In this episode of Diversity: Beyond the Checkbox, host Jackie Ferguson speaks with executive career strategist Debra Boggs about career growth, leadership visibility, and navigating professional transitions at senior levels.
The conversation explores the realities of executive job searches and the challenges many professionals face when trying to position themselves for leadership opportunities. Debra shares insights from her work with executives, board candidates, and senior leaders, discussing topics such as personal branding, networking, salary negotiation, career confidence, and the importance of building meaningful professional relationships.
A particularly interesting part of the discussion focuses on self-promotion and visibility. Debra reflects on why many professionals, especially women and members of underrepresented groups, often hesitate to advocate for themselves and how this can affect career progression. She also discusses the role of coaching, mentorship, and professional support networks in helping people move beyond limiting assumptions and pursue larger opportunities.
The episode combines practical career advice with broader reflections on leadership, workplace culture, and professional development. Rather than presenting a one-size-fits-all formula for success, it highlights the importance of self-awareness, strategic relationship-building, and understanding how opportunities are created within organizations and industries.
For listeners interested in leadership development, career growth, or executive-level career strategy, the episode offers a thoughtful mix of practical guidance and personal experience.
About the Podcast
Diversity: Beyond the Checkbox explores leadership, workplace culture, diversity, equity, inclusion, belonging, and the evolving world of work. Through conversations with executives, entrepreneurs, researchers, and changemakers, the podcast examines how organizations can move beyond performative initiatives and create meaningful, sustainable change.
The show is hosted by Jackie Ferguson, an entrepreneur, speaker, and workplace culture expert known for her work in diversity, inclusion, leadership, and organizational transformation. Throughout her career, Ferguson has worked with companies and leaders seeking to build more inclusive workplaces while connecting these efforts to business outcomes and long-term organizational success.
A recurring theme across the podcast is the intersection between leadership, opportunity, culture, and belonging. Episodes often combine personal stories with practical insights, making complex workplace topics accessible to a broad audience.







