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Jay Shetty PodcastJay Shetty Podcast

#1 Entrepreneur Reveals the Real Secret to Success (You’re Focusing on the Wrong Thing)

What if everything you’ve been told about success is missing one key ingredient, how deeply you care? Jay sits down with David Grutman, one of the most influential names in global hospitality, who built a world-renowned empire from the ground up. Together they unpack a powerful idea that challenges conventional wisdom: what if the real secret to success isn’t detachment, but deeply caring? From his early days as a bartender to creating iconic experiences that shape culture, David reveals how taking things personally, your work, your relationships, and every detail of what you put into the world, can become a driving force for growth. While most people are taught to brush things off, David chose the opposite, turning mistakes, rejection, and feedback into fuel to sharpen his craft and raise his standards. Jay highlights how David’s success wasn’t built on titles or transactions, but on genuine human connection. From remembering a guest’s drink to building long-term relationships with artists and entrepreneurs, David reveals that real influence comes from adding value without expectation. Jay reflects on how many people chase quick wins or surface-level networking, but true impact lies in playing the long game, showing up consistently, investing in others, and creating meaningful experiences that people never forget. In this episode you'll learn: How to Turn Mistakes Into Growth How to Build Relationships That Last How to Make People Feel Seen and Valued How to Build Confidence Without a Title How to Give Feedback That Actually Works How to Stay Grounded While Winning Every setback carries a lesson, and every interaction is an opportunity to build something meaningful. When you focus on adding value, staying curious, and giving your best, you begin to create momentum that others can feel. If you’re ready to level up how you show up in life and relationships, don’t miss David Grutman’s latest book, Take It Personal. Pre-order your copy today, visit: https://zandoprojects.com/books/take-it-personal-hardcover With Love and Gratitude, Jay Shetty JAY’S DAILY WISDOM DELIVERED STRAIGHT TO YOUR INBOX Join 900,000+ readers discovering how small daily shifts create big life change with my free newsletter. Subscribe here: https://news.jayshetty.me/subscribe Check out our Apple subscription to unlock bonus content of On Purpose! https://lnk.to/JayShettyPodcast What We Discuss: 00:00 Intro 01:07 Why You Should Take It Personal 05:06 The Small Details That Make People Feel Seen 07:11 The Real Path to Self-Improvement 07:59 Turning Anger Into Growth 09:06 How to Give Feedback That Actually Works 11:20 Creating a 10/10 Customer Experience 12:52 Every Day Is a New Opportunity 14:33 Building Something From Nothing 16:27 The Power of Genuine Relationships 19:51 Does Networking Actually Work? 22:28 How to Play the Long Game 26:50 The Truth About Real Success 29:30 Lessons From a Difficult Childhood 30:56 Becoming the Parent You Needed 31:53 Balancing Ambition and Family Life 33:32 Evolving Into Your Next Chapter 35:54 The Power of Being a Connector 37:55 Scarcity vs. Abundance Mindset 39:47 Check Your Ego at the Door 41:56 Staying Grounded While Winning 43:03 The Strength of a True Partnership 45:28 What Makes a Truly Great Idea? 46:42 What Makes Someone Worth Betting On? 48:39 Learning to Slow Down and Reflect 50:32 Finding Joy in the Present Moment 54:53 David in Final Five Episode Resources: Website | https://groothospitality.com/ Facebook | https://www.facebook.com/davegrutman/ Instagram | https://www.instagram.com/davidgrutman/ X | https://x.com/DaveGrutman https://www.instagram.com/jayshetty https://www.facebook.com/jayshetty/ https://x.com/jayshetty https://www.linkedin.com/in/shettyjay/ https://www.youtube.com/@JayShettyPodcast http://jayshetty.me

David GrutmanguestJay Shettyhost
Apr 8, 20261h 2mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 5:04

    Taking business “personally”: caring enough to feel the sting

    David explains why “Don’t take it personal” is bad advice in hospitality and entrepreneurship. For him, taking it personally means caring deeply about people’s experiences and relationships—and using that emotional reaction as fuel to improve.

    • Reframing “take it personal” as a competitive advantage
    • How mistakes and tough feedback early on built his standards
    • Why relationship outcomes (e.g., loyal guests choosing competitors) should matter
    • Using personal accountability to drive consistent excellence
  2. 5:04 – 6:01

    The small details that make people feel seen (and come back)

    David shares how bartending taught him the power of remembering preferences and anticipating needs. He connects micro-moments of recognition to long-term loyalty and stronger relationships.

    • Remembering drinks/preferences as a trust-building tool
    • Service as relationship-building, not just transaction
    • Why “little things” create outsized emotional impact
    • One-on-one conversation as a business skill
  3. 6:01 – 7:58

    Investing in yourself: choosing growth over short-term money

    He recounts leaving a high-earning bartending role to become a low-paid manager because he valued learning and leadership experience. David highlights education, preparation, and self-improvement as the real compounding assets.

    • Taking a pay cut to gain leadership reps and mastery
    • Training teams through education (tastings, product knowledge)
    • Learning from strong owners/managers and self-improvement frameworks
    • Confidence vs. insecurity: why insecure leaders yell
  4. 7:58 – 10:07

    Turning anger into leadership: real-time standards without demoralizing teams

    David admits he obsessively monitors details in his venues and prefers fixing issues immediately. He breaks down what effective feedback looks like—specific, calm, and balanced—so people improve instead of shutting down.

    • Hyper-attention to music, lighting, pacing, and service flow
    • The ‘emotional bank account’: balancing critique with praise
    • Why interrogating “what were you thinking?” backfires
    • Specific feedback tied to guest experience and outcomes
  5. 10:07 – 11:19

    Creating a 10/10 guest experience—and remembering tomorrow matters more than yesterday

    The conversation shifts to operational excellence and the mindset of relentless daily renewal. David explains that competitors often get complacent after a win, but hospitality demands you earn it again every night.

