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Breakthrough Career Coaching By Stephen Drumm · Tech Sales, GTM & AI
⚡ Packages Apply for 1:1 Coaching →
Stephen Drumm - Senior Product Lead, AI Solutions, Google EMEA & Founder of Breakthrough Career Coaching Dublin

Stephen Drumm

Senior Product Lead, AI Solutions
Google EMEA
12 Years at Google 100+ Googlers Coached 2,000+ Sellers Enabled 200+ Hiring Interviews TCD MSc Mentor & DCU Lecturer Dublin, Ireland & Worldwide
BreakthroughCareerCoaching.com · Tech Sales, GTM & AI Coaching

Break Through Your Career Ceiling in Tech Sales, Leadership & AI.

I’m Stephen Drumm—a Commercial Leader & AI Enablement Strategist and Tenured Coach with 12 years at Google (Senior Product Lead, AI Solutions, Google EMEA). I have coached 100+ Google sales professionals, enabled 2,000+ sellers via GTM, conducted 200+ hiring interviews, lectured part-time at DCU, and actively mentor postgraduate students at Trinity College Dublin (TCD) through the MSc Mentoring Program.

Through tailored 1-on-1 coaching, I help ambitious professionals break through mid-career plateaus—mastering consultative selling, transitioning into GTM & strategy roles, and building practical AI workflows that ground and accelerate your unique strengths.

Apply for 1-on-1 Coaching → View Packages & Pricing Read Bio & Ethos →
The Career Inflection Point

Why High Performers Plateau—And How to Break Through.

Doing more of what got you through years 1 to 3 won’t get you to the next level. Breaking through requires shifting from brute-force volume to strategic leverage.

Breakthrough Career Coaching: Uncover Hidden Strengths & AI Acceleration

The Inflection Point: Where transactional hustle hits a ceiling—and 1-on-1 coaching helps you uncover your hidden strengths and utilize AI to ground and accelerate them.

Phase 01 · Years 1–3

Linear Hustle

Early momentum comes from sheer activity volume and playbook execution—creating the illusion that working longer hours guarantees promotion.

Phase 02 · Years 3–7

The Performance Ceiling

Effort hits diminishing returns. Deals stall when buyers resist feature pitches, and promotions stall until you demonstrate strategic GTM ownership.

Phase 03 · 1:1 Breakthrough

Strengths & AI Leverage

Through 1-on-1 coaching, you uncover your hidden strengths and build practical AI workflows to ground and scale them—operating as a trusted strategic advisor.

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The Breakthrough Thesis: Sustainable career acceleration isn't about working 60-hour weeks. We map your distinct strengths, sharpen your commercial execution, and build personalized AI systems that multiply your impact every day.

Explore All 5 Client Profiles & Career Scenarios →
4 Focused Coaching Tracks

How We Can Work Together

Practical 1-on-1 coaching grounded in 12 years of Google commercial and AI product leadership. Select the track that matches your immediate career goal.

Coaching Option 01

Become a Better Consultative Seller

Stop pitching features and start diagnosing high-value commercial problems with C-suite buyers.

  • Executive Presence & Tone: Command senior stakeholder rooms as a trusted advisor rather than a vendor.
  • Diagnostic Questioning: Replace scripted talk tracks with incisive discovery that uncovers C-suite priorities.
  • Unsticking Complex Deals: Diagnose hidden pipeline friction to accelerate close velocity without discounting.
Expected Outcome

Repeatable discovery frameworks, stronger C-suite trust, and larger enterprise deals closed at full margin.

Coaching Option 02

Use AI Effectively in Your Career

Eliminate repetitive admin grind and position yourself as an internal AI innovator.

  • High-Impact Daily Workflows: Partner with me to outsource repetitive tasks and research to custom AI workflows.
  • Enterprise-Scale AI Enablement: Apply proven adoption frameworks from enabling 2,000+ sellers at Google EMEA.
  • Internal AI Leadership: Build practical fluency that positions you as the go-to AI leader on your team.
Expected Outcome

A personalized AI system that eliminates repetitive weekly grind and establishes your internal AI leadership.

Coaching Option 03

Move from Sales into GTM or Strategy/Ops

Pivot from individual quota-carrying sales into Go-to-Market (GTM) strategy, commercial ops, or product leadership.

  • First-Time GTM Readiness: Shift from quarter-to-quarter quota thinking to multi-year strategic planning.
  • Leading Without Authority: Build cross-functional partnerships and influence models that align multi-team initiatives.
  • Proven GTM Frameworks: Master the market-activation and scaling frameworks used across Tier-1 tech organizations.
Expected Outcome

A true multi-year GTM mindset and the cross-functional influence skills needed to lead without formal authority.

Coaching Option 04

Land a Job in Tech or Make a Career Pivot

Clarify your target role, overhaul your executive narrative, and win competitive external tech interviews.

  • Strengths & Role Mapping: Audit your commercial strengths to target the exact tech or GTM roles where you excel.
  • Pivot Positioning: Translate your past track record into a compelling narrative for hiring committees.
  • Structured Interview Mastery: Rigorous mock interviews with a 200+ interview veteran. (Excludes Google applications per policy.)
Expected Outcome

A repositioned CV, crisp commercial interview stories, and maximum leverage in external tech hiring loops.

