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The Diligent Leader: a podcast about mastering business

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The Diligent Leader Podcast is dedicated to sharing some of the greatest lessons other leaders mastered the hard way!

Whether you are running a small department or you are in the C-Suite of a corporation, sometimes, as leaders, you need to know you aren’t alone in the challenges you face.  

It is very lonely when you are at the top or leading people.  So how do others do it?  How do you inspire people?  How do you know if you are doing it right?  We hope to help demystify and provide you with candid and conversations from everyday people that have accepted the challenge to lead, inspire, and build successful organizations.

Recent episodes

EP 29
06.19.2026

Leading Through Connection: Entrepreneurship and Community Leadership in Annapolis

In this episode of The Diligent Leader Podcast, hosts Holly Basta and Kalie Jakovics sit down with Rachel Hack — a leader in recruiting, entrepreneurship, community involvement, and local storytelling in Annapolis. Rachel shares her journey from building a career in recruiting to becoming a trusted connector in the Annapolis business community. As a leader with Splash Recruiting, Events Committee Chair for the Greater Annapolis Design District (GADD), and Content Coordinator for Stroll Eastport, Rachel has built her work around one common theme: creating meaningful connections.
EP 28
05.27.2026

Leadership Lessons from a Community Banking CEO

In this episode, hosts Kalie Jakovics and Alex Fakeri sit down with Mark Hanna to discuss leadership, community banking, and the importance of building lasting relationships in today’s evolving financial landscape. As CEO & President of The Bank of Glen Burnie, Mark shares insights from his professional journey, lessons learned throughout his leadership career, and how community banks continue to play a vital role in supporting local businesses and strengthening communities.
EP 27
04.22.2026

Lead Out Loud: Building Confidence, Presence, and Personal Brand That Lasts

In this episode, hosts Kalie Jakovics and Holly Basta sit down with Rochelle Hemingway, CEO of Slay to Success, Air Force veteran, and leadership coach, to explore how leaders can build a powerful personal brand, show up with confidence, and lead with purpose. With over 30 years of military leadership experience, Rochelle shares how she transformed adversity into impact—developing her signature SLAY framework and helping leaders, especially women and veterans, transition into their next chapter with clarity and confidence.
EP 26
09.3.2025

Empowering Veteran Entrepreneurs Through Procurement Excellence

In this episode, we sit down with Barbara Ashe, National Director & Founder of the Veterans Institute for Procurement (VIP) and Executive Vice President of the Montgomery County Chamber of Commerce, to explore how the VIP program is transforming opportunities for veteran-owned businesses.

Meet the hosts

Hi, we are Kalie, Alex & Holly!

We are passionate leaders and advocates for professional growth, dedicated to uncovering the hard-earned lessons from seasoned leaders. With over 50 years of combined professional experience, we understand the complexities and challenges that come with guiding others. 

Driven by a belief that leadership is both an art and a science, we hope to create a welcoming space for candid conversations, helping listeners feel less isolated in their journeys. Through engaging discussions, together we aim to inspire and equip leaders at all levels to build successful, thriving organizations.

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