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Brett Gilliland Podcasts

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If you’re one of the 3-5% of entrepreneurs that’s grown their business to seven figures in revenue, congratulations! You are an ELITE entrepreneur. Few people can say they’ve accomplished what you have. I’m sure that success hasn’t stopped you from wondering: What’s the next step? Getting from six to seven figures is a commendable and extremely difficult feat, but it’s not smooth sailing after you clear the $1 million mark. If you’re like a lot of entrepreneurs, you’re probably encountering ...
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I’m Casey Jacox, the host of the Quarterback Dadcast. As fathers, we want to help prepare our kids—not only to enter the professional world but to thrive in each stage of their lives. Guests of this show include teachers, coaches, professional athletes, consultants, business owners, authors—and stay-at-home dads. Just like you! They share openly about failure, success, laughter, and even sadness so that we can all learn from each other—as we strive to become the best leaders of our homes! Yo ...
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Hosted by business coach and author Andy Brown, the Exploring Emotional Overdraft Pod is a series of honest and thought-provoking conversations with business founders and leaders, during which they explore: - Their relationship with their own emotional overdraft - The challenges they face in their businesses - The impact running a business has had on their mental and physical wellbeing - Valuable lessons they’ve learnt along the way. A pod for business leaders or founders who have a habit of ...
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Send us a text So SORRY everyone! This episode should've gone out earlier this year, so you will get a bonus episode this month! What if the simplest way to lead your family and your career was to write it down and keep showing up? That’s the heartbeat of our conversation with Brett Gilliland—CEO of Visionary Wealth Advisors, and dad who opens up a…
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Raju Patel founded eShow over 25 years ago after building a speaker portal for a magazine company and realizing he had a repeatable software product. What began as a one-man shop in suburban Chicago evolved into a robust event-management platform serving associations that needed complex, multi-module functionality. His business grew steadily as he …
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Send us a text What if the real edge in parenting is the same edge that wins on the course: a clear target, acceptance of misses, and total commitment to the next shot? We sit down with Decade Golf founder Scott Fawcett for an unfiltered conversation about fatherhood, emotional control, and the strategy mindset that turned a former hothead into a c…
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Dharshan Rangegowda, founder of ScaleGrid, left a decade-long engineering career at Microsoft to solve a painful database operations problem he had lived firsthand. After early missteps selling to enterprises, he shifted to helping developers manage MongoDB, Redis, and Postgres on the cloud, bootstrapping the business from scratch. ScaleGrid grew s…
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Send us a text Without Threase Baker, today's episode would never have happened....Thank you!!!! What happens when the person who commands rooms across continents can’t get a 10-year-old to go to bed? We sit down with a former Reebok and Adidas executive who built categories, led massive teams in Asia, and then walked into the hardest leadership ar…
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Gaurav Bhasin is the founder and managing director of Allied Advisers, an M&A advisory firm whose principals have completed over 100 sell-side transactions for software and tech founders. After two decades in investment banking and tech M&A, Gaurav is a sell-side advisor to B2B software founders who have built successful businesses and want to expl…
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Send us a text Some stories punch through the noise because they’re real, a little rough, and full of heart. Adam Bilinski’s path runs from a single mom’s sacrifice and a grueling work ethic to a flagpole accident that nearly ended his chance to be a dad—then into the high-pressure world of New York tech hiring, where process and people beat buzzwo…
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Natalie Barbu is the founder and CEO of Rella, a SaaS platform built to streamline collaboration and workflows for social media teams and agencies. She began as a YouTube creator, grew a following of over 300,000, and then identified the fragmentation of the creator tools market — which led her to build Rella 1.0. With some small seed funding, the …
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Send us a text Thank you, Steve Garraty, for making this week's episode possible! Today, we welcome Lon Stroschein to the podcast. Lon's story hit home for me after spending over 20 years in corporate America. He is now an author, a podcast, a coach, and more, and you will hear all about it today. At Normal 40, his relationship-based process starts…