Transparent Investment

Choose Your Coaching Package

Simple, transparent pricing with instant card/Revolut checkout or formal Irish corporate L&D invoicing.

Tier 1 · Rapid Focus

Tactical Breakthrough

€295
Single 60-minute 1:1 intensive

Solve an immediate career challenge—ideal for upcoming external interviews, CV positioning, live deal strategy, or AI workflow setup.

  • 60-Minute 1:1 Video Session with Stephen Drumm
  • Pre-Session Diagnostic Audit of your CV or challenge
  • Targeted Deep Dive on your interview, deal, or pivot
  • Custom Action Blueprint & PDF Resources
Most Popular · High ROI
Tier 2 · 90-Day Transformation

The 90-Day Catalyst

€795
€265 / session · Save €90

Three structured monthly sessions to execute a career pivot, elevate consultative selling, or embed AI across your daily workflow.

  • 3x 60-Minute Monthly 1:1 Sessions across 90 days
  • 12-Question Persona & Strengths Diagnostic
  • Custom 90-Day Execution Roadmap & Playbooks
Tier 3 · Year-Round Advisory

Annual Accelerator

€249
per month (12-month commitment · €2,988/yr)

Ongoing executive advisory for ambitious professionals fast-tracking promotions, GTM transitions, and AI-enabled leadership.

  • 12x Monthly 60-Minute 1:1 Strategy Sessions
  • Full Mastery Across Sales, GTM & AI Workflows
  • Quarterly Promo, Comp & Executive Reviews
Secure Checkout: ⚡ Revolut Pay 💳 Visa & Mastercard 🍎 Apple Pay 🤖 Google Pay 🏦 SEPA Transfer 📄 Corporate L&D Invoice

💡 Expensing via Employer Learning & Development (L&D)?

Over 70% of clients expense coaching through their company L&D budget. Generate an instant Irish-compliant invoice titled "Executive Commercial & AI Leadership Development".

Take the Next Step

Apply for 1-on-1 Coaching

Submit your details below (sent directly to [email protected]) to confirm mutual fit and book your strategy session.

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Stephen Drumm - Senior Product Lead, AI Solutions, Google EMEA
Meet Your Coach

Commercial Leader & AI Enablement Strategist. Tenured Coach.

Senior Product Lead, AI Solutions, Google EMEA · 12 Years at Google

Stephen Drumm is a 12-year Google veteran, Commercial Leader & AI Enablement Strategist, and Tenured Coach formally trained throughout his career as an internal mentor. He has coached 100+ Google sales professionals across EMEA, enabled 2,000+ sellers on GTM and AI sales motions, lectured part-time at Dublin City University (DCU), and actively mentors postgraduate students at Trinity College Dublin (TCD) through the MSc Mentoring Program.

Senior Product Lead, AI Solutions, Google EMEA 100+ Googlers Coached 2,000+ Sellers Enabled TCD MSc Mentoring Program DCU & TCD Alumnus Harvard Business Analytics
Read Stephen's Full Bio & Coaching Ethos →
Key Questions

Frequently Asked Questions

Need corporate L&D invoice details or full policy info? View our complete FAQ & L&D Guide →

Is BreakthroughCareerCoaching.com affiliated with Google, or do you coach candidates applying to Google / offer referrals?

No—this is a strictly independent personal enterprise. While Stephen is employed full-time at Google, BreakthroughCareerCoaching.com is operated entirely in his private capacity outside working hours in strict compliance with Google’s Code of Conduct and Outside Employment policies:

  • 100% Separate Entity: Not affiliated with, endorsed by, or representing Google
  • Strict Exclusion of Google Data: Sessions strictly exclude any internal Google data, non-public information, customer accounts, or internal processes.
  • No Google Interview Prep or Referrals: Stephen does not provide interview coaching for roles at Google or offer job referrals to Google or any other organization. All coaching focuses strictly on external industry skills.

Can I expense this coaching through my employer's L&D budget?

Yes. Over 70% of clients expense coaching via their annual Learning & Development (L&D) or education stipend. BreakthroughCareerCoaching.com issues Irish-compliant itemized invoices titled "Executive Commercial Strategy & Applied AI Leadership Program".

How do the 1-on-1 coaching sessions work?

Sessions are 60-minute video intensives. You share your goals beforehand, leave every call with actionable advice, and receive tailored PDF resources.

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Complete Your Coaching Payment

Select your preferred payment method below. Clients do not need a Revolut account to pay by card or Apple/Google Pay.

Selected Package
The 90-Day Catalyst (3 Sessions)
Total Due
€795

How Instant Checkout Works:

  1. Click "Proceed to Revolut Checkout" below. We will automatically copy your payment reference (Coaching - 90-Day Catalyst).
  2. On the secure Revolut checkout screen, enter the amount shown above (€795) and paste your reference.
  3. Pay instantly using Apple Pay, Google Pay, Visa/Mastercard debit or credit card, or your Revolut app.
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🔒 Questions? Email [email protected]