Cybersecurity career coaching

Cybersecurity Career Coaching

Career coaching for mid-to-senior US cybersecurity professionals. We turn deep technical experience into a clear business case, so hiring managers see the risk you reduce, not just the tools you know.

Nobody hires a CTO because they've implemented a new system. They hire them because it reduced risk, enabled growth or saved the business millions. Security is exactly the same.

The Career Growth Accelerator starts from $1,800.

For senior security, technology and fractional leaders.

Moving into a senior leadership role? Executive positioning, headhunters and board-level interviews.
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Lucy Gilmour, career coach and former recruiter, running a coaching workshop
50+Countries worked across in recruitment
10 yearsRunning an executive search-focused recruitment firm
Top VoiceLinkedIn · Job Search Strategies
1,000+Mid-to-senior professionals helped
What security hiring managers are buying

In security, the hiring manager is buying reduced risk.

Your certifications get you considered. Your outcomes get you hired.

Security professionals often know more than anyone else in the room, and that's exactly why their answers and resumes get too technical. The person making the hiring decision, especially at senior level, needs to understand what changed for the business because you were there.

Make it easy for them to understand what you do, and you'll sound more confident at the same time.

  • Instead of: A wall of certifications and toolsDo this: The risk you reduced and what it protected
  • Instead of: Jargon-heavy interview answersDo this: Pass the Coffee Shop Test
  • Instead of: Applying through job boardsDo this: Reaching the CISO, CIO or CTO directly
  • Instead of: A LinkedIn profile recruiters can't findDo this: Certifications, frameworks and tools as search tags
  • Instead of: Waiting until you need a new jobDo this: Being known before the role exists
How it works

My 5-step framework, applied to cybersecurity.

The same recruiter-backed sequence I take every client through, tailored to how security and technology leaders are hired.

  1. Career clarity

    In-house, consultancy, vendor or fractional? Hands-on technical leadership or the boardroom? We get specific about the roles and companies that fit you.

    • In-house
    • Consultancy
    • Vendor
    • Fractional
  2. A profile recruiters can find

    Recruiters search LinkedIn by title, skills and keywords. Your certifications, frameworks and tools belong in your skills section as search tags, and your headline should say what you protect, not just what you're called.

  3. Translate technical into business

    We turn projects into outcomes a CEO or board understands: risk reduced, incidents prevented, audits passed, growth enabled, costs avoided.

  4. Direct outreach

    Reach the hiring manager directly with a short, specific message. If you're the solution to a problem they're facing, landing in their inbox is welcome, and it saves them an agency fee.

  5. Senior interviews & negotiation

    Executive presence, clarifying questions and answers that stop when they've made the point. Then the package conversation.

The Coffee Shop Test

Would you actually say that if you were having coffee?

Under interview pressure, people stop sounding like themselves. The language gets formal and the personality disappears.

Someone asks, "Tell me about yourself," and suddenly it's "a results-driven strategic leader with a proven track record of leveraging cross-functional synergies." You don't speak like that. So why are you speaking like that now?

Imagine you're sitting opposite this person in a coffee shop and they ask what you do. You'd say something much simpler, and much clearer. That's the version I want you to use in interviews.

Answer. Evidence. Result. Then stop. If the interviewer wants more detail, trust me, they'll ask.

For technical leaders this matters even more. You're not trying to sound impressive. You're trying to make it easy for the other person to understand what you do, and ironically that usually makes you sound more senior.

In their own words

Technology leaders I've worked with.

Found a target role within 60 days
My biggest regret is that I didn’t start working with Lucy sooner. I found a role I wanted within 60 days of signing up with her.
Colm RattiganFractional CIO / CISO / COO
Secured a new job in two months
I implemented her job seeking techniques and secured a new job in 2 months. Her process really works!!
Kris HelgeDirector of Digital Information Management
Final job offer in under 60 days
I did manage to go from first contact with Lucy to a final job offer after intense rounds of interviews in less than 60 days! My only regret is not finding her sooner.
Jim BerridgeEnterprise Partnerships Lead
Ways to work with me

Two ways to work with me.

Same recruiter-backed system. The difference is how hands-on you want me to be.

Self-paced + AI coaching

Job Search Unlocked + Lucy AI

Designed to help you land 3+ interviews per week.

  • My full framework, from career clarity to signed offer
  • Lucy AI for 24/7 guidance on your resume, LinkedIn and outreach
  • A clear system you can work through at your own pace

Best for: self-starters who want a proven system at an accessible price point.

Get instant access →
Who it's for

Security and technology professionals ready to step up.

From technical specialist to the person the board trusts.

The more senior the role, the less it's about applying and the more it's about being known, trusted and easy to recommend.

It's especially useful if:

  • You're moving from a technical role into security leadership.
  • You're targeting a senior security or technology leadership role.
  • Your resume is all tools and certifications, no outcomes.
  • You're qualified but recruiters aren't finding you.
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Cybersecurity Career Coaching FAQs

Frequently asked questions.

Who do you coach in cybersecurity?

Mid-to-senior professionals in cybersecurity and technology. Most of the people I coach work at director, VP or C-suite level.

I'm very technical. Do I need to sound less technical?

You need to be easy to understand. Use the Coffee Shop Test: if you wouldn't say it over coffee, simplify it. Lead with the answer and the business outcome, then go technical if the interviewer asks for more.

Should I list all my certifications?

On LinkedIn, yes. Treat certifications, frameworks and tools as search tags in your skills section so recruiters find you. On your resume, put them where they support the outcomes you've delivered, not in place of them.

How do I move from a technical role into security leadership?

Show the leadership and business outcomes you've already delivered, even without the title: risk you've reduced, teams you've influenced, decisions you've shaped. Then reach the hiring managers for those roles directly rather than waiting to be noticed.

Do you only work with cybersecurity professionals?

No. I coach mid-to-senior professionals across industries. This page explains how my framework applies to security and technology careers specifically.

Your next move

Make it obvious what you protect, and who you protect it for.

Get found, get in front of the right people and walk into senior interviews ready. Start with Job Search Unlocked, or apply to work with me in the Career Growth Accelerator.

Want to start with free advice? Read my career articles