A system to land Director and VP roles without relying on applications
Our Guided Execution tier is a 6-month container designed to help senior Engineering leaders reposition themselves, access higher-quality opportunities, and convert conversations into offers.
This is not a course. It's a structured execution system.
Most senior-level job searches stall because the approach isn't aligned with how hiring decisions are actually made.
People tend to rely on:
- Applications
- Recruiters
- Passive networking
But at high-level leadership levels, these activities do not lead to the right opportunities.
Our Guided Execution tier is designed to fix this.
It combines:
- A proven methodology
- Practical AI tools
- Ongoing expert coaching and feedback
So you're not guessing what to do next.
This system is designed to produce results at your level.
Program Structure
Positioning & Narrative
Clarify how your experience should be presented at the Director/VP level.
● Identify your core strengths
● Build a clear, compelling leadership narrative
● Define your value proposition that converts
Targeting & Strategy
Focus your search on the right roles, companies, and people.
● Define your ideal roles and companies
● Pinpoint the stakeholders who influence hiring decisions
● Build a targeted, high-leverage outreach strategy
Outreach & Conversion
Implement your plan to move from applying to creating opportunities.
● Execute direct outreach to hiring leaders
● Structure networking conversations with intent and direction
● Position yourself effectively during interviews
Optimization & Iteration
Continuously refine your approach based on real feedback from Ryan and peers in the program.
● Review what's working and what's not
● Adjust messaging, positioning, and targeting
● Improve conversion across conversations and interviews
What's Included
- On-demand training program
- Every video module of the Job Hackers Method™
- Progress tracking
- AI-powered career tools
- Stories + Value Proposition Builder
- Resume Coach
- Connections Finder
- Outreach Assistant
- Networking Meetings Prep Coach
- Interviews Prep Coach
- Weekly group coaching
- Live meetings led by Ryan
- Recordings available in case you can't make it to a session
- Slack community
- 300+ Director/VP-level peers
- Get warm intros
- Meet people in your area in person
- Ask questions, collaborate, receive encouragement
This is a strong fit if you:
- Are a Director or VP of Engineering (or close)
- Are actively searching or planning a career move in the next 3-6 months
- Have strong experience but your job search isn't yielding the results you want
- Want to follow a proven, structured approach
This is not a fit if you:
- Are early in your career (IC or early managers)
- Are looking for a shortcut or guaranteed outcome
- Aren't willing to engage in direct outreach and dive into execution
Client Results
What happens when you apply intentional strategy and structure to your career?
These outcomes aren't outliers, they reflect what's possible when the system is executed consistently.
5× Return on Investment
"I was approached for multiple roles, and in the final stage I was evaluating two compelling offers. From a financial perspective, the outcome represented approximately a five times return on my investment with Ryan."
—Sameera Perea, VP of Engineering
3 months, 25% comp increase, aligned work-life balance
"Within three months I had accepted an offer. Not only did I receive a 25% increase in total compensation, but I found a remote role that better fit the work-life balance I was looking for."
—Erin Irby, Sr. Director Global Pricing Strategy
3 concurrent offers, $75k RSU increase
"I ended up with three strong offers. With Ryan's guidance I was able to negotiate a $75,000 (18%) increase in my starting RSU grant, and moved from Senior Engineering Manager to Director of Engineering."
—Sarah Gibson, Director of Engineering
Role Secured through Networking
"I accomplished infinitely more in the past two and a half months in the program than I did on my own in the months prior. Following the methodology, I reconnected with an ICA who vouched for me before the role was even posted."
—Matt Rinkoff, VP of Engineering
Common Questions
How much time does this program require?
Most clients spend 5-8 hours per week actively executing the program.
How quickly do people see results?
It depends on the individual situation, but most people begin to see traction within weeks. Some people lad roles within months of starting the program.
I'm currently employed, is this relevant for me?
Yes. This is actually the best time to join. About 70% of our clients working through the program are employed.