Leap Academy with Ilana Golan

Ilana Golan
Leap Academy with 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. 

  1. 15 HR AGO

    Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein

    Harley Finkelstein didn’t set out to be an entrepreneur. He had no choice. With his father out of the picture, he had to pay for university and support his mother and sisters. So, he turned to his go-to problem-solving tool: entrepreneurship. Starting a t-shirt business changed his life, eventually leading him to Shopify, where he became one of their first merchants and later, its president. In this episode, Harley shares his incredible journey, highlighting key lessons on how entrepreneurship can solve real-life problems and the power of adapting quickly in a fast-changing world. Harley Finkelstein is the President of Shopify. He is also an entrepreneur, lawyer, and investor. He is one of the “Dragons” on CBC’s Next Gen Den and has been recognized among Canada’s Top 40 Under 40 and Fortune’s 40 Under 40. In this episode, Ilana and Harley will discuss: - His early roots in entrepreneurship - The t-shirt business that changed his life - How he set himself apart by overdelivering - Entrepreneurship as a tool for problem-solving​ - Why you must thrive in rapid change to stay relevant - Embracing ‘founder mode’ by focusing on the details - Why the future of entrepreneurship is limitless - How he became one of the first Shopify users - How Shopify built a mission-aligned culture - Finding your life’s work - And other topics…   Harley Finkelstein is an entrepreneur, lawyer, and President of Shopify. He is an advisor to Felicis Ventures and a notable investor. He has been recognized as Canadian Angel Investor of the Year and among Canada's Top 40 Under 40. As one of the "Dragons" on CBC's Next Gen Den, Harley brings his wealth of knowledge and experience to the forefront. His leadership extends beyond Shopify, having been on the Board of Directors for the C100 and the CBC. He’s also a proud member of the Order of Ottawa and currently serves on the board of Operation Hope, focusing on financial literacy empowerment. Connect with Harley: Harley’s Website: http://harleyf.com/about/ Harley’s LinkedIn: https://www.linkedin.com/in/harleyf/?originalSubdomain=ca Harley’s Twitter: https://twitter.com/harleyF 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

    55 min
  2. 2 DAYS AGO

    Richard Branson: The Journey to a Multi-Billion Dollar Empire

    From struggling in school because of his dyslexia to starting a magazine at just 15, Richard Branson has always found ways to turn his challenges into unique opportunities. Even his iconic airline started as a joke when he was stranded in Puerto Rico after his canceled flight. He hired a plane, wrote "Virgin Airlines" on a blackboard, and offered seats to other stranded passengers. Soon enough, Virgin Atlantic was born. In this episode, Richard shares his incredible journey with Ilana, highlighting key lessons on embracing risk, staying resilient, and using challenges to fuel growth and innovation. Sir Richard Branson is the founder of Virgin Group, spanning airlines, cruises, hotels, health, entertainment, and space travel. Known for his adventurous spirit and bold pursuits, he has not only transformed industries but also used his influence to champion global humanitarian causes. In this episode, Ilana and Richard will discuss: - Surviving British boarding school  - Quitting school at 15 to launch a magazine - Partnering with people who share his vision - The joke that led to the creation of Virgin Airlines - Building the world’s largest independent record label - Facing risk with excitement, not fear - Tackling world problems as an entrepreneur - Saving hostages from Saddam Hussein's regime - Forming a peacekeeping council of global elders - Pushing through the toughest days - Dyslexia as a superpower for thinking differently - And other topics…   Sir Richard Branson is a serial entrepreneur and founder of the Virgin Group, which includes more than 40 Virgin companies operating in 35 countries. At just 15, he dropped out of school and started Student magazine, which focused on youth culture. He went on to launch Virgin Records, signing iconic artists like Mike Oldfield and the Sex Pistols. Known for his bold ventures, Branson started Virgin Atlantic in 1984 and Virgin Galactic in 2004. Through Virgin Unite, he leads philanthropic efforts by using business to drive positive change globally. Connect with Richard: Richard’s Website: https://www.virgin.com/branson-family/richard-branson  Richard’s LinkedIn: https://www.linkedin.com/in/rbranson/  Richard’s Twitter: https://x.com/richardbranson Resources Mentioned: Richard’s Audiobook: Losing and Finding My Virginity: The Full Story: https://www.amazon.com/Losing-Finding-My-Virginity-Story/dp/B0CW8BS7W7  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

    21 min
  3. 5 NOV

    Jeff Dudan, Undercover Boss: How I Built a Thriving National Franchise From Scratch

    Jeff Dudan started his first business in college, painting apartments to pay the bills. The business grew beyond his expectations, allowing him to support his younger brother and create jobs for other college athletes. Years later, he moved to South Florida to help with disaster recovery after Hurricane Andrew struck. Having learned to see opportunity in adversity, he started AdvantaClean, which eventually grew into a national franchise. In this episode, Jeff talks to Ilana about spotting hidden opportunities in crises and the mindset shifts that helped him build a successful franchise business to empower others. Jeff Dudan is a franchise executive and the CEO of Homefront Brands. He brings decades of experience in funding, building, and scaling franchises to help others succeed in the industry. As a published author and host of The Homefront Podcast, Jeff also appeared on CBS’s Undercover Boss. In this episode, Ilana and Jeff will discuss: - Starting a business in college   - Pushing past your limitations - Grabbing opportunities as they come - Building Homefront to help franchise owners - Lessons from his father’s business challenges - Setting clear roles to make partnerships work - Creating a unique franchise model - Figuring out the right time to start franchising - Leading franchisees with patience  - Why businesses are high-class assets - Using real estate to fund his business - The CEO’s role in setting standards   - Saying “yes” to chances for visibility - Aligning your values with your business - And other topics… Jeff Dudan is the CEO of Homefront Brands, a published author, and a franchise executive with 25 years of experience building and scaling franchise businesses. He founded AdvantaClean in the aftermath of Hurricane Andrew, growing it from a disaster recovery business to a franchise with over 240 locations before it was acquired. Jeff is a Forbes contributor and host of The Homefront Podcast, where he explores the world of franchising and leadership. He has also appeared on CBS’s Undercover Boss. He has worked with organizations like Novant Health, the IFA Franchisor Forum, and St. Jude Children's Research Hospital. Connect with Jeff: Jeff’s Website: https://jeffdudan.com/  Jeff’s LinkedIn: https://www.linkedin.com/in/jeffdudan/  Resources Mentioned: Jeff’s Episode on Undercover Boss: https://www.imdb.com/title/tt6432766/  Jeff’s Books: Discernment: The Business Athlete's Regimen for a Great Life through Better Decisions: https://www.amazon.com/Discernment-Business-Athletes-Regimen-Decisions/dp/1544508506  Hey, Coach! https://www.amazon.com/Hey-Coach-Jeff-Dudan/dp/1511990570  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

    48 min
  4. 29 OCT

    Making Big Ideas Happen: How Katrina Spade Transformed the Funeral Industry Forever

    One day, while watching her baby somersault, Katrina Spade thought about how quickly time flies. Then it hit her like a ton of bricks that she would be in her 70s by the time he turned 40. This reflection sparked an interest in the funeral industry, ultimately leading her to design a new death experience. Despite facing legal hurdles and industry challenges, she founded the world’s first human composting company. In this episode, Katrina shares how she turned a simple grad school project into a groundbreaking business. She also highlights the key lessons she learned, from challenging norms to embracing big ideas. Katrina Spade is the founder and CEO of Recompose, the world’s first human composting company. Combining her background in architecture with a deep respect for nature, she created an eco-friendly alternative to traditional funerals. In this episode, Ilana and Katrina will discuss: - How a grad school project sparked a revolutionary idea - Balancing big ideas with practical execution - Translating design skills into business  - Telling your story to test your ideas - Why ‘perfect’ is the enemy of ‘good’ - How she quit her job and funded her dream - Attracting investors who believe in your vision - Building a reputation with intention and strategy - Breaking legal barriers to disrupt death care - And other topics…   Katrina Spade is the founder and CEO of Recompose, the world’s first human composting company, which offers an eco-friendly alternative to traditional burials and cremation. With a background in architecture and sustainable design, she created a groundbreaking method to transform human bodies into soil. In 2019, she successfully advocated for the legalization of human composting in Washington, and by 2020, Recompose had opened its first facility. Katrina has been featured in major outlets like NPR, Fast Company, and The New York Times. She is also a recipient of prestigious fellowships from Echoing Green and Ashoka. Connect with Katrina: Katrina’s LinkedIn: https://www.linkedin.com/in/katrina-spade-37047439/  Katrina’s Instagram: https://www.instagram.com/katrinaspade/  Resources Mentioned: Recompose: https://recompose.life/  Big Magic: Creative Living Beyond Fear by Elizabeth Gilbert: https://www.amazon.com/Big-Magic-Creative-Living-Beyond/dp/1594634726  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

    45 min
  5. 22 OCT

    Going All In: How Russ Ruffino Went from Bartender to $100M CEO

    Russ Ruffino spent his 30th birthday sobbing into his bourbon because he felt like a failure. He had spent the last decade bartending while clinging to his dream of becoming a movie star. So, how did he go from bartender to CEO of a $100 million business? He took his first step by applying his acting skills to writing persuasive sales copy. In this episode, Russ shares his incredible journey, offering lessons on leveraging unique skills, taking bold risks, and building a values-driven team to build a thriving business. Russ Ruffino is the founder and CEO of Clients on Demand, a company that has generated over $100 million in revenue. He helps entrepreneurs, coaches, and consultants attract their ideal clients at the right price, anytime they want. In this episode, Ilana and Russ will discuss: - Translating his acting skills into compelling sales copy - Taking the plunge into entrepreneurship - Going from zero to $250K  - Scaling from small offers to a $100M empire - The problem with scaling too quickly - Why marrying the right person is a superpower - Building a solid team by focusing on mission - Why your company needs a "no jerks" policy - Accepting that obstacles will come - His rule of thumb for firing people - Why entrepreneurs need acting classes  - Celebrating wins and enjoying the journey - And other topics…   Russ Ruffino is the founder and CEO of Clients on Demand, a high-ticket sales company that has generated over $100 million in revenue by helping entrepreneurs scale their businesses. After struggling as an actor and bartender for a decade, Russ discovered online marketing. He took the plunge into entrepreneurship and today, he helps coaches, consultants, and service providers attract the right clients, at the right price, anytime they want.  Connect with Russ: Russ’s Website: https://russruffino.com/  Russ’s LinkedIn: https://www.linkedin.com/in/russruffino/  Resources Mentioned: The 4-Hour Workweek: Escape 9-5, Live Anywhere, and Join the New Rich by Timothy Ferriss: https://www.amazon.com/4-Hour-Workweek-Escape-Live-Anywhere/dp/0307465357  The Ultimate Sales Letter: Attract New Customers. Boost your Sales. by Dan S Kennedy: https://www.amazon.com/Ultimate-Sales-Letter-Attract-Customers/dp/1440511411  How to Get Rich: One of the World's Greatest Entrepreneurs Shares His Secrets by Felix Dennis: https://www.amazon.com/How-Get-Rich-Greatest-Entrepreneurs/dp/1591842719

    50 min
  6. 15 OCT

    How to Win: Master FBI Negotiator’s Secrets for Getting What You Want | Chris Voss

    Chris Voss excelled as a lead FBI international kidnapping negotiator. At the start of his career, he thought it was all about being tough and direct. But over time, he discovered the secret to cracking negotiations—tactical empathy. Today, he teaches business leaders how to read emotions, build trust, and avoid leaving money on the table. In this episode, Chris explains why empathy is a world-changing skill and shares tactics for getting what you want in business and life. Chris Voss is a former FBI hostage negotiator with over two decades of experience in high-stakes crisis negotiations. He's the CEO of Black Swan Group and author of Never Split the Difference.  In this episode, Ilana and Chris will discuss: - How Chris became an FBI hostage negotiator - Why empathy is the secret weapon in business and life - Turning a “no” into a powerful negotiation tool - Why decision-making is emotional - The surprising power of vulnerability in negotiations - “It's not what you say, it's how you say it” - Why a positive frame of mind makes you 31% smarter - How to get your boss to pay you more - And other topics…   Chris Voss is a former FBI lead international kidnapping negotiator and expert in high-stakes negotiations. He is also the CEO of Black Swan Group and author of Never Split the Difference. With over 24 years of experience at the FBI, Chris negotiated some of the most challenging hostage situations. He represented the U.S. at G8-sponsored international conferences on kidnapping. Chris has received prestigious awards, including the Attorney General’s Award for Excellence in Law Enforcement. He has also taught negotiation in top MBA programs at USC, Georgetown, and Harvard, as well as lecturing globally.  Connect with Chris: Chris’s LinkedIn: https://www.linkedin.com/in/christophervoss/   Chris’s Twitter: https://twitter.com/fbinegotiator Resources Mentioned: Chris’s Book, Never Split the Difference: Negotiating As If Your Life Depended On It: https://www.amazon.com/Never-Split-Difference-Negotiating-Depended/dp/0062407805  Chris’s Documentary, Tactical Empathy: https://www.imdb.com/title/tt21383310/  Chris’s YouTube: https://www.youtube.com/channel/UCk7jHqdlFFDBhC1QIFqi54w   Negotiation Mastery Newsletter: https://www.linkedin.com/newsletters/negotiation-mastery-6998634991547006976/  Shawn Achor’s TED Talk, “The Happy Secret to Better Work”: https://www.youtube.com/watch?v=fLJsdqxnZb0  The Talent Code: Greatness Isn't Born. It's Grown. Here's How. by Daniel Coyle: https://www.amazon.com/Talent-Code-Greatness-Born-Grown/dp/055380684X  In the Presence of My Enemies by Gracia Burnham and Dean Merrill: https://www.amazon.com/Presence-My-Enemies-Gracia-Burnham/dp/0842381392

    43 min
  7. 8 OCT

    Turning Pain into Purpose: How Anne Beiler Built a Pretzel Empire from Nothing

    Before building a global snack empire, Anne Beiler’s dream was to have her own family like the loving one she grew up in. Like a fairytale, she met the man of her dreams. But years later, she found herself stuck in a place of darkness after tragically losing her daughter and enduring years of abuse. Through this pain, however, Anne found a new purpose. With no money, no formal education, and no business plan, she started the iconic pretzel brand, Auntie Anne’s. In this episode, Anne shares powerful lessons on resilience, leadership, and embracing life’s obstacles. Anne Beiler is the founder of Auntie Anne's, the world's largest pretzel franchise, with over 2,000 locations in more than 25 countries. She now dedicates her time to speaking and writing, teaching others how to overcome tough times, be strong leaders, and find purpose in life, even through pain. In this episode, Ilana and Anne will discuss: - How Anne’s background shaped her work ethic and values - Scaling her pretzel stand into a global brand - Balancing personal pain with building a business - Staying grounded under pressure - Why your people are your greatest asset - Lessons Anne learned while growing her franchise - How vulnerability became her strength - Anne’s advice for thriving through tough times - Building a lasting legacy through business - The power of purpose in achieving success - Why authentic leadership matters  - And other topics… Anne Beiler is a self-made entrepreneur and the founder of Auntie Anne’s, the globally recognized pretzel franchise. Raised in an Amish-Mennonite family, Anne faced devastating personal challenges, like losing her daughter and enduring years of abuse. She started her business to support her husband’s vision of providing free family counseling. Despite having no business plan or formal education, she scaled Auntie Anne’s into a multimillion-dollar business. Her franchise now spans over 25 countries with over 2,000 locations. Today, Anne speaks globally on overcoming adversity, leadership, and the role of faith in business.  Connect with Anne: Anne’s Website: https://auntieannebeiler.com/  Anne’s Facebook: https://www.facebook.com/auntieannebeiler/

    55 min
  8. 1 OCT

    Your Authenticity is Your Superpower, Master The Art of Authentic Leadership with Scot Safon

    Early in his career, Scot was told that he wasn’t “tough enough” for the media industry. He didn’t fit the traditional image of a hard-nosed executive. But instead of changing who he was, Scot embraced his own authentic style of leadership, ultimately proving that enthusiasm and a focus on collaboration are just as powerful for success. He went on to lead groundbreaking marketing campaigns for major networks like CNN and HLN. In this episode, Scot shares his leadership lessons from building a successful career by staying true to himself. Scot Safon is a seasoned media executive who led marketing and branding efforts for major networks like CNN, HLN, and The Weather Channel. Known for overseeing award-winning marketing campaigns, he now consults for top brands, helping to shape their marketing strategies. In this episode, Ilana and Scot will discuss: - Turning passion into a career advantage - Embracing your true self in a tough industry - Scot’s rise to leading CNN’s marketing - Building a career without industry connections - Staying resilient when facing setbacks - The importance of collaborative leadership - How to empower teams and inspire creativity - Turning failures into growth opportunities - How Scot controls panic attacks while speaking publicly - Balancing creativity with business demands - Building a career that aligns with your passion - Finding fulfillment in a competitive industry - And other topics… Scot Safon is a seasoned media executive known for his leadership roles at major networks like CNN, HLN, and The Weather Channel. As Chief Marketing Officer of CNN, he oversaw award-winning campaigns for programs like Anderson Cooper 360 and Larry King Live. Under his leadership, CNN's marketing efforts during major events such as the 2008 Presidential Elections and Hurricane Katrina received critical acclaim. Later, as the President of HLN, Scot revamped the network, leading to its growth through shows like Morning Express with Robin Meade. He also served as EVP and CMO of The Weather Channel, where he further honed his expertise in media branding. Today, he consults for major brands, helping companies shape their marketing strategies through his extensive experience in media and branding​. Connect with Scot: Scot’s LinkedIn: https://www.linkedin.com/in/scotsafon/

    54 min

About

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. 

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