Business growth, questioned until it becomes usable.
Bold Business Podcast is a business strategy show built around guided conversations with entrepreneurs, executives, business owners, and people leading companies. It favors reflective questions, concrete business friction, and the hard middle ground between intention and execution.
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Bold Business Podcast is a strategy and leadership show for people inside the messy middle of business growth. It is guided by Jess Duhl, whose interviews and panel conversations press guests to connect experience with action. The show does not treat leadership as charisma. It treats it as a pattern of choices, questions, measurements, relationships, and follow-through. Recent episodes move across healthcare technology, design firms, AI, ed tech, financial decision-making, automation, mentorship, and mid-market execution. The through-line is change. Companies are trying to grow, adapt, correct mistakes, build culture, and keep moving when information is incomplete. The tone is warm but insistent. A guest can talk about philosophy, religion, culture, empires, or human behavior, and the conversation still circles back to what it means for a company trying to change an industry. Another episode can begin with a large business mistake and use it to examine how leaders learn after the fact. Financial discussions stay grounded in what owners actually need to notice: gross margin, trends, anomalies, fraud signals, capital raises, loans, and the cost of choosing poorly. AI episodes avoid treating the technology as magic. They ask what CEOs need to become, what communication skills still matter, and how leaders prove they can partner with new tools. The show also returns often to self-leadership. Resistance, excuses, storytelling, values, personal brand, and accountability are treated as business issues because they shape how teams act. Its panel format, especially in the It's Your Business conversations, gives the show a peer-advisory feel. Guests are not simply promoted. Their stories are tested for usable lessons. Some episodes are encore editions, so the catalog has a workshop-like continuity rather than a breaking-news rhythm. The best fit is a listener who wants reflective business talk with clear operational stakes. It is measured, sometimes repetitive in a useful coaching way, and focused on turning vague pressure into a next move.
Made for: For business owners, CEOs, management teams, and people leading companies who want reflective but practical conversations about growth, strategy, culture, money, AI, and execution.
What sets it apart: The show stands out by mixing interviews with coaching-style reframes, returning repeatedly to the same core question: what should a leader do next when the situation is uncertain, costly, or changing fast?
The Voice of Bold Business Radio talks about skills to ask better questions, solve problems and take action. The result is effectively handling: tough situations; changing culture; adding new products or markets; setting goals; reviewing people; evaluating business; setting priorities; building strategy; and more.
Based on 6 episodes we listened to · September 2026
Jess Duhl connects leadership mindset with practical decisions about margins, resources, communication, scaling, and action under uncertainty.
Bold Business Podcast keeps returning to the moment when leadership advice has to become a decision. Jess Duhl moves between guest interviews and panel conversations, asking how business owners can prepare earlier, lead through automation, scale teams, and act without perfect…
Gross margins for your business, a gut check for your ambition: Jess Duhl makes room for both.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A founder's study of human behavior becomes a thoughtful case for shared belief and faster change in healthcare.
Purpose turns concrete when a healthcare company is trying to change the way an industry moves. Sufjan Chowdhury, serial entrepreneur and CEO of Kinetic, brings his New York City-based healthcare technology work into a wider conversation about what draws people together.
A business conversation about self-leadership, storytelling, and the gap between effort and readiness.
Bold Business Podcast treats self-leadership as the core idea, with Jess Duhl speaking with Nick Coniglio and Marnie Stockman, builders and former ed tech executives who co-authored The Business of You.
A practical look at how gross margin and trend-watching can surface problems early.
Bold Business Podcast treats imperfect information as a practical operating question, with Jess Duhl and a guest circling back to gross margin, trends, and the small signals that can show something is off before it grows into a bigger problem.
Leadership, scale, and the discipline of becoming who a company now needs.
The episode treats leadership as the slower job of staying useful while a business gets bigger, and it keeps that idea grounded in Jess Duhl and Solomon Timothy's discussion of scale, sustainability, mentorship, and building the right team.
A grounded coaching conversation about ambition, willingness, and the life a bold decision has to fit.
Bold Business Podcast frames ambition as a practical decision-making problem: how leaders can tell the difference between what they genuinely want and what they have learned to tolerate. Jess Duhl's conversation with Dr.
A grounded conversation about resilience, morning habits, and the communication that helps entrepreneurial work stay steady.
Bold Business Podcast frames entrepreneurial resilience as something built in ordinary routines, not just tested in crisis. Host Jess Duhl and Benny Mobley, a legacy coach, Navy veteran, Toastmasters champion, and founder of The Legacy Shift, move from morning noise and leftover…
Sufjan Chowdhury connects purpose, buy-in, and strategy to the challenge of changing a broken healthcare system.
Sufjan Chowdhury's purpose gives the episode its central question: how can a company keep its bearings while trying to challenge a broken system?
Planning starts when a business stops shopping for systems and faces the decision it has been postponing.
It's Your Business, from the Bold Business Podcast, takes on a common business dodge: looking for another app or management system when the harder decision is already waiting.
Rob Walling on bootstrapped SaaS growth, plateaus, and exits — with founders who lived them.
Abbey Ashley's playbook for turning your job skills into a virtual assistant business.
SaaS operators on scaling, pricing and AI, metrics included.
Alex Blumberg interviews guests like Megan Phelps-Roper and Shane McAnally about failure and reinvention.
The Bold Business Podcast panel—Jess Poole, Christy Maxfield, and Dean Bart—discuss a three-part framework for year-end business planning: reflection, reorientation, and re-engagement.
This episode explores strategies for scaling a business by empowering others, focusing on intentionality, problem-solving, and personal growth to ensure market relevance.
This episode discusses strategic prioritization and revenue growth through insights from Troy Munson, focusing on letting go of unmeasurable goals, using limited KPIs, and hands-on leadership.
This episode explores overcoming leadership loneliness and achieving goals through personal insights and community support, featuring an interview with Dr.
This episode explores how businesses can navigate constant change to maximize potential and ensure lasting success through strategic planning and client relationships.
This encore episode of the Bold Business Podcast features Sufjan Chowdhury, CEO of Kinetic, discussing his journey in healthcare technology.
Paul Casey, a speaker and ICF-certified coach, tells Jess Duhl that people keep commitments to others but break those to themselves, using Gretchen Rubin's Four Tendencies (rebel, questioner, obliger, upholder) as a lens.
What makes change feel bold?
This episode features Lenley Williams-Ollie discussing how committing to oneself and defying norms can help achieve goals, while highlighting her roles as CFO, co-owner, nonprofit founder, and author in business and community empowerment.
This episode explores shifting from reactive future-proofing to proactive future-making in business, focusing on overcoming the execution gap with practical strategies for mid-market companies.
This episode of the Bold Business Podcast features host Jess Duhl introducing a conversation with Bew White about learning from business mistakes, growth through challenges, and insights from his experience building Summer Classics.
This episode explores how CEOs must adapt their leadership traits and embrace AI as a partner to drive organizational transformation and create value in the modern business landscape.
Resistance is the starting point.
Jess Duhl opens by asking how a business can take bigger, bolder steps without perfect information.
Jess Duhl opens with a question about what a leader has to become to stay relevant.
Jess Duhl speaks with Dr.
Benny Mobley says sacrifice is "setting boundaries" around the noise, not giving up your life.
Three business advisors discuss the importance of early planning, reflection, and strategic engagement for professional growth and business success in the upcoming year.