RAISE THE ROOFâ˘: The Strategic Framework Helping Directors and VPs Access the Hidden Executive Job Market
Most executive job searches fail because talented leaders position themselves like applicants instead of solutions.
We help Directors and Vice Presidents clarify their positioning, activate the hidden job market, and generate high-quality interviews through the Raise the Roof⢠strategy.
RAISE THE ROOFâ˘: The Strategic Framework Helping Directors and VPs Access the Hidden Executive Job Market
Most executive job searches fail because talented leaders position themselves like applicants instead of solutions.
We help Directors and Vice Presidents clarify their positioning, activate the hidden job market, and generate high-quality interviews through the Raise the Roof⢠strategy.
93%
LAND INTERVIEWS IN 6 WEEKS
81%
SECURE ROLES IN 90 DAYS
$41K
AVERAGE SALARY INCREASE
740+
EXECUTIVE SEARCHES SUPPORTED
â3 C-level interviews in 16 days.â
âDirector role in 47 days, +$38K.â
â3 VP offers. Clarity. Confidence.â
Why Executives Choose Raise the Roofâ˘
Direct to DecisionâMakers
Targeted campaigns that bypass the ATS and surface real conversations.
Executive Branding
Resume & LinkedIn built to convey leadership impact and scale.
Interview Mastery
Live roleâplays and feedback to perform at exec level.
Negotiation Support
Frame ROI value, deârisk, and negotiate with confidence.
Accountability & Momentum
Weekly milestones & community keep progress compounding.
Flexible, Transparent Options
Partnership and VIP options with clear pricing & guarantee.
Your 6âWeek Journey
From clarity to career breakthroughâevery step is mapped out.
Week 1 â Get Clear
Strategic Positioning and Targeting, value branding narrative, and campaign strategy.
Week 2 â Get Ready
Resume & LinkedIn overhaul / feedback.
Week 3 â Get Noticed
Networking scripts + outreach (Partnership/VIP).
Week 4 â Get Interviewed
Executive interview prep with live roleâplays.
Week 5 â Get Paid
Comp strategy & negotiation support.
Week 6 â Thrive
90âday success plan for the new role.
Executive Success Stories
Jonathan M
"0 responses to 5 offers and
a $30k pay raise."
Previous:
IT Project Manager IV
Landed: Director of
Project Management
Chris L
"Landed new GRC role in
1.5 months!"
Previous:
Information Security Analyst (GRC)
Landed: Senior Cybersecurity Governance Analyst
Alanna J
"$60k to $125k in
4 months!"
Previous:
Data Specialist
Landed: Revenue Ops Manager
Tammi R
"Mid-Size to Enterprise
Senior IT Leader."
Previous:
SVP of Information Technology
Landed: Director of IT - Electrostatic Division
Timothy A
"New PMO Executive role
& $70k+ raise in 3 months."
Previous:
Director of Project Management
Landed: PMO Executive
Chinmay S
"Doubled salary in
less than 2 months."
Previous:
Sr. Mechanical Design Engineer
Landed: Mechanical Engineer
Tim O
"SMB Owner to Director of Cybersecurity in 2 months."
Previous:
Disaster Recovery Biz Owner
Landed: Director of
Cybersecurity Policy
Brennan U
"5 interviews in 4 days,
weekend included!"
Previous:
HR Manager
Landed: Senior HR
Generalist
Dustin S
"Got calls in 48 hours
2x Salary in 2 months!"
Previous:
Account Executive
Landed: Channel Account
Manager
Jennifer M
"Met 2-year relocation goal in just 6 months!"
Previous:
Cross Systems Coordinator
Landed: Resource Manager
and Project Director
Brian W
"Signed VP of Sales offer
in 14 days."
Previous:
Director of Sales and BD
Landed: Vice President
of Sales
Dan V
"25 years Naval Intel Officer to Policy Advisor in 91 days."
Previous:
Navy Commander (O-5)
Landed: National Policy Advisor
Choose Your Raise the Roof⢠Experience:
Ways We Can Work Together
Not every executive needs the same level of support.
Some need clarity and stronger positioning. Others need a proven framework and guided execution. And some need a trusted advisor in their corner during a high-stakes transition.
Choose the path that matches your level of urgency, complexity, and desired support.
Strategic Positioning Diagnostic + Elevate
Executive Positioning + Marketing Collateral
$1500
Pay in Full
Best for:
Leaders who need strategic clarity and strong marketing collateral, but plan to execute their search largely on their own.
Choose Strategic Positioning Diagnostic + Elevate if:
You need clarity on how to position yourself, plus professionally built executive collateral, but you are comfortable executing most of your search independently.
Whatâs included:
1 Strategic Positioning Diagnostic session (50 mins)
Executive target-role and market-positioning clarity
Refined executive value proposition
ATS-compliant resume
Cover letter
LinkedIn profile revamp and optimization
Elevator Pitch training and refinement
Resume readiness checklist
LinkedIn readiness checklist
Need a Payment Plan?
Payment Options:
1. Pay In Full (above)
2. Financing may be available through Klarna
FLAGSHIP
Raise the Roof Partnership
Guided Executive Job Search Support
$6000
Pay in Full
Best for:
Senior managers, Directors, and VPs who are willing to execute, but want an expert partner and proven system guiding the process.
