
Leap Academy with Ilana Golan
Ilana Golan
The Leap Academy Podcast with Ilana Golan is all about honest and inspiring conversations about what it really takes to leap to bigger things, amazing careers, and craft the life you want. Stories and tips you won't find anywhere else. Ilana speaks with some of the world's most influential people, experts, and thinkers who created incredible careers, massive impact, built a reputation, and an extraordinary life. Together we discover the untold truths, the emotions, and important lessons that enabled them to reinvent themselves & leap. We take our audience on a journey that will not only inspire but also teach concrete lessons on how to leap careers: fast-track to leadership, jump to entrepreneurship, build a personal brand, portfolio career, and much more.
Categories: Education
Listen to the last episode:
Being scrappy wasn’t just a choice for Gary ‘Vee’ Vaynerchuk; it was his only way forward. After years of growing his family’s wine business, he was left with nothing of his own. With no money to rent an office or hire employees, Gary leveraged his grit, relationships, and opportunities to launch VaynerMedia. Overcoming the financial, mental, and emotional hurdles of entrepreneurship, he built his company into a multi-million-dollar media empire. In this episode, Gary joins Ilana to reveal the mindset and strategies you need to overcome obstacles and build your own multi-million-dollar business. Gary Vaynerchuk, famously known as GaryVee, is a serial entrepreneur, chairman of VaynerX, CEO of VaynerMedia and VeeFriends, and a six-time New York Times bestselling author. Recognized as one of the most forward-thinking minds in business, culture, and the internet, Gary helps brands stay ahead by spotting trends early. In this episode, Ilana and Gary will discuss: (00:00) Introduction (01:40) VaynerMedia's Scrappy Beginnings (06:56) Why Businesses Fail Financially (10:01) Navigating Tough Business Days (17:21) The Risk of Over-Transparency in Leadership (19:44) Dealing with Failure and Public Ridicule (22:10) GaryVee’s Dream of Owning the New York Jets (26:06) The Role of DNA and Accountability in Success (28:35) Finding Joy in Entrepreneurship (31:02) How to Build a Personal Brand as an Employee (32:30) Empowering Employees with Honest Feedback (34:27) Embracing Change and Executing Relentlessly Gary Vaynerchuk, famously known as GaryVee, is a serial entrepreneur, chairman of VaynerX, CEO of VaynerMedia and VeeFriends, and a six-time New York Times bestselling author. He is a prolific angel investor with early investments in companies like Facebook, Twitter, Tumblr, Venmo, Snapchat, Coinbase, and Uber. Recognized as one of the most forward-thinking minds in business, culture, and the internet, Gary helps brands stay ahead by spotting trends early. Connect with Gary: Gary’s Website: garyvaynerchuk.com Gary’s LinkedIn: linkedin.com/in/garyvaynerchuk Resources Mentioned: Gary’s Book, Day Trading Attention: How to Actually Build Brand and Sales in the New Social Media World: https://www.amazon.com/Day-Trading-Attention-Actually-Social/dp/0063317591 GaryVee: From Earning $2 an Hour to Running a $350M Digital Empire: https://podcasts.apple.com/us/podcast/garyvee-from-earning-%242-an-hour-to-running-a/id1701718200?i=1000689595539 Leap Academy: Ready to make the LEAP in your career? There is a NEW way for professionals to Advance Their Careers & Make 5-6 figures of EXTRA INCOME in Record Time. Check out our free training today at leapacademy.com/training
Previous episodes
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117 - GaryVee: The Mindset That Took Me from Zero to Multi-Million-Dollar Success | E115 Tue, 08 Jul 2025
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116 - Matt Abrahams: How to Conquer Anxiety and Lead Powerful Conversations Under Pressure | E114 Tue, 01 Jul 2025
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115 - From Singing in Parks to Selling Out Arenas: AJR’s Adam Met on Building Success from Scratch | E113 Tue, 24 Jun 2025
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114 - From Near Bankruptcy to a $745M Exit: The Raw Truth Behind Kass & Mike’s Entrepreneurship Journey | E112 Tue, 17 Jun 2025
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113 - NBCUniversal Vice Chairman, Bonnie Hammer: Breaking Myths About Climbing to the Top | E111 Tue, 10 Jun 2025
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112 - Gretchen Carlson: The Journalist Who Defied Fox News and Exposed Workplace Abuse | E110 Tue, 03 Jun 2025
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111 - From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109 Thu, 29 May 2025
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110 - Breaking the Glass Ceiling: How Adva Amir Became One of the Few Female Airline Captains | E108 Tue, 27 May 2025
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109 - From School Teacher to Fitness Icon: What I Wish I Knew Before Quitting My Job | Brian Keane | E107 Thu, 22 May 2025
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108 - Tony Khan: Building AEW into a Billion-Dollar Brand and Competing with Wrestling Giants | E106 Tue, 20 May 2025
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107 - Tim Storey: Turning Setbacks Into Comebacks and Achieving Unstoppable Success | E105 Thu, 15 May 2025
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106 - Bank of America's Bernard Hampton: The Leadership Secrets to Building High-Performing Teams | E104 Tue, 13 May 2025
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105 - Turning Personal Grief Into a Global Mission for Happiness | Mo Gawdat | E103 Thu, 08 May 2025
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104 - Venture Capitalist, James Currier: Mastering Network Effects to Scale Your Startup | E102 Tue, 06 May 2025
