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Money You Should Ask

Arts & Culture Podcasts

Money You Should Ask Podcast gets down to the nitty-gritty aspects of life, money, success and abundance. Host Bob Wheeler, a CPA, author of The Money Nerve and CFO of the greatest stand-up comedy club in the world #TheComedyStore connects with guests from all walks of life-from the average Joe to the outrageous celebrity, radiating his infectious curiosity around money and life. Take a listen as Bob delves deep into each guests personal journey exploring money beliefs, money blocks and their unique successes & challenges in life.


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Money You Should Ask Podcast gets down to the nitty-gritty aspects of life, money, success and abundance. Host Bob Wheeler, a CPA, author of The Money Nerve and CFO of the greatest stand-up comedy club in the world #TheComedyStore connects with guests from all walks of life-from the average Joe to the outrageous celebrity, radiating his infectious curiosity around money and life. Take a listen as Bob delves deep into each guests personal journey exploring money beliefs, money blocks and their unique successes & challenges in life.






Dimes to Dollars. Anmol Singh

Building wealth doesn’t require a math degree or having a large amount of capital upfront. Even small, regular investments can turn dimes into dollars. Our guest today, trader, entrepreneur & Author of the book, Prepping For Success: 10 Keys for Making it in Life, Anmol Singh, stresses the power of regular micro-investing, no matter how small the amount. He suggests automating a portion of your income into the stock market each month. So how can you start investing with just a little bit each month to make your money work harder for your future? Anmol shares that even setting aside $10 or $20 each month, invested automatically over the course of years, can compound into significant savings for your future. Resources mentioned Anmol's Book: Prepping For Success: 10 Keys for Making it in Life Anmol's Website: Test Your Nerve: More on this episode visit:


From Rags to Ritz-es. Tommy Greco

Nightlife pioneer Tommy Greco has seen it all. Now celebrating 17 years in business, he's nurtured New York City's iconic gay bar The Ritz Bar & Lounge - from its early days of lines down the street to surviving a year like no other. Tommy shares the hustle, resilience, and vision it takes to create something legendary and keep it going in the wildest of times. From sleeping on boxes in the back of bar, dealing with constant uncertainty to never accepting failure. Tommy's stories deliver a rare glimpse of unscripted nights only a true nightlife OG could provide. Strut into the Ritz Bar & Lounge - join the 17-year legacy of glitz and glam at Tommy's acclaimed NYC party palace. @ritznewyork


Party Promoter to Entrepreneur. Jeff Krauss

Do you feel torn between following your dreams and being practical? Our guest, Jeff Krauss has walked that tightrope. Growing up, Jeff never imagined throwing parties for a living. His parents envisioned a traditional 9-5. But in college, Jeff discovered a passion for bringing people together. He began promoting events on campus, then marketing venues, and ultimately producing celebrity functions. In this epsiode, Jeff shares the realities of producing events, the allure of celebrity, and why he invested in growth over inflating his lifestyle. Jeff is the Managing Partner at IE Group, a unique entertainment and hospitality company, specializing in special event planning. He is also the co-founder of FanRoom Live. FanRoom Live offers intimate, meet and greet style hangouts with your favorite celebrities online. Get up close and personal with actors, comedians, athletes and musicians without leaving your home! More on this episode at:


The Happy Investor Method. Ange Matthews

Does the idea of investing make you feel anxious, overwhelmed, or just plain confused? Do terms like stocks, bonds, and portfolios make your eyes glaze over? You're not alone! For many people, investing seems intimidating, exclusive, and downright scary. But it doesn't have to be that way! In this episode, we're exploring how to cultivate an empowered money mindset and make investing accessible for everyone. Our guest Investment Coach & founder of The Happy Investor Method, Ange Matthews went from first generation investor to financial freedom, and she's here to share her journey to an abundant mindset. Whether you're a total newbie or experienced investor, this episode will inspire you to find ease, joy, and purpose in your financial life. Learn the 7 mistakes keeping high earners from building a high net worth by downloading Ange's free audio and discover how to create exponential wealth for you and your family. Feeling bold? Uncover the dirty truth around your money story. Create a new chapter and change your financial future with The Money Nerve's free quiz.


