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The Executive Edge

How to Work with Headhunters and Win: The Network into Executive Search

October 30, 2025 · By Gerard Miles & Dan Hampton

Many senior leaders spend years perfecting how they lead, but far fewer master how to be found. Behind almost every major career move lies a recruiter who knows exactly where to look and who to call. The challenge for most executives is not talent or experience but how they show up in the job search ecosystem.

In this episode of Mission One: The Executive Edge, co-founders and executive search partners Gerard Miles and Dan Hampton, go behind the curtain of headhunting to explain how the process truly works, what differentiates retained and contingent searches, and how to turn recruiter relationships into long-term professional partnerships.

Understanding the Search Landscape

Executive search has its own language and knowing how it works can transform your visibility. Gerard opens the conversation with a clear breakdown of retained versus contingent search. Retained recruiters are paid upfront to run exclusive, in-depth searches. They work in partnership with their client and are deeply invested in culture fit, leadership capability, and long-term impact.

Contingent recruiters, on the other hand, move quickly and compete with others to fill roles. They only get paid when a placement is made, which makes volume and speed their priority. Both models serve a purpose; the key is knowing which one applies to you.

Executive Search Insight: Understanding the model you're engaging with helps you tailor your communication, manage expectations, and position yourself with precision.

Choosing the Right Partner: Shreks vs. Boutiques

Dan and Gerard describe the tiers of search firms, from the global "Shrek" firms like Korn Ferry and Spencer Stuart to specialised boutiques focused on venture, PE, or niche sectors. Large firms often handle listed or multinational clients, while boutiques thrive in fast-growth and founder-led environments.

For executives, the best approach is not choosing one over the other but building relationships across both. Large firms give you breadth; boutiques give you depth and access to early opportunities.

Executive Search Insight: Map your recruiter ecosystem by stage, sector, and function. Being known in the right pockets of the market is far more powerful than being known everywhere.

The Art of the Introduction

In a world of overflowing inboxes, clarity is currency. Gerard and Dan share how to make your introduction memorable and usable. A concise summary: your specialisation, scale of leadership, metrics, and location, makes it easy for a recruiter to represent you confidently.

They also reveal a behind-the-scenes tip: the email you send after an introductory call often becomes the exact message recruiters forward to clients. Writing it well saves time and ensures your story is told accurately.

Executive Search Insight: A clear and structured follow-up turns your profile into something recruiters can immediately advocate for.

Staying Visible and Searchable

Visibility in executive search comes down to precision and presence. Recruiters often work from internal systems where every candidate is tagged and noted. The words attached to your profile determine how quickly you appear when the right opportunity comes through.

Gerard notes that being specific about your role, scope, and achievements keeps you within reach, even long after an initial conversation. Dan advises brief, consistent check-ins, a short message each month when you're exploring options, or once a quarter when you're settled. Simple updates about new metrics, promotions, or location changes help recruiters keep your profile fresh.

Executive Search Insight: Your clarity determines your visibility. The more defined your role and track record appear, the easier it is for headhunters to recognise your fit.

Transparency Builds Opportunity

One of the strongest themes in the episode is transparency. Dan explains how openness about other offers or timelines can help recruiters accelerate their process or improve an offer. Gerard adds that silence or late communication can close doors that would otherwise open.

Executive Search Insight: Honest communication builds trust. Recruiters are more effective advocates when they have the full picture.

Professionalism that Lasts

Professional follow-through is what turns a single search interaction into a lasting partnership. Gerard and Dan share that responsiveness, clarity, and respect for timelines go further than candidates often realise. Recruiters remember the leaders who make communication easy, who stay consistent, and who treat the process as a two-way relationship.

Executive Search Insight: Every conversation is part of your reputation. Treat recruiters as long-term collaborators, not short-term gatekeepers.

Why This Matters

Every senior career move starts with trust and recruiters remember the people who make that easy. When you understand how search really works, you stop waiting for opportunity and start building it. The leaders who stay visible, communicate clearly, and nurture real relationships are the ones who stay top of mind when the right roles appear.

Key Takeaways

Know how retained and contingent search models work, so you can engage recruiters the right way.

Build relationships across both global firms and smaller specialists who know your space deeply.

Follow up with short, clear notes that show your achievements and where you add value.

Keep your profile language simple and precise, so it surfaces easily in recruiter searches.

Stay open, consistent, and responsive - those habits build trust and lasting reputation.

Final Thoughts

The Role of the Headhunter is a grounded and experience-led look at the real dynamics of executive search. Gerard and Dan share practical, candid advice drawn from years of placing senior leaders across industries. The message is that clarity builds confidence, transparency builds trust, and professionalism builds opportunity.

Whether you're exploring your next move or preparing for a future one, this episode is your guide to working with recruiters in a way that turns connections into career momentum.

Related Podcast Episode

How to Run an Executive Job Search (Part 3): Working with Headhunters

43 min · Watch the full episode →

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