million ver…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business Acumen Hi, IMPACT Driver! In my new book, The IMPACT Engine, I share a concept I learned from my friend, Stuart Easton, Co-Host for the IMPACT Summit, that will change the game for you if you want to address the real root cause of pr…
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Congressman and Chief Influencer Andy Kim was recently victorious in the NJ primary election for the United States Senate representing the Third Congressional District of New Jersey. Congratulations, Congressman Kim! In celebration of his achievement, we are pleased to revisit his insightful interview with our host, Anthony Shop, from earlier in th…
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Are you tired of filling out driver applications, only to never hear back from potential employers? Well, you're not alone. In fact, 60% of truck driver applications are rejected due to common mistakes that could easily be avoided. In this episode, Andrew discusses the most common pitfalls in the application process and how to avoid them. You will …
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business Acumen Hi, IMPACT Driver! I have a secret for you. If you want to move the needle in your organization, you might be trying too hard to do the big visible things and not spending enough time doing the boring work. I was taking a Pelo…
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In this episode of The Insurance Technology Podcast, Reid chats with Fenris CEO and Founder Jen Linton for another insightful interview live from House of Blues at Insurtech Boston ’24. Tune in to get inspired to dream big as we explore Jen’s journey from growing up in a large family in the Salt Lake City suburbs, becoming a microbiologist, obtaini…
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Authentic leadership originates from one's core character and values, which guide their actions and decisions. Embracing this approach enhances leadership effectiveness. It demands deep self-understanding and acceptance, as this authenticity steers our choices and inspires others. In our latest episode, Dr. Gregory Fowler, President of the Universi…
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Are you a truck driver or fleet manager looking to protect your operations from costly fuel scams? Look no further! In this episode. Andrew uncovers the harsh reality of fuel fraud in the trucking industry. Learn about the different types of scams, from skimming devices at fuel pumps to "friendly fraud" within companies, and gain critical insights …
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In this compelling episode, we are joined by Cary Hatch, a revered entrepreneur and brand advocate who has transformed MDB Communications into an industry powerhouse and now serves as Senior Counsel at Hart. Cary shares her journey from purchasing her employer at age 30, to leading through numerous economic challenges, and building robust relations…
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Are you an owner-operator looking to maximize your profits? In this episode, we will provide you with the best practices to bring home more money. Joining Andrew is Mike Hosted from ATBS (American Truck Business Services) to break down the best practices for owner-operators. From understanding your costs to setting up a foolproof tax-saving strateg…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business Acumen Hi, IMPACT Driver! Have you ever felt personally attacked when trying to implement new processes? 😟 In this episode, I’m going to share a little of my own experience dealing with the blame game and explain why personal attacks…
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In this episode of The Insurance Technology Podcast, Reid chats with Surround Insurance CEO and Co-founder Kate Terry for an engaging conversation from Insurtech Boston ’24. Tune in to get to know Kate, from her Boston upbringing and work ethic that started at an early age to a new passion for tap dancing and how she’s always chasing a challenge. E…
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Allan Golston is the President of the United States Program at The Gates Foundation. The foundation is dedicated to advancing educational opportunities and ensuring equitable academic and economic outcomes for all students, particularly those from low-income backgrounds and students of color. Allan's unique leadership approach hinges on the power o…
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Are you a trucker who constantly finds yourself frustrated when working with brokers? Look no further, because in this episode, we're diving into the top five driver issues when hauling broker freight. Joining Andrew is special guest Dan Adams from Chief Logistics as they discuss crucial topics when dealing with brokers such as communication barrie…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business Acumen Hi, IMPACT Driver! Are you frustrated with the gap between your organization’s strategic plans and actual results? 🤔 I can tell you who likely is frustrated…your executives. In this episode, I’m tackling this very issue head-o…
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Max Friedman is the Co-Founder and CEO of Givebutter, an all-in-one nonprofit fundraising and CRM platform that has powered nearly $2 billion in donations. Having started the company in his college dorm room, Max's journey highlights the blend of self-taught technical skills and a mission-driven approach to make online giving fun, social, and trans…
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Truck drivers if you’re thinking about quitting your carrier make sure you know what’s up the road for your career! Don't make a move without listening to this episode as Andrew breaks down the steps to consider when switching jobs and the impact of honest conversations between drivers and carriers. In this episode, Andrew uncovers why transparency…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business Acumen Hey, IMPACT Driver! Are you curious about where your PMO stands in 2024? We’ve got something special for you! Our friends at The PMO Squad have just released their 2024 PMO Research Report, and in our latest podcast episode, w…
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In this episode of The Insurance Technology Podcast, Reid covers key post-event takeaways from Insurtech Boston ’24, captured live from House of Blues with Nick Lamparelli, managing partner of Insurance Nerds, and Charles “Chip” Bacciocco, CEO of TrustedChoice.com. Get ready to be inspired as these three insurtech thought leaders reflect on the eve…
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Shawn Martin is the Executive Vice President and CEO of the American Academy of Family Physicians (AAFP), a medical specialty organization representing 130,000 family physicians and medical students nationwide. In his role, Shawn provides strategic leadership to the AAFP and directs the mission-driven work of the nation's largest primary care organ…
