Kelly Roach built a seven-figure side hustle before leaving her corporate role. How did she do it despite an intense workload and failed product launches? Strategic planning, smart time management, and an unyielding drive fueled by a childhood embarrassment on the free lunch line. In this episode, Kelly shares her inspiring journey, emphasizing the importance of patience, persistence, and the willingness to take imperfect action.Kelly Roach is a business coach, CEO, podcast host, and bestselling author. Before launching her multimillion-dollar business, she worked at a Fortune 500 company, rising to become its youngest VP. In this episode, Ilana and Kelly will discuss:- The defining moment that fueled her ambition- Juggling multiple jobs in college- Her transition from NFL cheerleader to corporate leader- Why entrepreneurs must embrace imperfect action- The importance of mental toughness  - Her transition from corporate to entrepreneurship- Staying motivated through failures- The importance of investing in coaching- Effective time management for side hustlers - Financial strategies for entrepreneurs- And other topics… Kelly Roach is a business coach, CEO, podcast host, and bestselling author of Conviction Marketing and The Live Launch Method. She rose from an entry-level sales position at a Fortune 500 company to become its youngest VP. While working full-time, she started her multimillion-dollar company, Kelly Roach Coaching. Kelly is also the creator of the Live Launch Method, a simple launch strategy that leverages timeless business principles to help entrepreneurs consistently generate six-figure results. She is regularly sought after as a coaching expert by several news outlets.Connect with Kelly:Kelly’s Website: https://kellyroachcoaching.com/ Kelly’s LinkedIn: https://www.linkedin.com/company/kellyroachinternational/ Resources Mentioned:Kelly’s Podcast, The Kelly Roach Show: https://podcasts.apple.com/us/podcast/the-kelly-roach-show/id  

Even when met with skepticism, Geoff Smart pushed forward with his vision to transform hiring through powerful data-driven methods. He created the WHO Method through his leadership consulting firm, emphasizing drive and cultural fit over skills. This approach not only brought success to his clients but also propelled his firm to global success. In this episode, Geoff reveals the key strategies behind the WHO Method, including how to prioritize drive over skills and ensure cultural alignment in hiring.Dr. Geoff Smart is the Chairman and Founder of ghSMART, a top leadership consulting firm serving Fortune 500 CEOs, boards, and entrepreneurs. He is a New York Times bestselling author and renowned expert on hiring and leadership, dedicated to helping leaders achieve extraordinary results through smart team building.In this episode, Ilana and Geoff will discuss:- Cracking the code to hiring superstar talent- Why drive outshines talent in every scenario- How to build a culture that accelerates growth- Interview techniques that reveal true potential- Success predictors most leaders overlook- Leadership secrets that cultivate a winning culture- How consistency can skyrocket your career- Emotional intelligence as a leadership superpower- Setting boundaries that fuel success- The WHO method for flawless hiring- And other topics… Dr. Geoff Smart is the Chairman and Founder of ghSMART, a leadership consulting firm serving Fortune 500 CEOs, boards, billionaire entrepreneurs, and heads of state worldwide. A sought-after expert in hiring and leadership, he co-authored the New York Times bestselling books Who, Leadocracy, and Power Score. Under his leadership, ghSMART has earned recognition as a top consulting firm, known for its client impact and employee satisfaction. Connect with Geoff:Geoff’s LinkedIn: https://www.linkedin.com/in/drgeoffsmart/ Resources Mentioned:SMARTtools for Leaders: https://geoffsmart.com/smarttools/ ghSMART: www.ghsmart.comGeoff’s Books: Who: https://www.amazon.com/Who-Geoff-Smart/dp/0345504194 Power Score: Your Formula for Leadership Success: https://www.amazon.com/Power-Score-Formula-Leadership-Success/dp/0345547357  Leadocracy: Hiring More Great Leaders (Like You) into Government: https://www.amazon.com/Leadocracy-Hiring-Great-Leaders-Government/dp/1608322882 

Eynat Guez leaped from a comfortable corporate job to co-founding Papaya Global. Despite numerous investor rejections, she stayed true to her vision, proving the market need for her innovative solutions. Balancing motherhood and entrepreneurship, she turned her startup into a global payroll and HR solutions powerhouse valued at $3.7 billion. In this episode, Eynat reveals the highs and lows of her entrepreneurial journey, underscoring the importance of resilience and adaptability in achieving success.Eynat Guez is the co-founder and CEO of Papaya Global, a leading global payroll platform. ​She has been recognized among Forbes Israel's Power Women and Fortune’s most powerful women in startups. In this episode, Ilana and Eynat will discuss:- The hardest parts of being an entrepreneur- The best way to deal with negative feedback- The loneliness of the CEO role- Eynat’s struggle to raise capital while pregnant- Strategies for dealing with rejection- The importance of client-centricity- Balancing motherhood with a demanding career- The differences between building and scaling a company- How to stay motivated through setbacks- The significance of humility in leadership- The importance of a supportive network- And other topics… Eynat Guez is the co-founder and CEO of Papaya Global, a global payroll and workforce management platform valued at $3.7 billion. Raised in Israel, she started her career in HR and technology, holding key roles in Africa and China before founding Papaya Global in 2016. Eynat champions diversity, maintaining a 50% female workforce and advocating for Israeli-Palestinian economic cooperation. She has been recognized among Forbes Israel's Power Women and Fortune’s most powerful women in startups. Eynat holds a BA in Political Science and Business Administration from the Open University of Israel.Connect with Eynat:Eynat’s LinkedIn: https://www.linkedin.com/in/eynatguez/Resources Mentioned:Papaya Global: https://www.papayaglobal.com/  

As Charlie Engle's teenage sons dropped him off at the gates of federal prison, he faced his lowest point. Sentenced to 21 months for mail fraud, he had lost his career, reputation, and freedom. Despite his history of overcoming addiction and running across the Sahara, this challenge was the hardest. Initially consumed by anger and fear, Charlie turned to running daily. He inspired fellow inmates, earning the nickname "Running Man" and forming a running group. In this episode, Charlie reveals the mindset shifts that turned his lowest point into triumph, rebuilding his life post-incarceration into one of influence.Charlie Engle is an ultramarathon runner, author, and motivational speaker. He is also known as the “Running Man” who ran 4,600 miles across the Sahara. He is also known for co-founding H2O Africa with Matt Damon, which later became Water.org.In this episode, Ilana and Charlie will discuss:- The pivotal moment that sparked his journey to sobriety- Embracing extreme ownership for personal growth- The incredible story behind the Sahara expedition- Staying motivated against all odds- Managing team dynamics in extreme situations- Life lessons from his time in federal prison- Leveraging vulnerability and resilience for success- Obsession as the key to success- Why passion trumps knowledge- The danger of staying in your bubble- Achieving big goals through consistent small steps- How to build unshakeable confidence - And other topics… Charlie Engle is an accomplished ultramarathon runner, author of Running Man, and motivational speaker known for his extraordinary endurance feats and inspiring life story. His remarkable journey of running across the Sahara Desert and overcoming addiction has been documented in the film, Running the Sahara, narrated and produced by Matt Damon. Besides his athletic achievements, Charlie co-founded H2O Africa, which later became Water.org, raising millions for clean water initiatives. He continues to inspire audiences worldwide through his speaking engagements, focusing on resilience, overcoming adversity, and the power of perseverance​.Connect with Charlie:Charlie’s Website: https://www.charlieengle.com/ Charlie’s LinkedIn: https://www.linkedin.com/in/charlie-engle-3644676/ Resources Mentioned:Water.org: https://water.org/ Running the Sahara narrated by Matt Damon: https://www.imdb.com/title/tt0481222/ Running Man: A Memoir: https://www.amazon.com/Running-Man-Memoir-Charlie-Engle/dp/1476785783 

Feeling creatively stifled in his stable but unfulfilling job, Adam Cheyer pursued entrepreneurship, even with his limited business knowledge. He co-founded Siri to realize his dream of a voice-activated assistant and the project was so promising that Steve Jobs called out of the blue. Despite initially turning down his offer, Jobs persisted. Today, Siri is integrated into billions of Apple devices. In this episode, Adam shares the key moments and mindset shifts that turned his vision into reality.Adam Cheyer is an inventor, entrepreneur, and VP of AI Experience at Airbnb. He has founded multiple successful startups, including Siri and Change.org.In this episode, Ilana and Adam will discuss:- The emotional drive behind leaving a stable job- Challenges of starting a business in his forties- The exciting story behind creating Siri- The unexpected call from Steve Jobs- Adam’s process for timing new innovations- How visualizing success boosts motivation- The power of being first in new markets- Maintaining perseverance as an entrepreneur- The evolution of AI- And other topics… Adam Cheyer is an inventor, entrepreneur, and engineering executive, recognized for his pioneering work in AI and human-computer interfaces. Throughout his career, Adam has co-founded or been a founding member of multiple successful startups, including Siri, Change.org, GamePlanner.AI, Sentient, and Viv Labs. Currently, he serves as the VP of AI Experience at Airbnb, leveraging generative AI to transform the platform into an intuitive travel concierge. In addition to his technology work, he is also an award-winning magician and a member of the prestigious Magic Castle in Los Angeles.Connect with Adam:Adam’s Website: http://adam.cheyer.com/site/home Adam’s LinkedIn: https://www.linkedin.com/in/adamcheyer/ Resources Mentioned:Change.org: https://www.change.org/

Immersed in her privileged life in apartheid South Africa, Ronni Kahn never imagined she would become a leader in the fight against food waste and hunger. She went from one bold leap to the next—leaving a kibbutz in Israel to start from scratch in a new country, then building a successful business only to leave it to start a nonprofit. In this episode, Ronni shares the pivotal moments and challenges that led her to find her true calling, the importance of taking risks, and the powerful impact of small acts of kindness.Ronni Kahn is a South African-born Australian social entrepreneur, passionate activist, and the founder of OzHarvest, Australia’s leading food rescue charity. In 2020, she co-authored her memoir, A Repurposed Life, which was nominated for an ABIA award for Biography Book of the Year.In this episode, Ilana and Ronni will discuss:- Ronni's upbringing in apartheid South Africa- The values of resilience from her parents- Adapting from a kibbutz in Israel to life in Australia- The value of experimentation for entrepreneurs- Going from zero to a successful event planning business- The food waste revelation that led to OzHarvest- Overcoming doubts and finding purpose- The jump from business to nonprofit- Why you must seize opportunities- The value of small acts of kindness- Taking risks and following your passion- And other topics… Ronni Kahn is the founder and Visionary In Residence at OzHarvest, Australia’s leading food rescue charity. After witnessing significant food waste in her successful events management business, she founded the organization in 2004 to combat hunger and reduce waste. A passionate advocate and activist, she has earned numerous awards, including being named Australia’s Local Hero in 2010. She has also been appointed Officer of the Order of Australia (AO) and named in Boss Magazine's Top 21 True Leaders. In 2020, she co-authored her memoir, A Repurposed Life, which was nominated for an ABIA award for Biography Book of the Year.Connect with Ronni:Ronni’s Website: https://ronnikahn.com/Ronni’s LinkedIn: https://www.linkedin.com/in/ronni-kahn/Ronni’s Email: ronni@ronnikahn.com Resources Mentioned:Ronni’s Book, A Repurposed Life: https://www.amazon.com/Repurposed-Life-Ronni-Kahn/dp/1911632949 Write to Ilana: ilana@leapacademy.com  

From nearly failing out of college to becoming the number one executive coach, Marshall Goldsmith embodies the power of relentless self-improvement. Shaped by harrowing experiences, influential mentors, and Buddhism, he has gained unique perspectives on gratitude, resilience, and purpose, inspiring leaders worldwide to achieve their full potential. In this episode, Marshall Goldsmith shares the importance of finding fulfillment, enjoying the process of life, and avoiding achievement addiction. Marshall Goldsmith is a renowned authority on leadership and coaching for behavioral change. He is also the bestselling author of multiple books, including The Earned Life. He has worked with leaders of major organizations such as Forbes, Pfizer, Walmart, and the World Bank.  In this episode, Ilana and Marshall will discuss:- Why successful people need coaches- The value of finding happiness in the present- The three ingredients for happiness- Why you must avoid achievement addiction- The problem with delayed gratification- Why you must have a higher purpose- The importance of translating goals into daily actions- Why you can’t achieve your way to happiness- His AI bot and excitement about technology- The challenges of living up to one's values - How to live without regret- And other topics… Marshall Goldsmith is a foremost expert in leadership and behavioral change coaching. Since 2011, he has been consistently recognized as one of the top ten business thinkers globally and has earned the distinction of top-rated executive coach at the Thinkers50 awards in London. Marshall has penned several #1 bestsellers on the Wall Street Journal and New York Times lists, including Triggers and The Earned Life. He has worked with leaders of major organizations such as Forbes, Pfizer, Walmart, and the World Bank.  Connect with Marshall:Marshall’s Website: https://marshallgoldsmith.com/Marshall’s LinkedIn: https://www.linkedin.com/in/marshallgoldsmith/Resources Mentioned:Marshall’s Book, The Earned Life: Lose Regret, Choose Fulfillment: https://www.amazon.com/Earned-Life-Regret-Choose-Fulfillment/dp/0593237277  Marshall’s AI Tool: https://marshallgoldsmith.ai/ 

Dave Liniger went from pinching pennies while saving for his first property to owning 21 single-family homes at age 21. Despite fierce opposition and financial turmoil, he implemented an innovative commission system that empowered agents to maximize their earnings. His unique model not only transformed his company into a global real estate powerhouse but also revolutionized the entire industry. In this episode, Dave shares his incredible journey of perseverance, highlighting the principles and mindset shifts that drove him to success.Dave Liniger is the co-founder of RE/MAX, a real estate empire that spans over 115 countries with more than 142,000 sales agents. He is also a decorated Air Force veteran and serial entrepreneur. In this episode, Ilana and Dave will discuss:- Dave's journey from military service to real estate- Disrupting real estate with RE/MAX- Financial struggles and industry resistance in the early days- Building confidence through small wins- The importance of humility in leadership- How the military prepared Dave for business challenges- Turning personal adversity into a motivational force- Dave’s unyielding determination to recover from paralysis- The power of selling hope as a leader- And other topics… Dave Liniger is a legendary figure in the real estate industry, renowned for co-founding RE/MAX with his wife, Gail. He revolutionized the real estate business by introducing a model that significantly increased agent commissions. RE/MAX has now expanded into a real estate empire that spans over 115 countries with more than 142,000 sales agents. Dave is also a decorated Air Force veteran, serial entrepreneur, philanthropist, adventurer, and a passionate advocate for perseverance and leadership. He is the bestselling author of The Perfect 10 and the host of the Ambition and Grit podcast. After retiring as CEO in 2018, Dave continues to serve as Chairman of the Board at RE/MAX Holdings.Connect with Dave:Dave’s Website: https://daveliniger.com/ Dave’s LinkedIn: https://www.linkedin.com/in/dave-liniger/ Resources Mentioned:Dave’s Podcast, Ambition and Grit: https://podcasts.apple.com/us/podcast/ambition-and-grit/id1674022837 Dave’s Book, The Perfect 10: 10 Leadership Principles to Achieve True Independence, Extreme Wealth, and Huge Success: https://www.amazon.com/Perfect-10-Leadership-Principles-Independence/dp/1637631839 How I Turned $1,000 into a Million in Real Estate in My Spare Time by William Nickerson: https://www.amazon.com/Turned-into-Million-Estate-Spare/dp/1607964244  

John Lee Dumas went from leading his seniors in the military at 23 to failing at different careers for six years. Although the fear of failure almost held him back, he pushed through and started his podcast at 32. Today, he generates over a million dollars in annual revenue. In this episode, John shares lessons from his journey, actionable insights on overcoming fear, and strategies for entrepreneurial success.John Lee Dumas is the founder and host of the award-winning podcast Entrepreneurs on Fire, with over 160 million total listens. He is also the author of The Common Path to Uncommon Success.In this episode, Ilana and John will discuss:- His battle with PTSD- How he reinvented himself after military service- His six years of entrepreneurial struggles - Why failure is so scary- Why you must launch before you’re ready- Moving from "pre-launch mode" to decisive action- How high barriers eliminate the competition - Why he publishes monthly income reports- Providing value by solving real problems effectively- Patience and relaxation for long-term success - And other topics… John Lee Dumas is the founder and host of the award-winning podcast Entrepreneurs On Fire, which has over 4,000 episodes and more than 160 million total listens. He began his entrepreneurial journey in 2012 after serving in the US Army and working in corporate finance and real estate. His podcast, known for its daily interviews with inspiring entrepreneurs, generates over $1 million in annual revenue. John is also the author of The Common Path to Uncommon Success, a guide to achieving financial freedom and fulfillment. Connect with John:John’s Website: https://www.eofire.com/ John’s LinkedIn: https://www.linkedin.com/in/eofire/ Resources Mentioned:John’s Book, The Common Path to Uncommon Success: A Roadmap to Financial Freedom and Fulfillment: https://www.amazon.com/Common-Path-Uncommon-Success-Fulfillment/dp/1400221099 Think and Grow Rich by Napoleon Hill: https://www.amazon.com/Think-Grow-Rich-Landmark-Bestseller/dp/1585424331 

Michelle Curran defied the odds to become one of the most accomplished F-16 fighter pilots in the United States Air Force. Despite facing self-doubt, imposter syndrome, and the intense pressure of being the only female Thunderbird pilot, she persevered through sheer grit and determination. In this episode, Michelle opens up about her transformative journey, offering invaluable lessons on leadership, personal growth, and the impact of authentic vulnerability.Michelle Curran, also known by her call sign "Mace," is a former Air Force Thunderbird pilot and combat veteran turned speaker, author, and coach. In 2022, she left active duty to start Upside Down Dreams, aiming to inspire and empower others by sharing her barrier-breaking story.In this episode, Ilana and Michelle will discuss:- Michelle's unexpected path to becoming a Thunderbird pilot- Battling self-doubt and imposter syndrome- How she navigated a male-dominated environment- Balancing decisiveness and vulnerability in high-stakes situations- The immense pressure of being a public figure- Her transition from the military to entrepreneurship- The importance of showing up despite fear and discomfort- How small, bold steps can lead to significant life changes.- The power of vulnerability and asking for help- How to overcome fear and move forward courageously- And other topics… Michelle Curran is a former United States Air Force major and F-16 fighter pilot who served as the lead solo pilot for the Thunderbirds. She has logged over 1,500 flight hours and completed 163 combat hours in Afghanistan. After leaving the Air Force, she founded Upside Down Dreams, a company focused on motivational speaking and writing. Her children's book, Upside Down Dreams, inspires young readers to pursue their dreams with courage. Michelle's authentic storytelling and message of overcoming fear have made her a sought-after speaker, featured on platforms like The Kelly Clarkson Show and CBS Evening News.Connect with Michelle:Michelle’s Website: https://macecurran.com/ Michelle’s LinkedIn: https://www.linkedin.com/in/macecurran/ Resources Mentioned:Michelle's Book, Upside Down Dreams: https://www.amazon.com/Upside-Down-Dreams-Michelle-Curran/dp/1637970757