Kelly Leonard

B.O.O.S.T. Podcast

Business EN ↓ 177 episodes

Whether you're an entrepreneur, small business owner or business professional, this podcast provides you with immediate access to tools, tips and tactics to Build Your Brand, Optimize Relationships, Obtain More Leads, Secure Thought Leadership Space and Tap into New Markets. Each episode is dedicated to relevant topics to help listeners B.O.O.S.T.® their business success!

Author

Kelly Leonard

Category

Business

Podcast website

www.kellytleonard.com

Latest episode

Jun 25, 2026

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Episodes

Visibility in the Age of AI: Stephen A. Hart on Tapping New Markets | EP175 25.06.2026

Recent studies show that over 80% of small‑business owners struggle to stay visible online, especially as AI and shifting consumer behavior reshape how audiences discover content. If you’re a “business of one” trying to stand out without burning out, this episode is your playbook. Marketing strategist Stephen A. Hart breaks down why YouTube is becoming a must‑have visibility channel in the age of...

Stand Out, Lead Strong: Nicholette Hemingway on Building Your Brand| EP174 12.06.2026

According to recent workforce studies, over 70% of professionals feel invisible at work and unsure how to stand out in their organizations. If you’ve ever wondered how to elevate your presence, strengthen your leadership brand, or pivot with confidence, this episode is for you.  In this conversation, career coach and speaker Nicholette Hemingway breaks down practical strategies to help professiona...

50 Shades of Paid™: The Structural Shift Every Expert Needs to Make featuring Kadena Tate | EP173 22.05.2026

What if the biggest thing limiting your income isn’t your clients, but your business structure? If you’re ready to scale without burning out, this conversation is for you.  In this episode, revenue strategist and author, Kadena Tate, breaks down the structural mistakes that keep high-achieving experts financially capped. She introduces the core of her 50 Shades of Paid™ framework, reveals the over...

Inside the Ecosystem with Claude & Kelly | EP172 07.05.2026

In this behind-the-scenes conversation, B.O.O.S.T.® sound engineer, Claude, and Kelly connect for a candid look at the work she’s been doing across the entrepreneurship ecosystem from coaching founders in the Goldman Sachs 10,000 Small Businesses program to walking alongside AMBER Fellows through the Montgomery County Black Collective. Together, they unpack what these programs are, why they matter...

Become Undeniable: Building High-Leverage Relationships with Toye Oremosu | EP171 19.03.2026

What does it mean to become undeniable in your career and relationships? Toye Oremosu, CEO of SocialSalve, explores how early to mid-career professionals can move from overlooked to unforgettable by building high-leverage relationships. Toye shares common mistakes people make when networking, the difference between transactional and transformative connections, and how professionals can cultivate r...

Beating the Odds: Megan Schwan on Smarter Pivots and Sustainable Growth| EP170 05.03.2026

What does it take to beat the odds and build a business that lasts? Megan Schwan, CEO and Founder of Sidekick Accounting Services, is on a mission to change the statistic that 8 out of 10 small businesses fail. Megan shares the key factors entrepreneurs should evaluate before launching new offers or entering new markets, along with real-world examples of how shifting a business model can help comp...

Amplifying Your Voice with Nneka Onyilofor | EP169 19.02.2026

What does it take to claim your voice and secure your thought leadership space? Nneka Onyilofor is the author of The Invisible Black Woman and her YouTube channel has reached millions with stories that challenge, heal, and inspire.  Nneka reflects on how her memoir title captures her lived experience and leadership journey, why she launched her YouTube channel, and the strategic value of building...

Bold Brands on a Budget: Callum Gracie’s Playbook for Standing Out Online | EP168 05.02.2026

What does it take to build a brand that cuts through the digital noise without burning through your budget? Callum Gracie, founder of Otto Media and trusted guide for everyday entrepreneurs, explores the real strategies behind building bold, effective online brands. Callum shares how his early days as a DJ shaped his approach to branding, debunks common myths about SEO and digital marketing, and o...

De-Risking Big Ideas: A Conversation with Susan Schramm | EP167 22.01.2026

What does it really take to turn a bold idea into lasting impact? We chat with Susan Schramm, creator of the DE-RISK SYSTEM FOR IMPACT®, to unpack the hidden pitfalls leaders face when launching big ideas, especially in new markets. With decades of experience across Fortune 500s, startups, and nonprofits, Susan shares how to navigate uncertainty, build trust, and move from vision to execution with...

Structuring Family Like a Business to Build Wealth with LaVaisha Davis| EP166 08.01.2026

What does it mean to build family wealth that goes beyond money? LaVaisha Davis shares how everyday families can structure themselves like a business and manage wealth like pros through her Family Wealth Operating System, led by the “Family CEO.” LaVaisha breaks down common myths about wealth‑building, shares how families can create their own wealth‑building ecosystems, and offers practical steps...

Black Capitalists: Redefining Market Access with Dr. Rachel Laryea | EP165 18.12.2025

What does it mean to redefine market access in ways that puts people first; centering Black communities and lived experience? Dr. Rachel Laryea explores how cultural capital, storytelling, and visionary wealth-building strategies can reshape access to opportunity and expand who is seen as belonging in the world of capital and scale.  Drawing from her book Black Capitalists , Dr. Laryea shares less...

Alan Gregerman on the Power of Not Knowing | EP164 04.12.2025

What if not knowing was the key to unlocking your next big idea?  In this energizing episode, award-winning author and keynote speaker, Alan Gregerman, explores the power of curiosity, humility, and the wisdom of ignorance. Alan shares how embracing what we don’t know can spark creativity, deepen connection, and lead to breakthrough innovation especially in a world that’s changing faster than ever...

