Inside the hiring process

I have been on
the other side
of the table.
That changes everything.

Former CEO, COO, and CHRO. I help managers, directors, VPs, and executives understand what decision-makers are actually looking for, and position themselves to win.

Work with me Watch free on YouTube
M.Ed., MBA, MSF, DBA (ABD)CPRW  ·  Vero Beach, FL
2,000+ clientsacross six continents
TORI Award WinnerFirst Place  ·  Best Difficult Transition Resume
Top LinkedIn WriterRecognized in Miami
Matthew Dupee, Executive Career Strategist
🏆 TORI Award Winner

First Place
Best Difficult Transition Resume
Toast of the Resume Industry · 2020

M.Ed., MBA, MSF, DBA (ABD)
CPRW  ·  Certified Professional Resume Writer
Former CEO · COO · CHRO
Top LinkedIn Writer · Miami
2,000+ clients · six continents
Vero Beach, FL
Who I am

Former CEO, COO, and startup founder. I know how hiring decisions get made because I made them.

I spent 20+ years leading teams, owning P&L, and driving operational growth. I have been in the room where resume stacks get sorted and candidates are decided on in seconds. I have run organizations as CEO, COO, and CHRO. That experience is the foundation of everything I do.

Today I work with 2,000+ professionals across six continents, helping executives take complex, non-linear careers and turn them into clear, compelling positioning that gets traction with recruiters, hiring committees, and boards.

This is not theoretical. My approach is data-driven and built around real hiring behavior, not generic advice.

What I do differently

Turn complexity into clear, market-ready narratives.

  • Align your story with how hiring decisions are actually made
  • Combine ATS precision with executive-level storytelling
  • Build momentum from first conversation to final offer
Who I work with
  • Mid-to-senior leaders in transition
  • Executives pursuing promotion or scale
  • Professionals competing in high-stakes, competitive markets

Clear strategy. Compelling narrative. Proven path forward.

Only results that deliver.

Start the conversation
Services

Strategic career support at every stage

Built around how hiring actually works, not how people assume it does.

01

Career Coaching

Strategic one-on-one coaching built around your target, your gaps, and a plan grounded in real hiring behavior.

  • Career transition strategy
  • Executive positioning
  • Job search planning and execution
02

Interview Preparation

I know what hiring committees look for. We build your answers around that intelligence, not generic frameworks.

  • Behavioral and situational coaching
  • Mock interviews with real feedback
  • C-suite and board-level prep
03

Salary Negotiation

Most executives leave money on the table. We build a negotiation strategy with data and scripting behind it.

  • Offer evaluation and benchmarking
  • Negotiation strategy and scripting
  • Counter-offer coaching
04

Resume + LinkedIn Writing

Built around the Three Gatekeeper Framework. Your materials need to clear the ATS, the recruiter, and the hiring committee. Most fail at step one.

  • Executive resume writing (CPRW-certified)
  • ATS keyword optimization
  • Full LinkedIn profile overhaul
05

Internship Prep Package

Everything a student or early-career professional needs to compete for top internships and first roles, built around how entry-level hiring actually works.

  • Internship-ready resume (ATS-optimized)
  • Tailored cover letter
  • Career coaching sessions
  • Interview and application strategy
06

Done-For-You Job Search

A fully managed search experience. I am in the room for every step, from positioning and outreach through final negotiation.

  • Full document suite
  • Recruiter outreach strategy
  • Target company identification
  • Interview and offer coaching
  • LinkedIn optimization
  • Ongoing strategic support
How it works

Simple. Focused. Built around you.

Not a production line. A deliberate process grounded in how hiring actually works.

01

We start with a real conversation

Tell me where you are and where you want to go. I will ask the questions that surface the story your materials need to tell and be straight about what it takes.

02

I build your strategy from the inside out

Before anything is written, we align on your target, your positioning, and the three gatekeepers your materials need to clear. Every decision is intentional.

03

You receive deliverables with a full walkthrough

Every document comes with a strategy explanation. You understand the reasoning behind every choice, not just the finished product.

04

You go to market with clarity and confidence

Strong materials are the foundation. We make sure you know how to use them in applications, conversations, and negotiations.

Results

The outcomes that matter

20+ years working with executives in transition across every major industry.

2,000+
Clients served across six continents
20+
Years in executive career strategy
#1
TORI Award, Best Difficult Transition Resume
"Matt doesn’t just write a resume. He builds a case. Every word is there for a reason. Within three weeks I had two VP interviews at organizations I had been trying to reach for months."
VP of Operations  ·  Healthcare
"Four months in transition with no traction. After one session with Matt and a full document overhaul, the calls started coming. He saw what was wrong immediately."
Chief Financial Officer  ·  Financial Services
"The interview coaching was worth more than the resume. Matt helped me talk about my career in a way that landed differently. I negotiated a package 18% above the initial offer."
Senior Director  ·  Technology
Free on YouTube

Inside the hiring process. No filters.

I take you inside ATS systems, recruiter behavior, and hiring committee decisions with the same insider perspective I use with every client. Practical, specific, and built on 20+ years of being in the room.

▶ Watch on YouTube
Get in touch

Ready to talk about your next move?

Tell me where you are, what you are targeting, and what has not been working. I will be direct about what I can do and what the path forward looks like.

I work with a focused number of clients at any given time so every engagement gets the attention it deserves.

✉ mattdupee@outlook.com 📷 @yourcareerroadmap on Instagram ▶ youtube.com/@MattDupee
📍 Vero Beach, FL  ·  Serving clients worldwide
Got it. I will be in touch within one business day.