Raising Other People's Children. Debbie Ausburn

What does it take to teach positive money habits to someone else’s traumatized child? Raising another person's child comes with unique money challenges. Debbie Ausburn opens up about paying for unmet needs and having tough conversations about finances. As a foster parent, she had to creatively manage limited resources while parenting traumatized youth. Her experience provides rare insight into the financial complexity of caring for someone else's children. If Debbie's wisdom and experience resonated with you, be sure to pick up her book "Raising Other People's Children" for an honest, practical handbook on foster parenting. To learn more about Debbie visit: If financial struggles have you feeling overwhelmed, there is hope - uncover your money story with The Money Nerve's free quiz ( By becoming aware of where you stand today, you can take empowered steps towards financial security and stability tomorrow.


Transforming Limiting Beliefs. Jeremy Clark

Do you ever feel held hostage by your own negative thoughts? Does that cruel inner critic keep you stuck in self-doubt and fear? In today's episode, we're exploring how shifting your mindset can transform those destructive voices to unlock your full potential. Our guest, Jeremy Clark is a motivational speaker and author of the book Did You Know You Are the Sh*t? Positive Affirmations Overcome Self-Doubt". After a profound personal loss, Jeremy courageously reevaluated his life, and left his corporate job and pivoted to find his true purpose. He now speaks and writes to help others overcome limiting beliefs, practice self-love, and unlock their full potential through shifting mindset and the power of affirmations. What if a simple 5-minute quiz could unlock hidden insights about your money mindset? This isn't about right or wrong answers. 🤓 It's about self-discovery of unconscious money blocks holding you back from financial freedom. Don't let fear of failure of the unknown stop your growth! Take the quiz now!


Disrupt Status Quo with New Thinking. Catherine Cantey

If you always do what you've always done, you'll always get what you've always got. Does this sound familiar? You’ve been told that success in business lies in following the traditional path, and by sticking to tried-and-true methods. But despite your best efforts, growth remains stagnant and innovation feels elusive. Meet Catherine Cantey, a corporate strategist and fearless disruptor in the business world recognized for her unique way of challenging the status quo of business norms, through the power of new thinking. Catherine has successfully consolidated 20+ years of corporate best practices in a simple framework called Business Vitality. Let’s get ready to break free from the chains of conventional wisdom and unleash enhanced business growth through curiosity and disruptive thinking. For more info on Catherine and this episode visit: Stop mindlessly managing your money. The Money Nerve quiz at will reveal your financial drivers in a few minutes - take it now before this episode leaves your mind!


Balancing Money and Meaning. Jason Pickard

Are you living a fulfilling life? Are you in alignment with your purpose, values, and passions? From Wall Street trader to holistic coach, Jason Pickard's journey is nothing short of remarkable. By the age of 26, Jason was recognized as one of the top 30 traders under 30 years old in the World. His success in the finance world was just the tip of the iceberg, as he struggled with his physical and mental health. The twist comes when he sheds 170 pounds but still feels unfulfilled, leading him on a path of self-discovery, spirituality, and psychology. In 2019, Jason found his purpose in coaching others to achieve a balance of money and meaning through his transformative course, The Abundance Archetype. Get on the path to true abundance - download Jason's free guide "8 Keys to Greater Wealth & Well-Being" now and start unlocking your inner potential. 🪢 Tangled up in financial "knots" you can't undo? Cut through the money mess with our free quiz.


Buried Gold, Hidden Trauma: The True Cost of Drug Money. Eric Canori

How have your childhood money wounds, whether big or small, impacted you later in life? Do you still carry pain, resentment, or shame around money? Our guest today is Eric Canori, a former multi-millionaire cannabis kingpin now Author and speaker, who built an empire selling weed across the country. His ticket to freedom was $10,000,000 worth of gold bars buried in the woods — which he later used them to buy himself out of prison. Eric has an incredible rags-to-riches story fueled by poverty and childhood pain. Now, with time served, he shares the raw, uncensored truth about chasing money as well as hard-won lessons on finding real happiness. "Pressure: a Memoir by Eric Canori," tells the raw, uncensored story of how one man hustled his way to millions as a cannabis kingpin—before losing it all. 🤑 👉Discover the dirty truth behind your finances - visit:


S... I Wish I Knew in High School. Annie Delre

Do you struggle with motivating yourself to improve your financial situation? Do past money memories and abnormal family dynamics hold you back? Annie Delre's journey to financial freedom wasn't an easy one. Raised in a large, dysfunctional family, she knew she had to be her own advocate. But her determination to demolish limiting beliefs that were barriers to achieving financial freedom was sparked by her love for her younger sisters. Annie says, “Take time to reflect on the programming you received as a child and how it may be impacting your beliefs about money and success now. As a successful coach today, Annie guides others towards financial wellness in her book "Sh*t I Wish I Knew in High School,” where she challenges old beliefs and blocks by focusing on values. To learn more about Annie Delre visit: Discover the dirty truth behind your finances - visit:


Reframing the Starving Artist Mindset. Dean Carey

Can artists pursue their passion and still make a living from it? And if an artist chooses financial gain over artistic integrity, how do they avoid the stigma of being considered a sell out? As we continue our journey to the land of Aus, we stopped by to chat with Dean Carey, the founder and director of the acclaimed Actors Centre Australia. With more than 35 years of experience in the acting industry, Dean understands the complexities artists face when it comes to managing their money. In this episode, we delve into the "starving artist" mindset and challenge the notion that artists must endure poverty to be considered great. Join us as we explore this fascinating topic. To learn more about Dean, his books and coaching packages, visit Ready to give your money mindset a mind-blowing makeover? Look no further than The Money Nerve! It's time to break free from financial stress and embrace a whole new attitude towards moolah.


Meditating Towards Financial Wellness. Tom Cronin

Welcome to another episode of Money You Should Ask that's so special we went all the way down under to Sydney, Australia for it. In this episode we delve into the intriguing cusp of spiritual development and its role in achieving financial wellness and prosperity. Our guest Tom Cronin is a dynamic meditation Teacher, Author, Speaker and Producer of the documentary The Portal, whose unique journey began in the hectic Wolf of Wall Street-esque world of finance. After 26 years of wheeling and dealing in a high pressure environment, he uncovered a way to cope with his stress through meditation. He realized that there was a significant need for spiritual grounding in our world today and created The Stillness Project to help others transform and benefit from meditation all over the globe. Explore Tom Cronin's recommended resources and tools for meditation, such as books, apps, and meditation retreats. Grab Tom's free step by step guide to reducing anxiety, insomnia and depression and improving overall well being.


Thrills and Chills of eVil Sublet. Sally Struthers, Jennifer Leigh Houston & Allan Piper

Episode:250. Picture this: a spooky apartment in a fantastic location, all at a freakishly low price. Would you dare to live there? It's not every day that you meet people who have channeled their real-life experiences in a haunted apartment into the creative project of a lifetime. In this special edition of Money You Should Ask, Sally Struthers, an Award-winning Actress, along with Co-star, Jennifer Leigh Houston and Director, Allan Piper, invite us into their world of spooky roommates, the making of their new independent horror film eVil Sublet, and their unique perspective in the art of indie filmmaking on a budget. This isn't just another horror movie, it's an experience that will leave you questioning the shadows in your own home. Get all the latest updates that will keep you on the edge of your seat by visiting,


Championing LGBTQ+ History. Robert Kesten

Episode 249. Get ready to be inspired as we delve into the extraordinary life of Robert Kesten, an unwavering LGBTQ+ advocate dedicated to equal rights and preserving vibrant history. As the Executive Director of the Stonewall National Museum Archives and Library, Robert tirelessly collects, protects, and shares captivating stories. Join us as we uncover the intricate dance between money and self-worth within the LGBTQ+ community, unraveling the fascinating intersection of identity and finances. Be more than a bystander, be a trailblazer! Visit the Stonewall National Museum Archives and Library website today and help shape the future of LGBTQ+ history. Explore more on this episode:


Overcoming Shame and Embracing Authenticity. Laura Cathcart Robbins

Episode 248: Shame is a complex emotion that can hold us back from reaching our full potential. It can make us feel unworthy, unlovable, and isolated. But what if we could use it as a tool for growth and self-improvement? Meet Author, Writer and Podcast Host Laura Cathcart Robbins, an inspiring individual who has faced life's challenges head-on. Growing up in a poor household and later battling addiction, Laura managed to find her footing in the dazzling world of Hollywood. Today, she celebrates over 15 years of sobriety and uses her experiences to help others on their journey to recovery. Laura openly discusses her life, from her early childhood to her time in the Hollywood spotlight, and shares valuable insights for those who may be struggling with similar issues. With courage and candid openness, Laura reveals in her book Stash: My Life in Hiding, just how badly the facade she created had to shatter before Laura could reconnect to her true self. 🤑 Discover the dirty truth behind your finances with our FREE quiz and gain valuable insights into your financial behaviors and emotions. ( 💰