From Curiosity to Coach Kelly AI: Harnessing Innovation with Kelly Leonard | EP163 20.11.2025

How are you currently using (or resisting) AI in your personal or professional life? In this episode, Kelly chats with Claude Jennings to reflect on her journey with artificial intelligence (AI). Together they explore lessons learned, challenges faced, and the launch of Coach Kelly AI; a new offering designed to help leaders and business owners B.O.O.S.T.® their business success with clarity and c...

Organized for Success: Building a Brand That Lasts with Jennifer Q. Williams | EP162 21.08.2025

In this inspiring episode, Jennifer Q. Williams explores the entrepreneurial journey that began at age 25 and flourished for over three decades. She shares candid reflections on launching her business with a stack of credit cards and a bold vision, navigating risk and resilience, and building a brand that’s become a household name in her community. From the power of organized living to the importa...

Scaling with Soul: Lead Generation That Connects and Converts feat Jensen Savage | EP 161 07.08.2025

From avoiding common pitfalls to leveraging automation without losing the human touch, Jensen Savage shares actionable insights that blend data-driven lead gen strategy with authentic storytelling. Whether you're a solopreneur or scaling a team, this conversation will help you rethink how you attract, engage, and convert the right clients without burning out or selling out. We cover: The #1 m...

Scaling Smart: Ashish Gupta on Leadership, Growth, and Business Turnarounds | EP160 24.07.2025

What does it take to scale a business, build a powerhouse team, and navigate uncertainty like a seasoned leader? We sit down with Ashish Gupta—serial entrepreneur, former Apple executive, and fractional COO—to uncover the strategies that have helped him turn around over 20 businesses and drive exponential growth. From leadership evolution to the future of entrepreneurship, Ashish shares invaluable...

The Messy Magic of Human Connection: Alison Sullivan on Mental Health & Leadership | EP159 10.07.2025

How can business leaders strengthen relationships, navigate challenges, and maintain balance—all while staying true to themselves? In this episode, we chat with Alison Sullivan, a therapist, speaker, and consultant who has helped hundreds of women reclaim their voices and align with their deepest dreams. Alison shares powerful insights on integrating mental health principles into professional rela...

The Future of AI and Business Growth: A Conversation with Rob Krecak | EP158 26.06.2025

How can entrepreneurs harness AI to drive revenue while maintaining authentic customer relationships? We sit down with Rob Krecak—CFA Charterholder, fractional CFO, and co-founder of Popular Agent—to explore the intersection of technology, automation, and human connection in business. Rob shares insights on balancing technology mindfulness, leveraging AI for customer engagement, and the future of...

Elevate Your Brand, Expand Your Influence: Jessica Rhodes | EP157 12.06.2025

Want to turn your expertise into real business growth? In this episode, I chat with Jessica Rhodes, founder of Interview Connections—the first podcast booking agency that has helped entrepreneurs land over 30,000 interviews.  Jessica reveals the secrets to building brand authority, making genuine connections, and maximizing the impact of every podcast appearance. Whether you’re an entrepreneur, ex...

From Launch to Autopilot: Caitlin Bacher's Blueprint for Online Course Success | EP156 29.05.2025

How can online course creators transition from launching to generating steady, 7-figure revenue without the stress of launches? In this episode Caitlin Bacher, CEO of Scale with Success, shares her insights on the trends in online courses and asynchronous learning. She explains the differences between launching a course and selling it on autopilot, and how to determine when you're ready to ma...

Redefining Public Relations: Insights from Doyle Albee, CEO of Comprise | EP155 15.05.2025

Wondering how companies can navigate the evolving landscape of public relations to establish themselves as thought leaders in their industries? In this episode Doyle Albee, CEO of Comprise, shares strategies for building thought leadership emphasizing the role of content creation and provides actionable steps to become an industry authority. Website: www.comprise.agency   LinkedIn: https://www.lin...

From Red to Black: Dee Bowden’s Journey to ‘Collect the Cash’ | EP154 01.05.2025

Dee Bowden is a renowned collections expert and the author of "Collect the Cash". With over a decade of experience, Dee has helped small businesses recover millions in unpaid invoices, turning financial instability into thriving cash flow.  In this episode, we dive into Dee's journey and uncover what inspired her to write "Collect the Cash". We explore the common challenge...

Navigating Job Loss with Confidence: Cara Santucci’s Mission to Empower Federal Workers | EP153 18.04.2025

Facing job loss can be overwhelming—but it doesn’t have to be the end of the road. In this episode Cara Santucci, a seasoned social responsibility leader, and I discuss how her latest initiative, Unemployed Help Hub, is providing vital resources for federal workers impacted by recent executive orders.  From resilience-building strategies to emerging job market trends, Cara shares invaluable insigh...

Unmasking Imposter Behavior: Dr. Anne Dranitsaris on Optimizing Relationships | EP152 04.04.2025

In this episode, Dr. Anne Dranitsaris, a renowned expert in behavioral change, discusses how imposter behavior manifests in professional settings and its impact on workplace dynamics. She explains the signs of imposter behavior in personal relationships and offers strategies to address it. Anne emphasizes the importance of understanding and reducing imposter behavior to enhance communication and b...

Unlocking New Markets: Maxwell Ivey on the Power of Accessibility | EP150 20.03.2025

In this episode, Maxwell Ivey, known as The Blind Blogger, shares his expertise on why accessibility is crucial for business owners looking to tap into new markets. He explains the significant benefits of making websites and apps accessible, not only for compliance but also for reaching a broader audience. Maxwell provides practical tips on improving accessibility, such as using alt text for image...

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