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Ready to make more money as a truck driver? Leasing programs can help any driver take control of their financial future. In this episode, Andrew shares the empowering success story of Brian – a driver who turned his life around through a lease program. Discover the ins and outs of becoming an independent contractor, weighing the risks and rewards, …
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business Acumen Hi, IMPACT Driver! Do you ever wonder why, despite following all the industry advice, your organization still struggles to bridge the gap between strategy and execution? You’re not alone. Many companies face the same challenge…
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The majority of us stream music as part of our daily routines, often without considering the intricate process that enables us to access our favorite tracks. Drawing upon his expertise in streaming policy from the UK and beyond, Graham Davies is the President and CEO of DiMA, the Digital Media Association, in the United States. He shares why we sho…
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Have you been considering a truck lease program but not sure if it's the right move for your business? Before making any major financial decisions, join Andrew in this eye-opening episode where he shares real-life stories and insights from experienced drivers. Andrew breaks down the pros and cons of truck lease programs.; from the potential for big…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business AcumenHey, IMPACT Driver! What's in a name? Well, a lot. What you call yourself and your team can have a big influence on how your stakeholders perceive you and the value you drive in your organization. Do you call yourself a PMO lea…
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In this episode of The Insurance Technology Podcast, co-host Christen Kelley puts Reid in the hot seat for the first time in a new format we will occasionally use. Reid shares his thoughts on current industry topics. Tune in to hear Reid fly solo as the guest, sharing his point of view on the industry, from single sign-on solutions to connectivity …
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Jeffery J. Mondak is a renowned professor of political science at The University of Illinois Urbana-Champaign. He is known for his research on misinformation and his creative approach as a poet and songwriter for children. In today’s episode, Jeffery and host Anthony Shop explore the impact of misinformation and the value of diversity and creativit…
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Why is nobody talking about drugs, cheating on logs and driver turnover? In this episode, Andrew, a seasoned trucker himself, tackles rarely discussed issues within the trucking industry. From substance abuse and the challenges with electronic logging devices (Elogs) to insights on the frightening turnover rates, Andrew covers it all with transpare…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Business AcumenHey, IMPACT Driver! On May 14, it's International PMO Day. To celebrate, I'm announcing the official public launch of The IMPACT Engine: Accelerating Strategy Delivery for PMO and Transformation Leaders. In this episode, I'm sh…
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Johnny C. Taylor serves as the President and CEO of SHRM, a global organization dedicated to advocating for the interests of workers and workplaces. With a membership of 325,000 individuals spanning 165 countries, SHRM is a leading authority and convener on contemporary workplace issues, impacting millions of workers and families worldwide. At the …
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Are you looking to become a truck driver but not sure which lease option is right for you? Well, you're in luck because in this episode Andrew will be breaking down the differences between lease-operating and lease-purchasing to help you make the best decision for your career and financial goals. Understanding these programs is key, whether you're …
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Power SkillsHey, IMPACT Driver! I have a very important message for you in today's episode. Are you celebrating International PMO Day on May 14? I'd love for you to join me here. It's free, plus you'll get a sneak peek into my new book The IM…
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In this episode of The Insurance Technology Podcast, podcast co-host Christen Kelley picks some of the best insights from host Reid Holzworth as we celebrate the podcast’s third anniversary today! With more than 70 episodes, Reid has interviewed a ton of industry greats, but he’s also shared a lot of his own passion and industry insights. Tune in t…
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Steven Taylor is the President and CEO of the Arthritis Foundation, an organization dedicated to finding a cure and improving the lives of nearly 60 million Americans with arthritis. They align advocacy and science with patient priorities, drive progress through awareness, education, and research, and empower individuals with arthritis to live full…
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Have you ever wondered what really goes on behind the scenes of the trucking industry? From exploitative labor practices to safety concerns and the push towards environmental responsibility, it's a complex and challenging landscape. With years of experience in the trucking industry, Andrew's seen it all and knows how challenging it can be for drive…
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Welcome to the PMO Strategies Podcast + Blog, where PMO leaders become IMPACT Drivers! PMI Talent Triangle: Ways of WorkingHey, IMPACT Driver! This week, we're featuring Stuart Easton, CEO of TransparentChoice, and talking all about whether or not you really can use AI to transform your transformation. Episode Highlights:Why Portfolio Management is…
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Bill Smith is the Founder and CEO of Inseparable, an organization dedicated to advancing mental health policy. Additionally, he holds the position of Chair at Civitas Public Affairs Group, a firm he co-founded. At Civitas, he guides philanthropists, foundations, and donor collaboratives on various policy objectives alongside national non-profit org…
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How do you get 100,000 downloads? The road to 100,000 takes a lot of patience, strategy, and knowing how to reach people. In this episode, you will learn what it takes to meet such an achievement. Andrew is joined by Tracy Winkler of Elevate to Grow and Matt Tompkins of Two Brothers Creative. Tracy and Matt were instrumental in guiding Andrew on th…
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