    • Immediate ‘win them over’ moments set the tone for the whole experience
    • Daily reset mentality: you’re only as good as your last night
    • Competition is constant (new DJs, new venues, new trends)
    • Learning to occasionally pause and appreciate wins (Mark Cuban story)
  6. 11:19 – 14:33

    Building something from nothing: equity, risk, and the unseen stress of entrepreneurship

    David outlines why he wanted ownership rather than moving the needle for others. He walks through early ventures—marketing agency successes and failures—plus the reality of cashflow pressure and being last to get paid.

    • Why equity beats one-off fees when you’re creating real value
    • Starting, selling, losing, and rebuilding a company
    • Selling 51% to Live Nation (timing and scale)
    • The public sees glamour; owners see payroll and risk
  7. 14:33 – 16:26

    From failure to LIV: when ego and revenge sabotage execution

    David tells a pivotal story: his first ownership opportunity was driven by proving others wrong, and it failed badly. That lesson shaped his approach to LIV—focus on doing the work exceptionally well rather than winning a feud.

    • How misaligned ethics and revenge motivations distort decision-making
    • ‘Kitchen sink’ celebrity events can’t fix a broken foundation
    • LIV’s origin: betting on Miami’s first Vegas-style resort ecosystem
    • Choosing excellence over comparison as the real turning point
  8. 16:26 – 22:26

    Does networking work? The anti-agenda approach to real relationships

    David challenges traditional networking and argues that titles, business cards, and extraction mindsets repel people. He explains how adding value to everyone in a room—not just the most powerful—creates durable relationships.

    • You don’t need a title to build influence and trust
    • Add value vs. extract value: the energy people can feel
    • Why ignoring ‘non-important’ people at a table is short-sighted
    • Hosting, curiosity, and learning everyone’s story as a relationship strategy
  9. 22:26 – 29:29

    Playing the long game: the Bad Bunny–Drake connection and relationship compounding

    David shares a behind-the-scenes story of connecting Bad Bunny and Drake, with no immediate payoff. Years later, the relationship compounds into a major restaurant partnership and deeper trust—an example of long-term, non-transactional thinking.

    • Spotting early engagement signals and betting early on talent
    • Facilitating connections without demanding credit or money
    • Patience: multi-year timeline from introduction to major partnership
    • ‘Networking’ vs. authentic journeys with people
  10. 29:29 – 32:15

    Childhood roots: loneliness, adult conversations, and becoming the parent you needed

    David describes a difficult childhood shaped by divorce, being an only child, and feeling left alone. He explains how that experience informs his commitment to presence and connection with his daughters today.

    • Divorce, isolation, and early independence in Naples, Florida
    • Benefits of being around adults: learning through conversation
    • Desire to build the loving, connected family he missed
    • Making family travel and togetherness a non-negotiable priority
  11. 32:15 – 36:21

    Evolving into your next chapter: investing in founders and becoming a connector at scale

    David explains his current focus: investing in emerging brands and helping them grow through his hospitality ecosystem. He frames connecting people—without gatekeeping or taking a cut—as both his superpower and a long-term advantage.

    • Using restaurants/venues as distribution and marketing for brands
    • Collaboration-based growth: menu items, events, cross-promotion
    • Scarcity vs. abundance: letting others win without fear
    • The ‘coupon system’: gratitude, reciprocity, and long-term goodwill
  12. 36:21 – 39:43

    Teaching success: the FIU course that became the book ‘Take It Personal’

    David talks about compressing his lived experience into a structured curriculum and how hard it was to break instincts into teachable principles. He emphasizes that the ‘trenches’ phase—bartender to manager—contains the real magic most people skip.

    • Designing a syllabus to teach real-world relationship and service skills
    • Why students resonated: he started locally and built from the ground up
    • Celebrity guests as vehicles for lessons, not spectacle
    • Overnight success myth vs. years of repetition and craft
  13. 39:43 – 44:20

    Checking your ego at the door: gratitude, friendships, and staying grounded while winning

    David reflects on how success can create more danger than failure because it inflates ego and reduces openness to help. He credits honest friends and his wife for keeping him grounded and focused on service and gratitude.

    • A friend’s blunt reminder: ‘You’re not saving lives’
    • Success-driven ego can make you feel untouchable—and fragile
    • Gratitude and service as ego antidotes
    • Partnership at home: a strong spouse as the ultimate stabilizer
  14. 44:20 – 54:33

    What makes a great idea (and a great bet): instinct, data, and artistic people

    He explains how he evaluates ideas through intuition but respects data when the market disagrees—illustrated by a menu item that flopped despite his love for it. David also shares what he looks for in people: artists who move him emotionally.

    • Instinct-led ideation, data-led iteration (menu performance example)
    • Letting chefs own creativity while results guide decisions
    • Betting on people who ‘move’ you emotionally
    • Strength through generosity: treating competitors warmly signals confidence
  15. 54:33 – 1:02:07

    Final Five: mentorship, failure, and the simplest rule—‘just be good’

    In rapid-fire questions, David reiterates his core themes: take it personal, embrace failure, invest in yourself, and seek strong mentors. He closes with a personal philosophy of doing good through gratitude and adding value without chasing recognition.

    • Best advice: take it personal; worst advice: bad real-estate/location bets
    • Failure feels bigger to you than to everyone else—keep trying
    • Mentorship can be direct or indirect (books, media, studying people)
    • One universal law: be good—add value daily

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