Make Your Day Richer

Richard Wilmore
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Each episode is a celebration of personality, play, and purpose. Guests dive into custom-crafted games inspired by favorites like 5 Second Rule, True or False, Hollywood Squares, Newlywed Game, and Wheel of Fortune that are designed to spotlight their stories, spark laughter, and rev Think Wheel of Fortune meets your favorite talk show but with a confetti cannon of connection. Whether you're launching something new or sharing your story, we’ll play a custom game that makes your message pop and your personality sparkle. It’s fun, it’s fresh, and it’s all about helping you shine while we play.

  1. 2 FEB

    Playing The Game 'Five Second Audit'

    Richard Wilmore welcomes Bob Wheeler to the hot seat for a high-stakes (and high-humor) game of "The Five Second Audit". Bob, who balances the books for the legendary Comedy Store while also climbing literal mountains, dives into the emotional side of finance. From the "COVID gap" in our wallets to the reasons we hide receipts from our accountants, this episode explores what it truly means to be "rich" and why the second-best time to start your financial journey is right now. The CPA with a Sense of Humor: Bob discusses his unique dual role as a CPA and the CFO of the "World Famous Comedy Store," noting that headlining comics are much harder to keep on a budget than therapists. Rewriting the Money Story: A look at Bob's mission to help people overcome the fear and shame associated with their finances. Adventures in intentionality: Bob shares how pivotal experiences—like running a marathon in Greece and hiking to Everest Base Camp—shifted his perspective on travel and luxury. Financial Literacy for the Next Generation: An introduction to Bob’s "Financially Fit Kids" series, aimed at teaching children about money and emotions early on. The Definition of "Rich": Moving beyond the bank balance to find fulfillment and peace of mind when starting each day.

    14 min

  2. 26 JAN

    Playing The Game 'Ready Or Not!" with Sarah Price

    In this high-energy episode, Richard plays with Sarah Price, a life and career coach based in Waxhaw, North Carolina. Together, they play "Ready or Not," a game designed to test whether today’s young professionals are truly prepared for the modern workforce. From the impact of AI on hiring to the "COVID gap" in social development, Sarah shares expert insights on why a college degree is no longer enough and how "human skills" have become the new gold standard for employers. Key Discussion Points The Resume Revolution: Sarah explains why young adults aren't ready to write resumes—they focus on skills rather than competencies and outcomes, and often fail to optimize for Applicant Tracking Systems (ATS). The "COVID Gap": How the quarantine period during critical development stages created a gap in authentic communication and real-world problem-solving. Strengths-Based Success: A deep dive into the Gallup Strengths methodology. Sarah discusses why understanding your innate behaviors is more important than a linear path from high school to college. AI in the Job Search: While young adults are tech-savvy, they often don't understand how AI and algorithms affect hiring decisions or how to use LinkedIn strategically. The Soft Skill Advantage: Why companies are moving away from GPA-based hiring and toward "human" competencies like critical thinking, adaptability, and taking constructive criticism. Top Takeaways for Young Professionals Stop the One-Page Rule: ATS systems need keywords to find you; don't be afraid to provide enough detail to get through the bot. Find a Mentor: Successful people don't do it alone. A mentor can help navigate office politics and career growth. Go "Old School": If online applications aren't working, print 50 resumes and show up in person to stand out from the digital crowd. Know Your "Why": Don't just pick a major or job because it’s the "linear path." Use your strengths to find a career that actually fits. Website: livingyourstrengths.com Email: sarah@livingyourstrengths.com

    30 min

  3. 19 JAN

    Playing The Game "Rule Breaker Roulette" with Cinda Gault

    In this episode of Make Your Day Richer THE GAME SHOW, I'm playing with with Toronto-based author and PhD, Cinda Gault. Cinda takes on the challenge of Rule Breaker Roulette, a trivia game that tests her knowledge of Canadian history and the complex themes of her own historical fiction. Beyond the trivia, Cinda provides a deep dive into her meticulous research process—from visiting the Hudson’s Bay archives to discovering the real-life women who inspired her novels. She discusses the "magical" relationship between a writer and a reader and why she believes every woman should "pick up the ticket" for her own sense of meaning. Whether she's discussing the 1970s feminist watershed or the grit of an 1800s fur trade voyage, Cinda's passion for breathing life into historical facts is on full display.

    24 min

  4. 12 JAN

    Playing The Game "RX Marks The Spot"

    On this episode of Make Your Day Richer THE GAME SHOW, I welcome Victoria and Wade Shiu from the Running Shius Agency. This husband-and-wife duo brings their extensive pharmacy backgrounds to the high-stakes world of RX MARKS THE SPOT, a medically-themed drawing game.Between rounds of competitive sketching—featuring everything from crutches to counting trays—Victoria and Wade share the deeply personal stories that led them to pivot from corporate pharmacy to health insurance. From navigating life-altering medical claims for family members to helping local seniors find the right Medicare plans, discover how this York County, South Carolina agency is putting the "care" back into healthcare.

