Episodes

Rachel Zaslansky Sheer and Lori Zuker Briller are the co-founders of The Grapevine, a premier corporate and domestic staffing firm known for placing top-tier talent with high-profile executives, households, and leading companies. With 20+ years of recruiting experience across entertainment, tech, finance, real estate, fashion, and more, they’ve built a referral-driven “job matchmaking” agency and recently coauthored “Straight From the Grapevine: How to Crush Your Job Search,” a practical guide t...

In this episode, Travis and producer Eric dive into breaking sports media news: ESPN and Penn Entertainment unwinding their $2 billion, 10-year ESPN Bet partnership just two years after launch and pivoting into a new multi-year deal with DraftKings. They unpack what this says about ESPN’s fading dominance, DraftKings’ position as the default sportsbook brand, and how Barstool founder Dave Portnoy continues to land on his feet after Penn sold Barstool back to him and rebranded to ESPN Bet. Along ...

Rod Khleif is a Dutch immigrant, multifamily investor, and high-performance mentor who has owned over 2,000 single-family homes and thousands of apartment units across the U.S. He hosts “Lifetime Cash Flow Through Real Estate Investing,” one of the largest commercial real estate podcasts, where he teaches investors how to use multifamily, senior housing, and other commercial assets to create long-term wealth. After watching his net worth jump $17 million in 2006 and then losing roughly $50 milli...

In this episode, Travis Chappell dives into the mindset shifts that separate effective salespeople from those who plead for clients’ attention. With a focus on the photography industry as a case study, he breaks down common mistakes creatives make when marketing their services and shares actionable strategies to connect authentically with clients. On this episode we talk about: The difference between pitching yourself and pleading for validation in business How creative entrepreneurs often ov...

With over two decades of real estate, sales, and professional coaching experience, Jeremy Herider's mission is to assist agents in building careers worth having, businesses worth owning and lives worth living. https://harvist.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

In this candid and relatable episode, Travis and his producer Eric share personal experiences about starting in podcasting and content creation while grappling with imposter syndrome. They discuss how it's okay not to be an expert at first and how interviewing others can be a powerful way to create valuable content. Travis reflects on his own journey starting solo and the benefits of learning from others. They explore how comparison can either motivate or hold you back and emphasize the importan...

JT Mestdagh shares his extraordinary journey of resilience overcoming multiple complex medical challenges from birth and severe dyslexia to becoming an adventurer and inspirational author. His book No Bad Days: Turning Your Biggest Challenges into Your Greatest Opportunities encourages young adults and everyone to view obstacles as opportunities for growth and to live a positive, purpose-driven life. JT also founded a charity supporting children with medical needs and literacy programs, intertwi...

In this episode, Travis and his producer Eric delve into how Gen Z approaches financial advice, heavily relying on social media platforms for guidance. They discuss the impact of the lack of traditional financial education, how social media has democratized access to financial info, and the risks and benefits of following influencers online. The episode highlights generational differences in financial behavior, trust in advice sources, and the crucial role of critical thinking in navigating abun...

Brandon Steiner, known as the king of sports memorabilia, shares his journey from a sports-crazed Brooklyn kid with $4,000 to a transformative figure in sports marketing. As founder and president of Collectible Exchange and Steiner Sports, Brandon discusses how he revolutionized the memorabilia industry and built a $50 million empire with exclusive partnerships with legendary athletes like Derek Jeter, Mariano Rivera, and Muhammad Ali. He reflects on the fundamentals of business, the importance ...

In this episode, Travis shares a personal story about his experience with a challenging out-of-state real estate flip that resulted in a significant loss initially, but also valuable lessons for long-term investing and property management. He discusses the complexities of managing properties from afar, unexpected costs like property taxes, and the emotional factors that influence buying and selling decisions. The episode also covers practical advice for navigating real estate investments, includ...

Stefan Feuerstein is a leadership expert recognized by Oprah Winfrey as part of her inaugural Super Soul 100 list of awakened leaders elevating humanity. With over two decades of high-stakes leadership experience in humanitarian and private sectors, Stefan has led thousands globally. He is the author of the book "ABC Delegation," which teaches managers and leaders how to leverage delegation to drive engagement, accountability, and outsized returns in business and life. On this episode we talk a...

This episode features a lighthearted and insightful conversation between Travis and his producer Eric, blending humor with practical advice about managing business finances. They discuss the importance of tracking net profit and operating expenses as critical financial metrics, the challenges of cash flow management, and the nuances of personal versus business finance. Through witty banter and relatable stories, they explore how founders can improve their financial literacy and make smarter deci...

