Shows / Bold Business Podcast
Bold Business Podcast
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.
Episodes
Bold Business PodcastThe Art of Stepping Away: Building Systems That Let Your Business Thrive
Stuck competing in a market where every company looks the same? In the pest control industry, where services can feel interchangeable, Tim Whitt built a…
Bold Business PodcastOutdated Plans, Exhausted Teams: How to Regain Momentumand Navigate Market Volatility
Stop out-hustling yesterday. Rigid roadmaps and endless checklists can keep your team busy on priorities the market has already left behind, and that's how…
Bold Business PodcastUnlock Progress: Identifying Resistance and Moving Beyond Comfort
It's not a strategy problem. It's a comfort problem. Change feels welcome until it asks you to move into new territory, and then it can feel daunting, even…
Bold Business PodcastENCORE: How to Perform Under Pressure Aligned with Your Goals
Growth is uncomfortable. Amy Anderson didn't plan to become an entrepreneur—a divorce and two young children forced the decision. What she's built since then…
Bold Business PodcastENCORE: Best Leaders Add Value to Their Team and Business
Your commitment to yourself determines everything else. Most leaders show up for their clients and team with unwavering dedication—yet struggle to honor the…
Bold Business PodcastHow Business Instinct and Routine Drive Strategic Success in Scaling
Your growth strategy is already outdated. That's not a failure — it's a reality. In this episode, Jess Dewell talks with John Sansoucie, CEO at CogNet, about…
Bold Business PodcastHow Self-Awareness and Mindset Fuel Bold Moves in Business
Intentionally investing in your own and your team's personal brand is the single most powerful advantage to scale your company—especially during the high…
Bold Business PodcastDeep Story, One Objective: The Secret to BOLD Brands
Find out if your brand is built to last — or just chasing the next trend. Thinking with a longer horizon (even 20 years!) is the edge your business needs to…
Bold Business PodcastRethinking Hustle: Why Brute Force Work Is Outdated in the Age of AI
In the age of AI, the traditional concept of hustle and brute force work is becoming outdated. Jess Dewell talks with Duncan Brand, Author of Mind the Gap and…
Bold Business PodcastBuilding, Buying, and Scaling Businesses for Modern Entrepreneurs
You hired the best team, invested in the latest tools, and built what looks like a scalable operation. And nothing changed. Not because your people aren't…
Bold Business PodcastEliminating Strategic Debt and Boosting Team Productivity
Align your actions with desired business outcomes, even when it requires challenging current habits. In this episode, Jess Dewell talks with Chris McShanag…
Bold Business PodcastAchieve More by Doing Less: Effective Processes and Smart Financial Choices
Prepare for the worst, hope for the best. Scenario planning isn't just for financials. Whether markets drop or your business faces adversity, having thought…
Bold Business PodcastFrom Self-Doubt to Bold Impact: Lessons in Leadership and Industry Disruption
Stepping up is essential for you, your team, your customers, and your service to create real impact. In this episode, Jess Dewell talks with Heather Gibson…
Bold Business PodcastRewarding Hidden Contributions: The Future of Talent Measurement
You just invested in the latest feedback tool, the best collaboration platform, the smartest productivity software. And nothing changed. Not because the tools…
Bold Business PodcastPrioritize, Ship, Repeat: Mastering Efficiency and Team Happiness
Your team is tired. Not because they're working hard — it's because nothing finishes. Projects linger. Code stays half-baked. Strategy documents gather dust…
Bold Business PodcastScaling Smart: Why Executive Bottlenecks Erode High-Growth Companies
Growth plateaus aren't inevitable — they're a signal. In this episode, Jess Dewell, Growth Strategist at Red Direction and host of the BOLD Business Podcast…
Bold Business PodcastLeadership Transitions: From Change and Resistance to Resilient Teams
The resistance your team is showing isn't about your direction. It's about being left out of the story. You have the vision. You have the answers. You know…
Bold Business PodcastCEO Confessions: Loneliness, Building the Right Team & Bold Growth
You started your company because you were exactly what it needed. Then your company grew, and suddenly you became the problem. No one tells founders this part…
Bold Business PodcastENCORE: How To Avoid The Hidden Costs Of Growing Your Business
Are you your own biggest roadblock to success? In this episode, Jess Dewell (Managing Partner and Growth Strategist at Red Direction) , Christy Maxfield…
Bold Business PodcastClarity, Fairness, and Care: The Secret to High Trust Organizations