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In this episode, the founder of Practical Founders, Greg Head, shares the most powerful insights from over 165 podcast interviews and working with 40+ bootstrapped SaaS founders in his peer groups. Greg breaks down the common but less obvious traits he sees in practical founders who are quietly building valuable software companies without big VC fu…
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Send us a text A putter on a garage shelf became a doorway to memory, legacy, and what it means to lead at home. Coach and author Joe Wessel joins us to trace a winding path from a disciplined Miami childhood and Catholic schools to a walk-on grind at Florida State, summers learning from Miami Dolphins legends, and the day Jack Nicklaus confirmed t…
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Darryl Pahl is the co-founder of DFnet, a Seattle-based company providing clinical trial data management software and services. Along with his wife and co-founder, Lisa Ondrejcek, Darryl started the company more than 20 years ago after careers at Fred Hutchinson Cancer Research Center. They built DFnet around long-term client relationships in globa…
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Send us a text A great career means little if you’re not here to enjoy it. This conversation with KellyMitchell’s president, Blaise Bussell, cuts through the noise to what matters most: leading at home, protecting your health, and building a life your kids will remember. Blaise opens up about the values forged in childhood by a gritty mom and a hum…
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Vincent Serpico, veteran CTO and founder of Founders Workshop, is on the front lines of the AI revolution in 2025, reshaping software development and business operations. With more than 30 years of experience building software apps, Vincent is now dedicating himself full-time to AI coaching and workshops for teams and companies to create high-lever…
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Send us a text Today's episode, we welcome Jason Caywood to the podcast! Jason is the President of Caywood Consulting and is a certified Sandler Sales trainer. In this episode, we explore how adoption shaped Jason’s identity, how he met his birth mom decades later, and why love adds rather than replaces. We share practical tools for calm leadership…
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Brett Gilliland, founder of Elite Entrepreneurs, joins Greg to discuss how they help ambitious founders navigate the tough leadership journey from $1M to $10M in revenue. Brett shares how co-creating a clear, practical Purpose, Values, and Mission form the foundation of scalable organizations. He explains why moving from founder-led chaos to aligne…
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Send us a text What if the bravest promise a father can make isn’t “I’d die for my kids,” but “I’ll live for them”? That line sits at the center of our conversation with Dr. Jarett Stopforth—a scientist, founder, and devoted dad whose journey runs from Zimbabwe and South Africa to Seattle, with stops in academia, startups, and a few blistering hike…
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Praveen Ghanta, founder of Fraction and former CEO of HiddenLevers, shares how he turned his experience scaling a bootstrapped SaaS company into a fast-growing fractional talent marketplace. After HiddenLevers reached $8M in ARR and sold for over $100M, he realized that senior fractional engineers were the secret to delivering efficiently without e…
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Send us a text What happens when a successful corporate career collides with the deeper priorities of fatherhood? In this candid conversation, John Boney shares the raw journey of finding balance after his 25-year marriage ended, while raising three children who are now thriving adults. Standing at 6'7", John brings the same thoughtful perspective …
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Anthony Pierri and Rob Kaminski are the co-founders of Fletch, a positioning strategy firm for B2B SaaS companies. They started Fletch after observing that most founders often confuse positioning with copywriting and marketing, and built their business by helping SaaS leaders make the tough, strategic choices about who they serve and how they win. …
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Send us a text What happens when a rebellious teenager receives a life-altering cancer diagnosis at 18? In this powerful conversation, Steve Garraty shares his extraordinary journey from self-destructive partying to profound purpose after doctors discovered a grapefruit-sized tumor in his neck on July 4th, 1986. Steve candidly reveals his spiral in…
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Dave Yuan is the founder of Tidemark, an active growth equity investor focusing on vertical SaaS companies with outsized advantages that can become "control points" in their markets and grow very big. Dave and Tidemark have invested in successful vertical software companies like Toast, ServiceTitan, Jane, and CCC. Tidemark hosts its annual VSaaS Co…
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Send us a text What does it mean to be truly present as a father while building a successful career? Brad Bialy, head of marketing at Haley Marketing and host of the Secrets of Staffing Success podcast, tackles this question head-on in this refreshing conversation about modern fatherhood. Brad opens up about his greatest parenting challenge: being …
