The Executive Career Playbook is the podcast for senior leaders, executives, and board candidates who want to stay competitive, increase their visibility, and land career-defining opportunities in this competitive market. Hosted by executive career expert Debra Boggs and featuring executive recruiters, board directors, leadership experts, and accomplished business leaders, each episode delivers practical strategies to help you navigate career transitions, strengthen your executive brand, expand your network, and position yourself for your next leadership opportunity. Whether you're pursuing a VP, C-Suite, or Board Director role, you'll gain insider insights on executive hiring, leadership trends, personal branding, networking, interviewing, compensation negotiation, board readiness, and career growth. Because landing your next opportunity isn't just about experience. It's about positioning, visibility, and knowing how to stand out when it matters most. AN
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The Executive Career Playbook is a business podcast hosted by D&S Executive Career Management, with 15 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.
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D&S Executive Career Management hosts The Executive Career Playbook, a business show with 15 episodes published.
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The Executive Career Playbook
Breakdown to Breakthrough: What High Performers Don't Say on Mental Health
Aug 2, 202643 min
Success doesn't protect you from burnout. In this candid conversation, Debra Boggs and Lesley Hunter explore the hidden mental health challenges many high performers face but rarely discuss. From perfectionism and burnout to vulnerability, resilience, and redefining success, they share practical insights for executives, senior leaders, and ambitious professionals navigating demanding careers. Whether you're leading a team, rebuilding after a setback, or simply trying to balance performance with wellbeing, this episode offers honest conversations and actionable strategies to help you move forward with confidence. Follow The Executive Career Playbook for conversations on executive leadership, career growth, board readiness, and the realities of leading at the highest level. If this episode resonates with you, follow the podcast, leave a 5 star review, and share it with a leader who needs to hear it. Your support helps us bring more conversations like this to executives around the world. Visit us at: https://www.dscareermanagement.com/ to learn how we can help you stand out, stay visible, and move your career forward. Book a call with us today here: https://dscareermanagement-47519192.hs-sites.com/schedule-a-call-with-us Take our Executive Job Search Readiness Assessment here: https://debraboggs.typeform.com/to/pqW9pR8d Download your Executive Job Search Diagnostic now: https://share.hsforms.com/2VJfQD8HKQqO5RfB76q_ovQsai1k Access our Layoff Preparation Checklist here: https://sai1k.share.hsforms.com/22ejwl7b-SVSkauZ8TrR9wQ Download your board readiness guide here: https://sai1k.share.hsforms.com/2LANY6QsvSNmAdYd7ZuQytg Request our free Unique Value Proposition Worksheet Here: https://share.hsforms.com/2SM4-7WEmQDur1LqRR2a6Qwsai1k Follow Us on LinkedIn for more executive insights linkedin.com/company/dscareermanagement/posts/?feedView=all
Board Candidate Workshop: How To Craft a Value Statement that Opens Doors
Jul 26, 202629 min
Join board positioning expert Debra Boggs, CEO of D&S Executive Career Management, for a tactical and practical workshop. You will leave with a draft of your own board value statement, ready to use in networking conversations, warm introductions, and with board chairs and Nom/Gov committees. This episode is for senior executives actively pursuing their first board seat, or looking to expand their board service. About the speaker: Debra Boggs is an award-winning entrepreneur and nationally recognized expert in executive career strategy as CEO of D&S Executive Career Management. Debra’s thought leadership has been featured in Forbes, Newsweek, The Washington Post, The Wall Street Journal, and dozens of other media outlets. She’s also a sought-after speaker for national conferences and private leadership events. Her firm has a decade-long reputation for supporting C-suite leaders in navigating complex career transitions, landing board seats, and maximizing compensation in competitive markets. Visit us at: https://www.dscareermanagement.com/ to learn how we can help you stand out, stay visible, and move your career forward. Book a call with us today here: https://dscareermanagement-47519192.hs-sites.com/schedule-a-call-with-us Take our Executive Job Search Readiness Assessment here: https://debraboggs.typeform.com/to/pqW9pR8d Download your Executive Job Search Diagnostic now: https://share.hsforms.com/2VJfQD8HKQqO5RfB76q_ovQsai1k Access our Layoff Preparation Checklist here: https://sai1k.share.hsforms.com/22ejwl7b-SVSkauZ8TrR9wQ Download your board readiness guide here: https://sai1k.share.hsforms.com/2LANY6QsvSNmAdYd7ZuQytg Request our free Unique Value Proposition Worksheet Here: https://share.hsforms.com/2SM4-7WEmQDur1LqRR2a6Qwsai1k Follow Us on LinkedIn for more executive insights linkedin.com/company/dscareermanagement/posts/?feedView=all