    22 min

  5. 5 JAN

    Playing The Game "Home Sweet Harmony"

    In this premiere episode, we welcome 31-year marriage veterans and business partners Dale and Donna Bishop. Watch as we put their long-term connection to the test with "Home Sweet Harmony: The Mortgage Newlywed Game." Beyond the laughs and missed answers, Dale and Donna share deep insights from their decades of experience in the mortgage industry, debunking common home-buying myths and revealing what it’s really like to work as a husband-and-wife team . The Game: Home Sweet Harmony The Setup: Four rounds, three questions each, with a goal of reaching 10 points . Round 1 Highlights: We find out that Donna views Dale as a "Sprawling McMansion" house style—though Dale disagreed . The couple ended the first round with zero points after mismatched answers on home improvement impulses and open house snacks . Round 2 & 3: The couple finally gets on the board by agreeing that Donna is the one who reads the fine print . We also learn about the Bishops' household quirks, including the name of their vacuum, "Dusty" . The Result: tune in to find out! Key Insights & Mortgage Tips: "The 20% Myth: Donna debunks the idea that you need a 20% down payment. Options exist for as low as 3% for conventional loans, 3.5% for FHA, and $0 down for VA and USDA loans. Working as a Team: Dale and Donna discuss their transition from the retail world to working together, emphasizing the importance of trust and "staying in your lane" to be successful. The Third Generation: A milestone for the Bishops—they are now helping the third generation (grandparents, parents, and now the children) of the same families finance their homes. Reducing Anxiety: Donna explains her "reverse engineering" process via Zoom calls to help first-time buyers understand their budget and goals without "sticker shock".

    25 min

  6. 22/12/2025

    Series Finale

    Welcome to a very special and bittersweet day. This is the series finale of Make Your Day Richer TV! It has been an incredible journey, and I wanted our final guest to be someone who truly embodies the spirit of honesty and finding purpose. Now, many of you know Matt Check as a career musician with a catalog of amazing Americana and country rock albums. But he’s here today to talk about his new memoir, a book where he truly 'put it all out there'. It has one of the most unique premises I’ve ever seen: it's written as an imagined conversation with the legendary author Philip Roth. In this episode, we discuss: The Philip Roth Connection: Matthew explains the unique conceit of his memoir—an imagined conversation with the late, great Philip Roth. Manhattan in the Mid-Aughts: We look back at the "cringe" and the struggle of his 20s.11 Years of Recovery: Matthew shares his journey through recovery and how he makes sense of past failures. Finding the Humor: Why he used his father’s "ridiculous" sayings as a source of comic relief in an otherwise heavy story. BIG NEWS TOMORROW ABOUT WHAT'S NEXT!

    16 min

  7. 19/12/2025

    From Sally Brown to "Helga": Hilary Momberger Powers on Peanuts, Life's "Soup," and Staying in the Gray Zone

    I am so excited to be talking with Hilary Momberger Powers. You might recognize her voice—she started her career at just five years old as the voice of Sally Brown in the Peanuts cartoons! Hilary shares the fascinating story of her life, which she describes as a 'cauldron' or 'soup' filled with the good, the bad, and everything in between. In this episode, we discuss: The Early Years: What it was like to be a child voice actor for one of the most famous cartoon franchises in history. The "Helga" Alter-Ego: Hilary explains her 'turbo' personality that she calls Helga and how she learned to embrace her. Finding Gratitude: Why she spends every morning in bed practicing gratitude for even the smallest things. Self-Acceptance: Why she stopped 'driving in the rearview mirror' and learned to love the woman she has become. Jump into the chat and tell us your favorite Peanuts memory!

    22 min

  8. 18/12/2025

    Is He North Carolina's Bob Ross?

    I'm sitting down with Jeffry Krafft, artist, educator, and creator of  @thecompletepaintertv Jeffry shares his journey from teaching in galleries to producing his own public access TV show, and how a chance encounter led him to discover the magic of creating art for broadcast.Often compared to Bob Ross, Jeffry opens up about the challenges of living under that shadow, the reality of mistakes in painting, and why persistence—not perfection—is the true secret to creativity. He explains how layers, patience, and problem-solving transform a blank canvas into something extraordinary, and why anyone can learn to paint with the right guidance.From teaching at universities and art centers to hosting sip-and-paint nights, Jeffry’s mission is clear: to help people step away from screens, embrace the arts, and discover the joy of making something with their own hands.Stay tuned for insights on technique, creativity, and the life-changing power of picking up a brush.

    13 min
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About

Each episode is a celebration of personality, play, and purpose. Guests dive into custom-crafted games inspired by favorites like 5 Second Rule, True or False, Hollywood Squares, Newlywed Game, and Wheel of Fortune that are designed to spotlight their stories, spark laughter, and rev Think Wheel of Fortune meets your favorite talk show but with a confetti cannon of connection. Whether you're launching something new or sharing your story, we’ll play a custom game that makes your message pop and your personality sparkle. It’s fun, it’s fresh, and it’s all about helping you shine while we play.

Information

  • Creator
    Richard Wilmore
  • Years Active
    2024 - 2026
  • Episodes
    369
  • Rating
    Clean
  • Copyright
    © Richard Wilmore
  • Show Website
    Make Your Day Richer