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Dr. Matthew Jones is a licensed clinical psychologist who specializes in working with co-founders to help manage critical conflicts that threaten their success. He is the author of the book, "The Cofounder Effect: How to Diagnose, Fix, and Scale Healthy Communication for Startup Success." Matt has worked with hundreds of bootstrapped and VC-funded …
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Send us a text What does it mean to raise resilient children in today's achievement-obsessed culture? Seth Davis—basketball journalist, editor-in-chief of Hoops HQ, and father of three boys—offers a refreshingly honest perspective that transcends sports and speaks to the heart of modern parenting challenges. Davis begins our conversation with a pow…
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Yuval Selik is co-founder and CEO of Promomash, a software platform and managed service for Consumer Packaged Goods (CPG) brands to manage their trade promotions and field marketing activities. Yuval is a former CPG founder who encountered the expensive, complex, and crucial process of managing trade promotions with stores and distributors. Promoma…
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Send us a text The moment Casey Wagonfield's now-wife and her six-month-old son entered his life, everything changed. After years of job-hopping and questionable decisions, he suddenly faced a profound realization: "Now I've got responsibilities and a little human to take care of." This awakening marks the beginning of a remarkable fatherhood journ…
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Vince Mayfield is cofounder and CEO of TalkingParents, a co-parenting app for communication and coordination used by divorced parents raising children. Cofounder Stephen Nixon was a lawyer with family cases who recognized the need for a secure, unalterable communication record to improve co-parenting and family harmony. He pitched a development com…
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Send us a text What happens when a successful executive coach restructures his entire career around fatherhood? Huge thanks go to Henna Pryor and Greg Offner for introducing us to our next guest, Dave Gloss. In this episode, Dave reveals the powerful transformation that occurred when he made being a present husband and father his number one priorit…
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Alan Miegel is co-founder and CEO of BetterComp, a modern compensation management platform for larger companies to manage compensation datasets to set market-priced salary benchmarks. Alan and his cofounders started the company in 2019 with founder funding, then raised angel funding as convertible debt from his friends in the tech industry. They sh…
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Send us a text What happens when your childhood dreams collide with academic reality? Art Thomas, a client partner from Randstad Digital, knows this journey all too well. After receiving multiple D1 football offers but falling short on his SAT score by just 70 points, he was forced to completely reimagine his path to college athletics. That detour …
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Zvi Band is co-founder and former CEO of Contactually, which was CRM software for real estate and other relationship-oriented professionals. Contactually was founded in 2011 with initial funding and support from 500 Startups in Silicon Valley. In the next five years, they raised a total of $15.5 million from institutional VC investors. Contactually…
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Send us a text What if the secret to great parenting wasn't found in perfect discipline strategies or elaborate educational plans, but in simply showing up? Tyler White, BDR with Akkodis and host of the Timeout with Leaders podcast, brings a refreshingly authentic perspective to fatherhood that will make you rethink your approach to family leadersh…
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Shoanak (Sean) Mallapurkar is the founder and CEO of Recruit CRM, a complete CRM and business management system for global staffing companies and recruiting agencies. He started the company in 2017 with his father, a technical expert who had experience as a senior executive in large staffing companies. Sean handled customer-facing jobs in sales, su…
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Send us a text What does it mean to be truly present for your children? For Connor Cardew, VP of Digital Prospectors and a former college fullback at Bryant University, the answer lies in five simple but powerful words passed down from his father: family, love, trust, respect, and responsibility. Connor's journey through fatherhood beautifully illu…
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Jesse Burrell is the CEO and co-founder of BatchService, now known as BatchData, a real-time data and API platform designed for prop-tech startups and enterprises requiring massive and current housing data. Jesse was a real estate investor who needed better data to target his marketing efforts. BatchService was launched in 2018 with data brokering …
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Send us a text First, I want to thank our former guest, Greg Offner, for making today's episode possible!!! Let's get to today's episode.....So....What does it mean to truly honor your family name while encouraging each child's unique identity? This question lies at the heart of my conversation with Jason Hewlett, whose journey from Las Vegas imper…
