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The Executive Career Playbook

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Rating
★★★★☆
3.7
from
3 reviews
Categories
This podcast has
20 episodes
Language
English
Date created
2025/08/28
Latest episode
2026/10/13
Average duration
25 min.
Release period
22 days

Description

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. AND; If this podcast helps you think differently about your career, leadership, or next opportunity, follow the show and leave a 5-star review. Every rating helps more executives find these conversations and keeps bringing world-class insights from recruiters, board members, executive coaches, and leadership experts directly to you. Your next opportunity may be one conversation away. Follow, rate, and enjoy the journey. https://www.linkedin.com/in/debraboggs/ https://dscareermanagement.com/

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1,600 Job Applications. Here's What Happened Next.
2026/10/13
1,600 applications. One job posting. What happens when companies receive more applications than they can realistically review? They stop looking. Instead, they turn to their network, trusted recruiters, and referrals, leaving many highly qualified executives wondering why they never heard back. In this episode of The Executive Career Playbook, Debra Boggs, CEO of D&S Executive Career Management, pulls back the curtain on what today's executive hiring process really looks like. You'll learn: ✔ Why applying online is becoming less effective for senior leaders ✔ How AI has changed executive hiring ✔ Why recruiters are often brought in after jobs are posted ✔ The strategies executives use to become visible before a role is ever advertised ✔ How to position yourself so opportunities come to you instead of chasing them If you've been sending applications into what feels like a black hole, this conversation will help you rethink your strategy and focus on what actually works. Like, Comment & Subscribe for weekly leadership and career insights. Reclaim your opportunities today.  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   #ExecutiveJobSearch #ExecutiveCareer #ExecutiveLeadership #CareerStrategy #ExecutiveCareerPlaybook #JobSearchStrategy #CLevelCareers #ExecutiveRecruiters #LeadershipCareers #DSExecutiveCareerManagement
Want a Paid Board Seat? Here’s What Boards Are Looking For Now
2026/10/06
Want a paid board seat but not sure what boards are actually looking for? In this episode, Debra Boggs shares insights from the Private Directors Association PRISM Conference on what’s shaping private company boards, what nominating committees are looking for, and how senior executives can position their experience and leadership value for the right board opportunities. If board service is part of your next chapter, this conversation will help you think more strategically about how you position yourself and stand out. Ready to build a strategy for landing your next board opportunity? 👉 Book a complimentary call with the D&S team:  https://dscareermanagement-47519192.hs-sites.com/schedule-a-call-with-us 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 Listen to our Podcast - The Executive Career Playbook: https://theexecutivecareerplaybook.podbean.com/ #boardleadership  #corporategovernance  #BoardDirector #executiveleadership  #BoardSeat #PrivateDirectors #careerstrategy  #executivecoaching
Looking for Your Next Executive Role? Start Here
2026/10/01
Looking for your next executive role but unsure where to start? At the senior level, a successful search requires more than updating your resume and applying online. In this conversation, we answer the questions executives are asking about: • Getting your resume in front of the right recruiters • Using LinkedIn to strengthen your visibility • Positioning yourself for executive opportunities • Pursuing corporate board seats • Building a more strategic approach to your search   If you’re feeling stuck, overwhelmed, or simply unsure what your next move should be, you don’t have to figure it out alone. D&S Executive Career Management helps senior leaders build the positioning, materials, relationships, and strategy needed to compete for the right opportunities. Ready to get clear on your next move? Book a complimentary call with our team: https://dscareermanagement-47519192.hs-sites.com/schedule-a-call-with-us   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
3 Ways AI is Sabotaging Your Job Search & What To Do Instead
2026/09/21
AI was supposed to make the job search easier. But for most job seekers (and especially senior leaders), it is creating an entirely new set of challenges. AI-generated résumés, increased application volume, and automated screening are all making it harder for even highly qualified leaders to stand out. Listen till the end for a practical conversation about three ways AI is changing the executive job search and what you can do to stay visible, differentiate your value, and compete for the right opportunities. We cover how to use AI strategically, what hiring teams are doing differently, and why your positioning, relationships, reputation, and leadership story matter more than ever. 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 Listen to our Podcast - The Executive Career Playbook: https://theexecutivecareerplaybook.podbean.com/
Executive Layoff: 5 Steps to Take Before It Happens
2026/09/07
A potential layoff is not the time to wait and see. Learn five critical steps senior executives can take now to protect their career, strengthen their resume and LinkedIn presence, prepare for an executive job search, and negotiate severance and outplacement support. Facing uncertainty in your role? Book a complimentary call with D&S Executive Career Management and build your strategy before you need it: 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
Breakdown to Breakthrough: What High Performers Don't Say on Mental Health
2026/08/02
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
2026/07/26
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
Why Perfect Candidates Get Rejected - The Hidden Truths of Executive Job Searches
2026/07/19
This episode explains why well‑qualified executives often get no response or rejections when applying online, covering common issues like being perceived as overqualified, making a career pivot, job scope changes, internal referrals, and the rise of mass applicants driven by AI. Practical takeaways include focusing on strategic networking, positioning your unique value, preserving confidence during a long search, and using targeted go‑to‑market strategies (or executive career support) to win interviews and offers. Ready to accelerate your search? 👉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://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 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/