AI Wrote Your Resume. Now What? With Executive Recruiter, David Honig
Jul 15, 20266 min
You've spent decades building your career. Leading teams. Driving growth. Solving complex business challenges. So why aren't the right opportunities turning into interviews? The reality is that AI can help you write a resume, but it can't define your value. It can't tell your story. And it can't position you as the leader a company needs right now. In this episode of The Executive Career Playbook, Debra Boggs and executive recruiter David unpack why so many qualified executives are struggling to gain traction, what recruiters are actually looking for, and how to stand out when everyone on paper looks impressive. If your search isn't moving as quickly as you'd hoped, this conversation will help you rethink how you're presenting yourself and where you may be unintentionally blending in. Listen now and discover why the goal isn't to have a better resume. The goal is to become the obvious choice. Want the full conversation? Listen to the complete episode here: https://www.podbean.com/media/share/pb-zvrs2-19e16ad?utm_campaign=embed_player_share&utm_source=embed_player_pb&utm_medium=dlink Book a call with us today here: https://meetings.hubspot.com/cpoff/intro-call-with-carmen Download your Executive Job Search Diagnostic now: https://share.hsforms.com/2VJfQD8HKQqO5RfB76q_ovQsai1k Access our Layoff Preparation Checklist here: https://sai1k.share.hsforms.com/22ejwl7b-SVSkauZ8TrR9wQ Follow Us on LinkedIn for more executive insights linkedin.com/company/dscareermanagement/posts/?feedView=all
How to Get a Corporate Board Seat: Board Readiness, Positioning, and Networking Strategies
Jul 12, 202621 min
Corporate board opportunities rarely go to the most qualified executive. They go to the executive who is visible, positioned correctly, and connected to the right decision-makers. In this session, Debra Boggs shares the strategies executives use to secure corporate board seats, strengthen board readiness, build board visibility, and position themselves as valuable contributors in the boardroom. You'll learn: ✔ What board readiness actually means ✔ How to reposition executive experience for board opportunities ✔ The difference between an executive resume and a board resume ✔ How to optimize LinkedIn for board searches ✔ Why networking remains the most effective path to board opportunities ✔ Common mistakes that prevent qualified executives from being selected Whether you're pursuing your first corporate board seat, an independent director role, an advisory board position, or expanding your board portfolio, this discussion provides practical strategies to strengthen your board candidacy. Subscribe and follow us for more executive career strategy, board readiness guidance, executive branding insights, leadership visibility tactics, and corporate board opportunities. Visit us at: https://www.dscareermanagement.com/ to learn how we can help you stand out, stay visible, and move your career forward. Book a call with us today here: https://dscareermanagement-47519192.hs-sites.com/schedule-a-call-with-us Download your board readiness guide here: https://sai1k.share.hsforms.com/2LANY6QsvSNmAdYd7ZuQytg Request our free Unique Value Proposition Worksheet Here: https://share.hsforms.com/2SM4-7WEmQDur1LqRR2a6Qwsai1k Follow Us on LinkedIn for more executive insights linkedin.com/company/dscareermanagement/posts/?feedView=all Listen to our Podcast - The Executive Career Playbook: https://theexecutivecareerplaybook.podbean.com/ Follow, rate, and enjoy the journey. https://www.linkedin.com/in/debraboggs/ https://dscareermanagement.com/
How Senior Leaders Successfully Make the Move Without Starting Over
Jun 9, 202629 minS2
You have spent years building an exceptional career. You have led teams, driven revenue, navigated change, and delivered results at the highest levels. And now, you are ready for something different. But here is the question most senior leaders wrestle with: How do I make a significant career pivot without appearing to start over, take a step back, or lose the credibility I have spent decades building? In this episode, you will learn: Why the executive pivot is fundamentally different from a standard job search and what that means for your strategy- How to reposition your experience so it speaks directly to the new direction without minimizing what you have built The critical role your network plays in a pivot versus a traditional search, and how to activate it effectively What hiring decision-makers and board nominating committees actually want to see from a pivot candidate Real-world examples of senior leaders who made bold moves and what they did to make them land This is a candid, practical conversation for senior executives who are ready to move intentionally, not just reactively. No fluff. No generic career advice. Just the strategic clarity you need to make your next move your best move.
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