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103 - The Power of Regret: Daniel Pink on The Unexpected Tool to Unlock Your Greatest Success | E101 Thu, 01 May 2025
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102 - How Dr. John Demartini Crushed Life's Toughest Challenges to Unlock His Full Potential | E100 Tue, 29 Apr 2025
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101 - Alex Carter: Negotiate Like a Pro, Powerful Techniques to Unlock Career and Business Growth | E99 Thu, 24 Apr 2025
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100 - Chemi Peres: Overcoming Personal Challenges to Build Pitango, Israel’s Largest Venture Fund | E98 Tue, 22 Apr 2025
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99 - Guy Kawasaki: The Tech Evangelist Who Built Apple and Canva into Iconic Brands | E97 Thu, 17 Apr 2025
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98 - How Shai Reshef Is Empowering Refugees and Underserved Students with Free College Education | E96 Tue, 15 Apr 2025
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97 - How Rosanna Pansino Overcame Dyslexia, Risked Everything, and Built a YouTube Empire | E95 Thu, 10 Apr 2025
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96 - Breaking Limits: How John Hennessey Turned a Dream into the World’s Fastest Cars | E94 Tue, 08 Apr 2025
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95 - How to Win Investors: The Brutal Truth About Raising Capital | Elizabeth Yin | E93 Thu, 03 Apr 2025
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94 - LeapCon 2025: Ilana Golan on Taking Bold Risks That Lead to Unstoppable Career Growth | E92 Tue, 01 Apr 2025
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93 - Emmy Nominee, Bastiano Ferrari: From Broke and Sleeping on Beanbags to Building Hollywood Success | E91 Thu, 27 Mar 2025
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92 - Former Obama Foundation President: How to Lead Through the Toughest Moments | David Simas | E90 Tue, 25 Mar 2025
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91 - Amy Porterfield: I Quit a Prestigious Job with Tony Robbins and Built a $100M Business | E89 Thu, 20 Mar 2025
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90 - Styling Beyoncé, Cher, and J.Lo: Norma Kamali’s Rise from Losing Her Company to Dressing Icons | E88 Tue, 18 Mar 2025
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89 - Ilana Golan: 7 Steps to Unlock Your Zone of Genius | E87 Thu, 13 Mar 2025
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88 - Dr. Rajiv Shah: Working with Bill Gates, Barack Obama, and More to Tackle Global Crises | E86 Tue, 11 Mar 2025
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87 - Ilana Golan: 100X Your Personal Brand and Unlock Opportunity | E85 Thu, 06 Mar 2025
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86 - Grant Cardone: Reinventing at 50 to Build a Multi-Billion Dollar Business from Rock Bottom | E84 Tue, 04 Mar 2025
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85 - This is the LEAP Academy Thu, 27 Feb 2025
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84 - Steph Curry Enterprise: From Receptionist to Driving Business Success for a Sports Icon | Tiffany Williams | E83 Thu, 27 Feb 2025
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83 - Seth Godin: Turning 800 Rejections into a Roadmap for Success | E82 Tue, 25 Feb 2025
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82 - Gil Shwed: Building Check Point into a $20B Empire and Defining the Future of Cybersecurity | E81 Thu, 20 Feb 2025
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81 - Too Broke for Bankruptcy: How Michael Hyatt Rebuilt Success Without Sacrificing His Life | E80 Tue, 18 Feb 2025
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80 - How I Lost My Company and Built a $500M Business Instead | Brandon Dawson | E79 Thu, 13 Feb 2025
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79 - Craigslist Founder, Craig Newmark: How I Transformed a Simple Email List Into a Billion-Dollar Business | E78 Tue, 11 Feb 2025
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78 - GaryVee: From Earning $2 an Hour to Running a $350M Digital Empire | E77 Thu, 06 Feb 2025
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77 - Trent Shelton: Your Pain Has a Purpose, Unlock Its Power | E76 Tue, 04 Feb 2025
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76 - Crippling Anxiety: How I Beat Panic Attacks to Become a 3x USA Memory Champion | John Graham | E75 Thu, 30 Jan 2025
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75 - If You Want to Have Life-Changing Conversations, Ask These Tough Questions | E74 | Topaz Adizes Tue, 28 Jan 2025
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74 - Shark Tank’s Matt Higgins: How I Beat Poverty, Loss, and Cancer to Become a Global Investor | E73 Thu, 23 Jan 2025
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73 - Bluestone Lane Founder: How Nicholas Stone Is Redefining the U.S. Coffee Culture With Zero Coffee Experience | E72 Tue, 21 Jan 2025
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72 - Former Medtronic CEO: Leadership Secrets for Achieving Success Beyond Profits | Bill George | E71 Thu, 16 Jan 2025
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71 - Former Managing Director of Facebook India, Kirthiga Reddy: How to Seize Life-Changing Opportunities | E70 Tue, 14 Jan 2025
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70 - How Lacy Garcia Conquered Financial Fear and Transformed Wealth Planning for All | E69 Thu, 09 Jan 2025
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69 - Neil Patel: From Crushing Failures to Building a Global Marketing Empire | E68 Tue, 07 Jan 2025
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68 - Peloton VP, Robin Arzón: Surviving a Hostage Crisis and Building a Relentless Fitness Brand | E67 Thu, 02 Jan 2025