AI Wrote Your Resume. Now What? With Executive Recruiter, David Honig
2026/07/15
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
2026/07/12
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/
WHAT RECRUITERS REALLY WANT
2026/05/27
What do senior recruiters look for when reviewing an executive resume or LinkedIn profile, and what makes them stop scrolling? Join Debra Boggs, D&S CEO and Matilda Cole, Lead Coach and 20-year executive recruiting veteran, for a candid conversation that takes you behind the curtain of the executive hiring process. Matilda has worked inside Fortune 500s, private equity firms, and FAANG companies, and as a power user of LinkedIn Recruiter and multiple AI platforms. She now uses that insider knowledge every day to help C-suite executives and board candidates stand out, get noticed, and land the roles they deserve. In this episode, you will learn: What recruiters genuinely notice first, and what immediately gets ignored • Why most executive LinkedIn profiles miss the mark (and how to fix yours) How AI systems evaluate your resume before a human ever sees it The language and positioning shifts that move you from candidate to top contender What board-readiness looks like through a recruiter's lens. Whether you are actively in search, open to the right opportunity, or building toward a board seat, this conversation will give you the insider intelligence to position yourself with confidence and clarity. 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.h... Follow, rate, and enjoy the journey. https://www.linkedin.com/in/debraboggs/ https://dscareermanagement.com/
THE RECRUITER FILTER in 2026: Insider Secrets Revealed with Amber Schleinkofer
2026/03/17
The executive search landscape has shifted dramatically. What worked even 18 months ago may now work against you. In this candid conversation, Debra Boggs sits down with Amber Schleinkofer, President & Strategic Talent Partner at AS Talent Advisors, LLC, to pull back the curtain on what actually matters when recruiters are evaluating C-suite candidates today. You'll discover: -How AI and automation have changed the way recruiters find and vet executives -The red flags that immediately remove candidates from consideration -How to position yourself when you're currently employed vs. in transition -The truth about working with multiple search firms simultaneously -What makes an executive's LinkedIn profile truly stand out to recruiters This is not a recruiting pitch. This is a strategic conversation designed to help senior leaders understand the current market reality and position themselves accordingly. Whether you're actively exploring opportunities, passively open, or simply want to understand how the executive search world operates in 2026, this session will give you practical intelligence you can use immediately.     Subscribe to our newsletter: https://sai1k.share.hsforms.com/2q3qZvHrGTmWhDwaxJCl3gA   Learn more at our website: https://www.dscareermanagement.com   Book a call with us today here:  https://meetings.hubspot.com/cpoff/intro-call-with-carmen   Follow Us on LinkedIn for more executive insights: https://www.linkedin.com/company/dscareermanagement   Follow, rate, and enjoy the journey. https://www.linkedin.com/in/debraboggs/ https://dscareermanagement.com/
2026 Executive Career & Hiring Forecast: What Recruiters Want You to Know
2026/01/20
The executive talent landscape is shifting faster than ever. AI expectations are reshaping hiring criteria. Generational transitions are opening C-suite doors. Board opportunities are at unprecedented levels. The skills that got you where you are now may not be the ones that get you where you want to be in the future. Join Debra Boggs and Ascentria Search Partners’ Ken Schmitt for a focused 30-minute look at what 2026 holds for senior and C-level executives and how to position yourself for success in this evolving market. Listen in and take control of your next opportunity.   Subscribe for weekly leadership and career insights. Reclaim your opportunities today.   Learn more at our website: https://www.dscareermanagement.com   Book a call with us today here: https://meetings.hubspot.com/cpoff/intro-call-with-carmen   Follow Us on LinkedIn for more executive insights: https://www.linkedin.com/company/dscareermanagement Follow, rate, and enjoy the journey. https://www.linkedin.com/in/debraboggs/ https://dscareermanagement.com/
How to Lead Without Regret: A Conversation with Christopher Williams on C. O. U. R. A. G. E.
2026/01/06
For executives navigating career transitions or pursuing board appointments, courage isn't optional. It's the differentiator between settling and strategic advancement. In this conversation with Debra Boggs, Christopher O.H. Williams, NACD.DC, author of C.O.U.R.A.G.E.: 7 Choices for Living a Life Without Regret, draws from his leadership roles at Nike, Adidas, Goldman Sachs, and as the first president of African Leadership University to explore how everyday courage transforms hesitation into principled action. Whether you're contemplating your next executive role, pursuing board service, or leading through significant change, this conversation will equip you with actionable insights on leading without regret. Listen in and learn how to lead courageously without regret.   Learn more at our website: https://www.dscareermanagement.com Book a call with us today here: https://meetings.hubspot.com/cpoff/intro-call-with-carmen Follow Us on LinkedIn for more executive insights: https://www.linkedin.com/company/dscareermanagement
Where Have All The Jobs Gone?
2025/12/22
This episode is your roadmap to finding opportunities in today’s hiring landscape, not the one from 5 years ago.   Work with D&S (Executive Search Support): https://www.dscareermanagement.com/   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://meetings.hubspot.com/cpoff/in...   Download your Executive Job Search Diagnostic now: https://share.hsforms.com/2VJfQD8HKQq...   Access our Layoff Preparation Checklist here: https://sai1k.share.hsforms.com/22ejw...   Download your board readiness guide here: https://sai1k.share.hsforms.com/2LANY...   Follow Us on LinkedIn for more executive insights:   linkedin.com/company/dscareermanagement/posts/?feedView=all

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3.7 out of 5
3 reviews
★★★★★
MeeShellM 2025/09/15
Excellent advice
The executive career playbook gives great practical and tactical advice that you can implement right away. Highly recommend.
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