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Brian Forbis is the CEO and president of Blood Bank Computer Systems, Inc. (BBCS), a business his mother created in the 1980s to serve the non-profit blood bank industry in the US. Brian started in sales, then transitioned to run development, and assumed the role of CEO in 2019 when he bought the company. BBCS rebuilt its entire mission-critical ER…
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Send us a text You've never heard parenting wisdom quite like this. Step into the world of Paul Morton, a Scottish father, sales leadership expert, and podcast host who brings a completely fresh perspective on raising resilient children in today's overprotective society. Raised in the remote Scottish Highlands by a single mother in the 1970s and 80…
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Chris Brisson is the CEO and co-founder of Salesmsg, a conversational two-way texting platform that enables businesses to engage with their customers through opt-in SMS. When his first software company stalled, he shut it down and developed the Salesmsg product for a different SMS use case that served his previous customers. Salesmsg now provides s…
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Send us a text Ever had a child born in an elevator? Jeremy Greene has, and it's just one of the fascinating stories he shares on this episode of the Quarterback Dadcast. As a father of two young children and the co-founder of Feather, a relationship-focused productivity platform, Jeremy brings a refreshing perspective on balancing entrepreneurship…
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Tracy Larson is President and CEO of WeSuite, a vertical sales automation platform designed for larger integrators who sell complete security systems for commercial and residential real estate. Tracy and the cofounders were in the security systems business before launching a sales software company for this market in 2008. WeSuite is now a comprehen…
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Send us a text What happens when a builder's hands meet a teacher's heart? Travis Webb, VP of Sales at PARQA and father of three nearly-grown children, joins us to share how his unique upbringing created the blueprint for his parenting approach. Travis reveals how his father, a union electrician turned entrepreneur, equipped him with both literal a…
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Henry Valentino is the founder and CEO of EConnect, a leading provider of facial recognition software for casinos and stadiums, ensuring venue security and compliance. He founded EConnect in 2009 and pivoted several times before focusing on a security platform utilizing AI for casinos during the COVID-19 pandemic. The Econnect platform offers facia…
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Send us a text What does it mean to be the quarterback of your family? Charles Manning, founder of Face the World and lacrosse enthusiast, takes us on a deeply personal journey through his experiences as a father, grandfather, and leader in business and sport. Growing up in Australia as one of five siblings, Charles shares how a childhood tragedy t…
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Josh Turley is CEO of RTA Fleet Management, a fleet management software company that his grandfather started in the 1980's and ran as a small family business for decades. Then Josh's father ran the business until 2015, never growing this slow, old-school business past $2 million in revenues. Josh had worked in the business before, but in 2016, Josh…
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Send us a text What does it take to build an unshakable family culture in today's fragmented world? Jeremy B Hill, founder of JB Capital and father of three, has mastered what he playfully calls the "Hill Mafia" - a family dynamic where loyalty to each other trumps all else. Jeremy shares his journey from unconventional beginnings to creating a tig…
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Sameer Narkar is the founder and CEO of Konnect Insights, a global SaaS company based in Mumbai that provides an omnichannel customer experience platform to consumer brands in 100 countries. Sameer created Konnect Insights in 2015 to help customer service teams respond to customers who mention their brands on social media. The product and company h…
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Send us a text What happens when a professional sports executive takes off the GM hat and steps into his most important role as a father? Craig Waibel, General Manager of the Seattle Sounders FC, brings us behind the scenes of his parenting journey with refreshing honesty and hard-earned wisdom. Waibel, a former MLS player with four championship ti…
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Chris Erler was co-founder and COO of ComX, a sales pipeline generation for mid-market B2B companies in Germany and Europe. Chris and two other founders started the company in 2018 to conduct turnkey modern digital marketing and lead generation solutions for traditional German companies. As a tech-enabled service that combines technology, data, and…
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