Matt Putra is a fractional CFO and founder of Eightx, specializing in helping e-commerce and consumer packaged goods (CPG) companies scale profitably and sustainably. With over a decade of experience, Matt has supported businesses generating $5 million to $100 million in revenue, expertly managing cash flow, raising capital, and building financial systems that empower founders to make data-driven decisions confidently. On this episode we talk about: Matt’s unconventional path to becoming a CFO...

This episode features a candid conversation between Travis and his producer Eric, diving into the realities of investing in organic content creation for business growth. They unpack the costs, strategies, and mindset shifts required to build a successful content engine, using real-world examples from comedians and entrepreneurs to illustrate the importance of budgeting for organic growth. On this episode we talk about: The hidden costs behind successful comedians and podcasters who appear to “...

Julee Gracey is a certified business coach, speaker, and author specializing in building confidence, overcoming self-doubt, and empowering entrepreneurs to unlock personal and financial freedom. Her background spans international modeling, TV hosting, and multimillion-dollar real estate deals, bringing an edge and authenticity to her work with high-achieving business owners and those seeking practical transformation. Her book, "Highly Confident," encapsulates her coaching philosophy and actionab...

In this episode, Travis and Eric break down the viral news about Donald Trump’s floated idea of introducing 50-year mortgages. They unpack the financial realities, the math, the pros and cons, and why this proposed change sent shockwaves through social media—especially in the real estate world. From bank incentives to equity timelines to whether long-term loans actually help buyers, this is a practical and surprisingly entertaining deep dive into what the future of homebuying could look like. ✖...

Today’s guest is Ben Zweig — economist, data scientist, founder of Revelio Labs, and NYU Stern professor specializing in the future of work. With a PhD in economics and a career spanning IBM’s Chief Analytics Office, hedge fund strategy, and groundbreaking research on labor markets and occupational mobility, Ben brings a rare blend of academic rigor and real-world insight. His work allows him to see patterns in the job market before they happen — and understand where the biggest opportunities to...

On this episode, Travis sits down with Sebastien Page, author of The Psychology of Leadership and Chief Investment Officer at T. Rowe Price. With over 20 years of experience managing $500 billion in assets, Sebastien brings deep insight into finance, leadership, and performance psychology. He combines academic research, practical investing experience, and a passion for teaching financial literacy to provide unique perspectives on money, stress, and personal growth. On this episode we talk about...

In this episode, Travis Chappell is joined by his producer Eric. Together, they break down some of the wildest viral success clips on the internet—from astrology-based basketball theories to Grant Cardone proclaiming you “can’t live” on $400K a year—and explore the real lessons hiding underneath the noise. On this episode we talk about: Why absurd “success hacks” go viral, including the astrology clip about Michael Jordan The difference between motivation, marketing, and manipulation in the on...

Nelson Repenning and Don Kieffer are longtime collaborators and professors at the MIT Sloan School of Management. With nearly 30 years of combined research, leadership experience, and hands-on work inside major organizations, they specialize in fixing broken systems, developing leaders, and helping teams operate at peak performance. They are co-authors of the new book There’s Got to Be a Better Way, a practical, field-tested guide to improving how people work. On this episode we talk about: Ho...

In this episode, Travis and producer Eric break down the modern “buy back your time” culture—everything from viral clips glamorizing $400/month haircuts to outsourcing every basic task. Eric brings his media and production perspective, while Travis adds years of entrepreneurial insight, creating a practical, funny, and eye-opening look at what actually matters when it comes to time, money, and priorities. On this episode we talk about: The rise of “alpha bro” outsourcing content and why so much...

On this episode, Travis reacts to an old video of his 26-year-old self giving advice to young people in their late teens and early 20s. Eric—Travis’ producer—plays the video for him, and together they break down what young Travis got right, what he’d revise today, and why early career decisions matter more than most people realize. On this episode we talk about: Why “getting a job” isn’t selling out—and how to earn while you learn The value of working for someone you admire instead of a rando...

Sean O’Brien is a serial entrepreneur, Shark Tank alum, and founder of Swingzy, a golf training tool designed to help players make smoother, more consistent swings. He’s also the former CTO and CMO of Autio, a venture-backed startup co-founded by Kevin Costner and supported by major brands like Camping World and Snapchat. Known for turning down one of the biggest offers in Shark Tank history, Sean has built and sold multiple companies while staying at the forefront of tech, marketing, and produc...

In this episode, Travis Chappell sits down with his producer Eric for a candid conversation on money mindset, investing, and why “playing it safe” can sometimes be the riskiest move of all. Together, they unpack what it really means to make your money work for you—and why saving alone won’t build long-term wealth. On this episode we talk about: The truth behind Grant Cardone’s “cash is trash” mentality When saving money becomes a liability instead of a strength How to balance liquidity with ...