Here's what kills growth quietly: not bad strategy or tired teams, but leaders who stop showing up with intention. When you're busy, when uncertainty rises…
Bold Business PodcastProductive Struggle and Joyful Leadership: Redefining Success in Business
What if your routines are quietly stifling your company's growth? In this episode of the BOLD Business Podcast, host Jess Dewell sits down with Dr. Jennifer…
Bold Business PodcastSurviving Algorithm Shifts: Clear Messaging and Smart Advertising
Most companies don't lose ground because their product weakens or their team stops working. They lose ground because the message drifted - gradually, quietly -…
Bold Business PodcastWorkplace Legal Issues Every Company Leader Needs to Know
Growing companies often sacrifice the foundation while chasing the finish line. Culture gets built later. HR systems get installed when problems surface…
Bold Business PodcastThe Business Evolution Roadmap: Bridging the Gap from Here to There
If you picture your role two years from now, what would need to change? That's the question Christy Maxfield (President and CEO at Purpose First Advisors)…
Bold Business PodcastGuiding Growth: How to Keep Your Team, Tech, and Strategy Relevant
"Stamina is a trap." Most small business owners already know it. But knowing it and actually building a business that doesn't depend on your constant…
Bold Business PodcastENCORE Mindfulness and Creativity: Unlock Your Business Potential
"Good ideas come to me easily." It sounds almost too simple. But what if your creativity isn't actually the problem - what if it's the way you've been trained…
Bold Business PodcastENCORE: Why Talent Alone Isn't Enough for Success
The leap from leading yourself to leading others is one of the most underestimated transitions in business. The self-awareness, discipline, and clarity that…
Bold Business PodcastScale and Pivot: How Hard Decisions Shape Business Evolution
Scaling a business isn't just a strategy — it's an act of faith. It demands the willingness to change course, challenge ingrained habits, and make decisions…
Bold Business PodcastWhy Guilt and Shame Affect Your Business Strategy
Past successes can provide valuable insights, but it's important to recognize that they belong to a different time. While experience is beneficial, the…
Bold Business PodcastENCORE: Trust Your Purpose Through Times of Change
We often think of innovation as loud—the flashy announcements, the social media hype, the constant spotlight. But the most profound changes happening right now…
Bold Business PodcastENCORE: Commit to Yourself: Defy Norms to Reach Your Goals
Stop attempting to fit into a mold that was never intended for you. Your dreams may need a reality check to prevent them from slipping away, ensuring you don't…
Bold Business PodcastStop Future-Proofing: The Mid-Market Guide to Future-Making
Many mid-market companies tend to hit a wall around the eighth year. The very processes that helped you get to this point are now what's holding you back from…
Bold Business PodcastENCORE Business Mindset: Learning From Your Experience
Making decisions is more than just picking an option; it's an art that influences your path forward, impacts your relationships, and challenges your values. By…
Bold Business PodcastFrom Vision to Execution: Why CEOs Must Rethink Success in the Age of AI
The era of having all the answers is over. Today, it is becoming the norm for founders and management teams to lead without knowing exactly where they are…
Bold Business PodcastFrom Friction to Growth: How Self-Reflection Drives Success
Your character and skills often outweigh your credentials in today's ever-evolving world. True growth stems from the challenges of difficult conversations, and…
Bold Business PodcastENCORE: Make Decisions with Imperfect Information
In a world where every choice is navigated with limited information, you may find yourself stepping into the unknown, missing key insights, or even…
Bold Business PodcastEmpower Teams and Lead Innovation in the Age of Automation
Transform complaints into golden opportunities and bring enthusiasm to your customers by empowering your team to swiftly address friction points. Embracing…
Bold Business PodcastUNCHARTED: The Real Power of Knowing What You Can Control and Influence
Are you underestimating your actual level of control? Learn why redirecting your attention from the obstacles you can't change to the factors you can influence…
Bold Business PodcastCut Through the Noise and Build Resilience as an Entrepreneur
True sacrifice involves letting go of distractions and negative influences, rather than letting go of the people or things you truly care about. Our personal…
Bold Business PodcastThe CEO Evolution: Re-Engineering Your Role to Unlock 10x Value
If your job as CEO hasn't changed in three years, your company might be outgrowing you. To elevate your business 10x, it's essential to reassess your role as…