Emotional Intelligence: Feelings and Finance. Merit Kahn

Are you tired of feeling like your emotional intelligence is holding you back from financial success? Have you been told to toughen up or leave your emotions at the door? And despite trying these ineffective tactics around your feelings and finances, you still feel stuck and limited. In this episode, Author, Speaker, Emotional intelligence coach and CEO of SELLect Sales Development, Merit Kahn explains the integral role emotional intelligence plays in financial decisions, the power of self-investment for wealth building, and how to unlock the potential for equilibrium, or balance to transform your financial well-being. Ready to unleash your full potential and achieve your goals? Look no further than Merit's website! ( Discover the winning formula for success with Mindset, Mechanics & Motion – three essential ingredients that can take your success plan to the next level. Tired of financial chaos? 🤯 Gain control with our FREE quiz! 🌟 Discover your money habits to level up your finances (


Unlock Your Money Mindset. Marsha Vanwynsberghe

Episode 246: Struggling with financial hardship, Marsha Vanwynsberghe found a way to turn her life around by harnessing the power of her thoughts. Her journey to heal her financial woes took her on an unexpected path, but ultimately led her to a place of hope and inspiration - and the lessons she learned along the way could help others do the same. Marsha Vanwynsberghe is a highly sought-after NLP storyteller and coach, specializing in helping individuals rewrite their money stories and overcome limiting beliefs. With a passion for guiding others towards achieving their financial goals, in this episode, Marsha shares her expertise in neuro linguistic programming and the power of the subconscious mind and how to transform one's perspective on money. Marsha's journey through her own financial struggles and self-discovery has led her to become a beacon of hope and inspiration for those seeking a mindset shift to achieve financial freedom. Take Marsha’s free quiz and identify the blocks keeping you from owning your story. Are you tired of feeling stuck in the same financial rut? By identifying problematic money habits and understanding your emotional responses to financial decisions can empower you to make lasting, positive changes in your life. Discover the dirty truth behind your finances and gain valuable insights into your financial behaviors and emotions. (


Shake Your Money Maker: The Hustler Mindset. Masin Knox

When Masin Knox decided to chase the thrill of the nightlife and become a dancer/stripper, he didn't anticipate the judgment and resentment he would face. Yet, despite the odds, he persevered and found that moving from warehouse worker to adult entertainer, and author was a journey that eventually paid off - both financially and personally. In this episode, Masin reveals the ups and downs (pun intended!) of his financial journey and shares his invaluable lessons that he's learned along the way. We explore the Hustler Mindset, and how he achieved financial success and stability, especially in an unconventional career. Get ready to explore the captivating world of an adult entertainer with Masin Knox: The True Story of a Las Vegas Adult Entertainer and discover the thrilling behind the scenes secrets of this electrifying industry. Have you ever wondered why you do what you do with money? Explore your relationship with money by taking our free quiz or visit


From Rent to Revenue: Financial Freedom through Real Estate. Kelly Iannone

Kelly Iannone's dream of financial independence seemed impossible after working her way up the corporate ladder at Disney - that is until she discovered the power of passive real estate investments. Little did she know that this would become the catalyst for a life-changing journey that would lead to financial stability, even amidst the COVID-19 pandemic. In this episode Kelly and I discuss how to take charge of your financial future by unlocking the secrets to financial freedom through savvy real estate investments. Learn more about passively investing in commercial real estate with Kelly's FREE 12- page Financial Freedom Playbook. Break free from money myths and transform your money mindset with our podcast! ( Loved this episode? Leave us a review or rating here:


Champion by Choice. William Hung

William Hung may have been met with mockery during his audition on American Idol, but few were prepared for the remarkable journey that was to come. Little did anyone know; his passion and resilience would take him from being laughed at to an inspiring success story. He overcame two failed marriages, a costly gambling addiction, and a humble upbringing to become a successful entrepreneur and author, inspiring others to become a champion by choice. In my conversation with William, we dove deep into the emotional landscapes of money and fame. We discussed that prioritizing joy and gratitude - instead of solely chasing financial goals – can bring greater satisfaction in life. He also shared his inspiring insights on developing an empowering champion mindset for success. Filled with powerful stories of triumph and perseverance, William’s book "Champion by Choice" is an essential tool for anyone looking to overcome adversity, embrace change, and take control of their life. Connect with William: Loved this episode? Leave us a review or rating here: