In this episode, Aaron Gordon sits down with Tina Larson, a Swedish-born expert in New York City's condo and co-op market. Tina shares her journey from a farm in Sweden to thriving in NYC real estate, discussing how she pivoted from a career on Wall Street to founding a business that helps building boards operate smarter and save money. She dives into the challenges of building management, the importance of board involvement, and how hustling through personal experiences led her to a new entrepr...
Jun 26, 2025•27 min•Season 1Ep. 87
On this episode of Keep Hustling, host Aaron Gordon sits down with veteran and entrepreneur Karl Jacobi to explore the transformative power of discipline, resilience, and brotherhood. Karl shares his journey from troubled youth to military service, revealing how seeking structure and an escape led to lifelong lessons in grit, teamwork, and leadership. He discusses overcoming betrayal and setbacks in business, the importance of confidence rooted in keeping promises to oneself, and how military va...
Jun 19, 2025•25 min•Season 1Ep. 86
In this inspiring episode of Keep Hustling, host Aaron Gordon sits down with Kelly Meyer, whose journey from a near-high school dropout to a professor, author, and coach is anything but ordinary. Kelly shares powerful stories from his rebellious teenage years, the pivotal moments and people that challenged his trajectory, and how defying expectations ultimately led him to pursue higher education and help others. The conversation dives into ideas about finding your true "tribe," the value of buck...
Jun 12, 2025•29 min•Season 1Ep. 85
In this episode, Aaron Gordon talks with Joe Lombardi, who shares his incredible journey from losing his family's $15 million business to becoming a leader in financial planning. Joe opens up about surviving poverty, overcoming personal trauma, and the mindset shifts that helped him rebuild his life and career. He dives into the importance of embracing discomfort, goal-setting, and self-love as tools for success. Joe also emphasizes the role of spiritual and personal growth as multipliers for fi...
Jun 05, 2025•30 min•Season 1Ep. 84
In this episode, host Aaron Gordon sits down with legendary New York City real estate broker Bob Knakal to explore the mindset and work ethic that have driven his decades-long success. Bob shares the unexpected start of his career, the importance of discipline, and how he overcame early naysayers, including his own father. The conversation explores how technology has transformed the real estate industry, the enduring value of relationships and grit, and why persistence, or 'pounding the rock,' i...
May 29, 2025•31 min•Season 1Ep. 83
In this episode of Keep Hustling, host Aaron Gordon sits down with energetic entrepreneur Kristen Clark to explore embracing authenticity and living limitlessly. Kristen shares her journey of unapologetically being herself, letting go of assumptions, and resisting the urge to conform to limiting beliefs. She discusses how manifestation is not something you do, but something you are, challenging listeners to question their own limitations and embrace new states of being. With insightful analogies...
May 22, 2025•28 min•Season 1Ep. 82
In this episode, Aaron Gordon sits down with Aaron Pisano, mortgage expert and creator of “The Advice Your Dad Never Gave You.” They dive deep into the evolving challenges of homeownership, discussing the changing realities of the American dream, shifting financial strategies, and the importance of financial education—especially for first-time buyers. Pisano shares insights from his own journey growing up in Queens with a single mother, the lessons he hopes to pass on as a father of four, and ac...
May 15, 2025•29 min•Season 1Ep. 81
In this episode, Aaron Gordon talks with coach and educator Nigel Romany to explore what it really means to define your own hustle and greatness. Nigel shares how his journey as a coach was inspired by his own upbringing and his father's example, emphasizing the life lessons that sports and community offer beyond just winning. The discussion dives into why young people and adults alike must set personal standards of greatness—no matter how big or small—and the power of permitting yourself to sta...
May 08, 2025•27 min•Season 1Ep. 80
In this episode of Keep Hustling, host Aaron Gordon sits down with Chris Picciurro, CPA and founder of Teaching Tax Flow, to dig into practical tax planning strategies for entrepreneurs and working families. Chris shares his journey from Detroit newspaper boy to tax expert, highlighting how early entrepreneurial experiences shaped his mission to educate others. The conversation covers why everyone needs a "personal boardroom," tax tips for side hustlers, the difference between tax prep and tax p...
May 01, 2025•31 min•Season 1Ep. 79
In this episode of Keep Hustling, host Aaron Gordon sits down with Mickey Abbatiello to explore his unconventional path from finance to entrepreneurship and innovation at Ralph Lauren. Mickey shares how growing up with an entrepreneurial father in the Bronx shaped his hustle, from launching a basketball training app in college to starting a subscription sock business. He highlights the value of big corporate experience, why taking risks and consistent action matter, and how putting ideas into th...
Apr 24, 2025•35 min•Season 1Ep. 78
In this episode, Aaron Gordon chats with guest Samuel Goldberg, exploring his journey from a child actor in "Keeping the Faith" to a filmmaker passionate about highlighting the stories of rural America. Sam discusses the balance of privilege and responsibility in his life, emphasizing the duty to hard work and community service. The conversation delves into Sam's work on the film "Silo" and his admiration for the values found in farming communities, like hard work and local connections. He share...
Apr 17, 2025•28 min•Season 1Ep. 77
In this episode, Aaron Gordon welcomes guest Brandon Smith to discuss the essence of hustle and effort in pursuing goals. Brandon shares his journey, highlighting personal challenges and triumphs, including delivering a TEDx talk, which he describes as a career pinnacle. Despite facing setbacks, such as a significant change in speaking engagements, Brandon emphasizes the importance of persistence and redefining success. The conversation dives into the motivational aspect of hustle, touching on h...
Apr 10, 2025•26 min•Season 1Ep. 76
In this episode, Aaron Gordon sits down with Curtis Goldsborough, known as "Lo$$ Ratio." Curtis shares his journey of integrating creativity into the traditionally monochromatic insurance industry. He emphasizes the importance of having a creative outlet and the impact of his unique content-driven approach, mixing humor with serious topics. Curtis opens up about the risks he took to differentiate himself and how it led to meaningful engagement and smoking-hot leads. He offers insights into the p...
Apr 03, 2025•29 min
In this episode, Aaron Gordon welcomes Andrew Martin, a financial advisor, to discuss his journey and insights into financial planning. Andrew shares his initial career aspirations of owning a gym and how a personal finance course transformed his path into financial advising. Aaron and Andrew explore the evolution of financial literacy in the digital age, addressing the impact of misinformation versus ignorance. Andrew emphasizes the importance of cash flow management for young professionals and...
Mar 27, 2025•31 min•Season 1Ep. 74
In this episode, Aaron Gordon chats with Tiffany Archer, exploring her intriguing journey from a flight attendant to a thriving real estate professional. Tiffany shares her spontaneous leap into the airline industry, motivated by the desire to leave her small-town roots. Despite initial doubts and missed opportunities in real estate, including a million-dollar deal that slipped away, Tiffany's resilient mindset led her to seize new ventures. During the COVID-19 pandemic, she pivoted from her fli...
Mar 20, 2025•31 min•Season 1Ep. 73
In this episode, Aaron Gordon talks with Nathan Baws, an entrepreneur from Perth, Australia. Nathan shares insights on his diverse business journey, including appearing on Shark Tank and setting a Guinness World Record for the largest ice bath. He discusses his passion for business being driven by fun and explains how his background in naturopathy has helped him maximize his business success by focusing on health and mindset. Nathan emphasizes avoiding sugar and engaging in activities that stimu...
Mar 13, 2025•36 min•Season 1Ep. 72
In this inspiring episode, Aaron Gordon welcomes guest Kelli Stahl, a childhood cancer survivor who shares her remarkable journey. Diagnosed at age eight, Kelli battled cancer with the support of her community, family, and faith. She discusses her experiences and the impact of a supportive community in overcoming challenges. Kelli's journey comes full circle as she now works as a nurse in the same hospital where she was treated. She highlights the importance of empathy and support for her patien...
Mar 06, 2025•30 min•Season 1Ep. 71
In this episode of Keep Hustling, host Aaron Gordon welcomes guest David Abrams to discuss his journey from New Jersey to Florida while balancing family life and a thriving career in retail leasing and capital markets. They delve into David's decision to move to Florida while maintaining strong ties in New York, managing a demanding travel schedule, and the importance of intentional family time. David shares his experiences navigating the so-called "retail apocalypse" and explains why he remains...
Feb 27, 2025•41 min•Season 1Ep. 70
In this episode, Aaron Gordon welcomes Jess Diamond , who shares her journey from struggling to find a job after college to becoming a successful personal trainer and life coach. Jess discusses the significance of not tying one's identity to a career and emphasizes the importance of having a plan when redefining one's path. They explore how Jess's mother played a pivotal role in pushing her towards realistic career choices while supporting her dreams. Jess also elaborates on her coaching methods...
Feb 20, 2025•32 min•Season 1Ep. 69
In this episode of Keep Hustling, host Aaron Gordon interviews Scott Marshall, who shares his journey from academia to becoming the president of Semester at Sea , a unique program offering a transformative educational experience through global travel. Scott explains the program's origins, impact on students, and importance of exploration beyond comfort zones. The conversation highlights the benefits of Semester at Sea in fostering social connections, cultural understanding, and personal growth. ...