Choose Raise the Roof Partnership if:
You want a proven executive job search framework, structured support in a group setting, and expert guidance as you execute the process.
Whatâs included:
Full Raise the Roof framework
Strategic job search roadmap
Resume, LinkedIn, and executive messaging support
Elevator pitch development
Scripts, templates, and networking/outreach guidance
Interview preparation
Offer and negotiation support
Group access and structured accountability
Clear milestones to build traction each week
Need a Payment Plan?
Payment Options:
1. $3200 + $3200 in 30 (total $6,400)
2. $1000 Ă 7 (total $7,000)
3. Financing may be available
VIP
Executive Advisory
Private Executive Advisory Engagement
$10k
Pay in Full
Best for:
Directors, VPs, and senior executives pursuing a meaningful next move and wanting strategic counsel, not generic coaching.
Choose VIP Executive Advisory if:
You are navigating a high-stakes transition and want private, high-touch strategic counsel around your next move, executive positioning, interviews, and decision-making.
Whatâs included:
Private 1:1 advisory with Neil
Strategic clarity around the right next move
Executive positioning and leadership narrative refinement
High-stakes interview and stakeholder conversation prep
Executive-level messaging for networking and opportunity pursuit
Opportunity evaluation and decision support
Compensation and negotiation counsel
Candid, ongoing advisory partnership throughout the transition
Need a Payment Plan?
Payment Options:
1. $5,000 down + $5,000 in 30 days
2. $1,800/mo Ă 6 (total $10,800)
3. $1,000/mo x 12 (total $12,000)
4. 0âdown BNPL (subject to approval).
What is BNPL (Buy Now, Pay Later)?
BNPL lets qualified clients split tuition into smaller payments (often at 0% APR if paid on schedule) via partners like Affirm or Klarna. Approval and terms vary by credit profile. Start now, pay over time.
Frequently Asked Questions (FAQs)
Strategic Positioning Diagnostic + Elevate gives you executive positioning clarity and professionally built collateral.
Raise the Roof Partnership gives you the framework, support, and guidance to execute a more strategic search.
VIP Executive Advisory is a private advisory engagement for leaders who want high-touch strategic counsel throughout a meaningful transition.
No.
Traditional career coaching often focuses on encouragement, accountability, and general job search advice.
VIP Executive Advisory is built for senior leaders who need sharper positioning, better executive messaging, high-stakes interview preparation, decision support, and candid strategic counsel during an important transition.
If you mainly need positioning clarity and collateral, start with Strategic Positioning Diagnostic + Elevate.
If you want support implementing a proven system, Raise the Roof Partnership is likely the best fit.
If your situation is more complex, high-stakes, or executive-level and you want private counsel, VIP Executive Advisory is the strongest fit.
Strategic Positioning Diagnostic + Elevate: minimal ongoing weekly time outside content review and revisions.
Raise the Roof Partnership: plan on roughly 5â7 hours per week to execute well.
VIP Executive Advisory: time varies, but this is designed for leaders who want focused, high-leverage support rather than generic busywork.
No.
We no longer offer the previous AutoPilot structure. Our highest level of support is now VIP Executive Advisory, which focuses on executive strategy, positioning, counsel, and high-level transition support.
Ready to make your next move with more clarity and leverage?
The right next role rarely comes from doing more of what everyone else is doing. It comes from sharper positioning, stronger executive messaging, better conversations, and sound decisions at the moments that matter most.
Whether you need strategic clarity, guided execution, or private high-touch advisory, there is a Raise the Roof⢠path designed to match the level of support your transition requires.
ABOUT US
Your Executive Advisor and Strategist:
Neil Schultz
Career Upgrader exists to help senior leaders navigate complex career transitions with greater clarity, credibility, and strategic momentum.
Neil Schultz has spent years helping leaders think more clearly about how they are positioned, how they communicate their value, and how they move through high-stakes transitions with more confidence and precision.
Through Raise the Roofâ˘, Career Upgrader helps Directors, Vice Presidents, and senior leaders:
clarify the right target
sharpen executive positioning
strengthen resumes, LinkedIn profiles, and leadership narratives
prepare for executive interviews and stakeholder conversations
evaluate opportunities more wisely
negotiate from a stronger position
This is not built for mass-market job seekers, but for experienced leaders who want a more strategic, higher-level approach to their next move.
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IMPORTANT NOTE:
CareerUpgrader.net is an executive positioning and advisory firm helping Directors, VPs, and senior leaders navigate important career transitions through sharper positioning, strategic job search support, and private advisory for high-stakes moves.
We do not promise or guarantee a specific job title, compensation level, interview volume, or hiring timeline. Outcomes vary based on market conditions, target role fit, industry demand, geography, level of experience, responsiveness, and the consistency of client execution.
What we do provide is strategic positioning, structured support, and experienced advisory designed to help qualified leaders compete more effectively and pursue better opportunities with greater intention.
Career Upgrader is not a staffing agency, recruiting firm, or employer. We do not place candidates into roles. We help leaders strengthen their positioning, strategy, messaging, and decision-making throughout the search process.
Š 2010 - 2026 Career Upgrader.
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