The Executive Career Playbook

You've spent years building your career. But what happens when your company decides it's time to part ways?
An executive departure is about more than severance. It's about protecting your reputation, preserving your career momentum, and positioning yourself for what's next.
In this episode, we explore why traditional outplacement often falls short for senior leaders, what you should know about severance negotiations, and how personalized career transition support benefits both executives and employers.
Whether you're preparing for an unexpected career move or responsible for managing a leadership transition, you'll discover why how you navigate an executive exit can shape what happens next.
Ready to plan your next move? Connect with our team for a confidential conversation.
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
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Listen to our Podcast - The Executive Career Playbook:https://theexecutivecareerplaybook.podbean.com/#ExecutiveOutplacement #ExecutiveCareerTransition #ExecutiveLeadership #SeveranceNegotiation #ExecutiveCareerManagement #LeadershipTransition #CHRO #ExecutiveJobSearch
 

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.
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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 insightslinkedin.com/company/dscareermanagement/posts
 
#ExecutiveJobSearch #ExecutiveCareer #ExecutiveLeadership #CareerStrategy #ExecutiveCareerPlaybook #JobSearchStrategy #CLevelCareers #ExecutiveRecruiters #LeadershipCareers #DSExecutiveCareerManagement
 

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 insightslinkedin.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 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 insightslinkedin.com/company/dscareermanagement/posts/?feedView=all

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 insightslinkedin.com/company/dscareermanagement/posts/?feedView=all
Listen to our Podcast - The Executive Career Playbook:https://theexecutivecareerplaybook.podbean.com/

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 insightslinkedin.com/company/dscareermanagement/posts/?feedView=all

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 insightslinkedin.com/company/dscareermanagement/posts/?feedView=all

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 insightslinkedin.com/company/dscareermanagement/posts/?feedView=all

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 insightslinkedin.com/company/dscareermanagement/posts/?feedView=all
Listen to our Podcast - The Executive Career Playbook:https://theexecutivecareerplaybook.podbean.com/
 
 

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 insightslinkedin.com/company/dscareermanagement/posts/?feedView=all