Feb 13, 2025•31 min•Season 1Ep. 68
In this episode, Aaron Gordon sits down with guest Jacob Birn, the mastermind behind Addictive Ads. Jacob shares his incredible journey from an uncertain college student to a successful entrepreneur who harnessed WhatsApp's status feature for innovative advertising. He discusses the unique concept of micro-influencers in the Jewish community and how this approach has been both disruptive and effective compared to traditional influencer marketing. Jacob delves into maintaining a balance between a...
Feb 06, 2025•31 min•Season 1Ep. 67
In this episode, Aaron Gordon welcomes his lifelong friend, Dan Luxenberg, to discuss the profound journey of personal and professional hustle. Dan shares insights into growing up on the Upper East Side of Manhattan, where success was defined by traditional careers, and how he always knew he was destined for a different path in storytelling. The conversation dives deep into the roots of Dan's ambition and the realization of finding deeper meaning through faith, especially amid the rising challen...
Jan 30, 2025•39 min•Season 1Ep. 66
In this episode, Aaron Gordon sits down with Todd Thams, an insurance industry veteran who recently transitioned from running a family insurance business to launching ModAdvisor, a tech-focused start-up. Todd discusses his journey, including the challenges and rewards of making such a significant career pivot. He shares insights on the importance of hard work, resilience, and surrounding oneself with the right people. Todd also reflects on how his family's entrepreneurial spirit has influenced h...
Jan 23, 2025•29 min•Season 1Ep. 65
In this episode, Aaron Gordon welcomes guests David Garfinkel and Jason Parker to explore the transformative role of AI in professional writing. Initially skeptical, Garfinkel shifted his perspective after witnessing AI's capacity to streamline content creation, significantly reducing the time needed for tasks like LinkedIn posts and podcast scripts. Parker, initially using AI out of necessity to manage a heavy client workload, discovered its potential to enhance his productivity as a "one-man w...
Jan 16, 2025•30 min•Season 1Ep. 64
In this episode, Aaron Gordon and guest Peter Bonney reflect on his journey from aspiring physicist to hedge fund manager, emphasizing the importance of exposure to high achievers despite pursuing a non-traditional path. Bonney contrasts his Ivy League education with his brother's success as a high school dropout turned Boeing employee through Navy-acquired skills, underscoring diverse paths to achievement. He stresses self-evaluation and perseverance, sharing the motivational mantra "Fail early...
Jan 09, 2025•33 min•Season 1Ep. 63
In this episode, Aaron Gordon welcomes guest Yaakov Langer, who typically serves as a host himself. They delve into Yaakov's upbringing and creative journey, tracing his evolution from creating comics and newsletters to engaging with platforms like Snapchat, WhatsApp, YouTube, and podcasts. Yaakov emphasizes the need for kosher entertainment in the Jewish community and discusses the careful balancing act of content creation that upholds community values. He shares his philosophy of prioritizing ...
Jan 02, 2025•31 min•Season 1Ep. 62
In this episode, Aaron Gordon talks with financial sector professional Frank Saraco about the unpredictable nature of career paths and financial decisions. Saraco reflects on his early success in the mortgage industry and the abrupt downturn that forced him to pivot and rebuild his career. He openly discusses regrets, such as not investing in rising opportunities like Bitcoin or restarting his mortgage career in retail sooner. With insights into market dynamics, Saraco also shares his views on t...
Dec 26, 2024•26 min•Season 1Ep. 61
In this episode, Aaron Gordon chats with Frank Sentner, a revered mentor in the insurance industry with over 50 years of experience. Known as the "Godfather of Insurance," Frank discusses his shift from fee-for-service consulting to equity-for-service, mentoring InsurTech startups. He emphasizes the importance of receptiveness to mentorship and mutual learning, highlighting successful exits and decision-making strategies for entrepreneurs. Frank shares insights on the enduring role of independen...
Dec 19, 2024•32 min•Season 1Ep. 60
In this episode of Keep Hustling, host Aaron Gordon sits down with Dana Ayers, a dynamic professional whose career spans from the White House to military service. Dana shares her journey, discussing her early life influences, her days as a White House intern during 9/11, and how those experiences shaped her drive for public service. She recounts her non-traditional path to joining the military in her 30s and the profound impact of serving in Afghanistan. Dana reflects on her experiences in high-...
Dec 12, 2024•28 min•Season 1Ep. 59
In this episode, Aaron Gordon chats with Aryeh Rephun, a young entrepreneur who has carved a niche for himself in the competitive jewelry industry. Aryeh shares his journey from a mischievous childhood in Queens, NY, to navigating law school and transitioning into jewelry sales. Without the benefit of family connections, he emphasizes the critical importance of building trust with vendors, suppliers, and clients through personal attributes like honesty, personality, and hard work. Aryeh and Aaro...
Dec 05, 2024•29 min•Season 1Ep. 58