Bold Business PodcastInvestor Insights: Business Scaling, Conflict, and Operational Excellence
A fuzzy strategy comes with real costs, and that lack of clarity can diminish true value. Think you're scaling well? Think again. It's crucial to support a…
Bold Business PodcastUNCHARTED: Energize Your Team: The Power of Curiosity and Brave Belonging
Being curious and stepping into new dynamics are tangible signs of bold leadership. It requires committing to courageous practices that ultimately make the…
Bold Business PodcastENCORE: Embrace Endings and Create Powerful Beginnings
Endings often go unnoticed. It's easy to push back project deadlines and adjust our expectations for results, but calling for a definitive stop to review our…
Bold Business PodcastENCORE: Modern Leadership Development (Goal Chat)
This episode originally aired on GoalChat, hosted by Debra Eckerling, a goal strategist and the creator of The DEB Method. The panel features Jess Dewell…
Bold Business PodcastENCORE: Leverage Your Expertise to Grow Profitable Businesses
The depth of your knowledge opens up new opportunities. The more you learn, the more you realize there's so much left to explore, which is why curiosity is…
Bold Business PodcastLeading Through Uncharted Territory: Lessons for CEOs in Fast-Changing Markets
Yesterday's playbook is useless for tomorrow's problems. Smart companies evolve their people, keep clarity around priorities, navigate uncertainty and grow…
Bold Business PodcastUNCHARTED: The Role of Gut Feelings: Transforming Shame into Strength and Assertive Action
Are you responsible FOR your team or TO them? It takes courage to confront and transform the internalized shame and disgust that can affect our ability to…
Bold Business PodcastBecome a Conscious Creator: Elevate Your Life and Business With Positive Belief
Business teams thrive or struggle based on the attitude of their leadership. As a leader, you have the power to influence and uplift your team's environment…
Bold Business PodcastSeeds of Wisdom: Power is the pause
In the pursuit of success, many people become fixated on future goals, often missing a vital ingredient for achievement: the power of taking a pause. How we…
Bold Business PodcastPrepare Like a Pro: How to Reflect, Reorient, and Re-engage for 2026
Unlock your competitive edge by planning earlier than everyone else. Strategic planning is more than an annual box to check; it is a time to reflect, reorient…
Bold Business PodcastENCORE: Skyrocket Your Business with Strategic Prioritization
Your success relies on your ability to continually grow over time by ensuring that what you do today aligns with your long-term goals. It can be tough, and…
Bold Business PodcastBold Moves and Hard Lessons: Success and Surviving Mistakes
There are invisible signals that differentiate bold business moves from costly mistakes. Calculated risks — financial, emotional, and strategic — unlock…
Bold Business PodcastThe Art of Controlled Risk: Navigating Entrepreneurship's Challenges
How do you dare to innovate when there are mouths to feed and mortgages looming? It's time to cut through the theory — real, practical risk-taking is not just…
Bold Business PodcastStaying Out of the Comfort Zone: Raising Your Hand for Messy Problems
Not every industry trend is worth chasing after. How you allocate your time is something you can truly manage. Leverage your experience to step up and embrace…
Bold Business PodcastUNCHARTED: Breakthrough Success Demands Discomfort, Tough Questions, and Daring Moves
The decisions you sidestep often carry the heaviest consequences. Embracing a "NO" can lead uncovering your greatest victories. Taking small, bold actions…
Bold Business PodcastTurning Conflict Into Growth: Mastering the Four Types of Business Conversations
The potential of your business has a gatekeeper: the day-to-day conversations you engage in. From great ideas that never take off to the changes that promises…
Bold Business PodcastFinding Your Voice as a Leader: Tom Gegax on Resilience, Change, and Self-Forgiveness
What would you do to forgive yourself and unlock your business' true potential? This is achievable when you regularly engage in honest assessment without…
Bold Business PodcastGood Goals vs. Bad Goals: Rethinking Success
The way you develop and execute goals, choose connections to form relationships, and overcome limiting beliefs may be at odds with your definition of success…
Bold Business PodcastThe Partnership Pivot: Navigating Perspectives to Drive Growth
Partnerships play a vital role in the future of your business, whether you're just launching or you've been in the game for years. Interestingly, companies…
Bold Business PodcastAdopting AI and Staying Committed Through Change
Commitment is truly your driving force. The extent of your commitment shapes the forward-thinking perspective that prepares you for effective change…