“The first thing I got is more clear about what I have to do. You helped me to see the other bigger world I wasn’t targeting.”— Princess K., Brand Strategist
THE MODERN CAREER PLAYBOOK
The Modern Career Playbook
Our entire 12-step modern job search strategy with AI, plus four private 1:1 working sessions and a debrief with Dylan, and weekly group sessions, so you get hired for the right role.
Get the Playbook – $997Professional development investment. Possibly tax-deductible as a job-hunting expense.
Who This Is For
- You are applying and not getting interviews, or you are getting interviews and no offers.
- You have updated your resume three times and you still are not hearing back.
- You know you need a better job, but you are not sure which roles to go after.
- You have tried to run your job search on your own, and you keep ending up in the same place.
- You want someone to work through this with you, and a playbook you can keep.
This is a fit if you are employed, recently laid off or in between roles. If you need a job in the next 30 days, our Get a Good Job programs fit better.
What You Get
Four private 1:1 working sessions with Dylan plus a 30-minute debrief, weekly group sessions, and our entire 12-step modern job search strategy with AI.
1. Targeting Session
1:1 with Dylan, up to 2 hours
We use your experience, your preferences, your goals, and what is happening in the market to find the roles and paths that fit who you are, beyond what you have done. You leave with 2 to 3 clear, realistic directions.
2. Branding & Positioning Session
1:1 with Dylan, up to 2 hours
We build your brand and your story. Your resume and LinkedIn stop describing your past and start advocating for your next move, and you get a clear way to say who you are and what you do in one sentence. You get specific rewrite guidance on your actual documents, in your actual words, repositioned to land where you want to go.
3. Networking & Advertising Session
1:1 with Dylan, up to 2 hours
The best roles often go to people who are already known. We build your plan to get in front of the right people: who to contact, what to say and where to show up, plus the outreach messages and follow-up routine that keep conversations moving.
4. Interview & Offer Management Session
1:1 with Dylan, up to 2 hours
We practice the real conversations, the “tell me about yourself,” the “why are you leaving,” the “what do you want,” until your answers sound like you. Then we plan how you handle offers: how to compare them, how to negotiate, and how to say yes or no with confidence.
5. Debrief Session
1:1 with Dylan, 30 minutes (longer if it helps)
After your four working sessions we review what changed, what is working and what to do next, so you leave with a plan you can run.
Weekly Group Sessions
Every Wednesday at 6pm CT, recorded for replay
Join Dylan and a group of professionals doing this work alongside you. Working sessions where real questions get real answers.
Our Entire 12-Step Modern Job Search Strategy with AI
The complete system, updated for today’s market so it stays useful as the market changes. It includes four frameworks that sit behind every session, and they are yours to use, revisit and build on.
Clarity Framework
Map your career direction with proven tools that cut through the noise.
Branding Formula
Refresh your resume and LinkedIn so you are positioned as a standout professional.
Messaging Playbook
How to talk about your value with confidence in interviews, meetings and networking.
Strategic Career Map
Design a roadmap for what is next, whether it is tomorrow or two years away.
Templates and Checklists, and So Much More
Every step comes with the templates and checklists you need. They are the starting point. What changes your search is the insider knowledge, deep understanding, and personal help: personalized insight from Dylan on your situation, and learning to build the understanding, insight, skills and systems that serve you for the rest of your career.
How It Works
- Enroll and tell me where you are in your job search.
- Book your first session, the Targeting Session.
- Move through your Branding & Positioning, Networking & Advertising, and Interview & Offer Management sessions on your own schedule. At the end of each session, we schedule the next one.
- Finish with your debrief session, and join the weekly group session any Wednesday at 6pm CT.
The Guarantee
I guarantee you will leave your sessions with a clear target, a story that sounds like you, a plan to get in front of the right people and the confidence-inspiring interview and offer skills you trust, or I will work with you until you do.
If after your first Targeting Session you do not feel clearer about the roles to go after, tell me and we will redesign your approach together. No forms, no runaround.
Bonuses Included
🤖
AI prompts and training ($116 retail value)
- Upgrade your resume, LinkedIn and profile
- Tailor your resume to each job description
- Find and rank the roles, companies and people worth targeting
- Pull salary benchmarks for your role and area, and check that you are not being lowballed
Training to use all four prompt sets is included.
📚
Modern Career Playbook Library ($212 retail value)
The working documents behind your sessions, at $19 or $29 each on their own:
Targeting
- Strategy and Advertising Guide
Positioning
- Winning Resume Blueprint
- Ultimate Resume Checklist
- LinkedIn Profile Branding Checklist
Interview
- Formal Interview Prep Checklist
- Metrics and Interview Call Sheet
- The Recruiter Screen Pay Script
Negotiation
- Salary Negotiation Playbook
👥
Private community
Share ideas, rehearse, and network with like-minded professionals between sessions.
Together, the bonuses carry a $328 retail value, on top of everything above.
Real People. Real Results.
Verbatim feedback from clients in our framework-driven programs.
“Dylan, my appointment with you provided me with both actionable strategies and a new perspective on my job search process, resulting in my subsequent ideal offer for employment. Deciding to speak with you was one of my better decisions.”— Paul D., Agile Delivery Lead
“When the right thing fell on my lap, I knew it. I pounced. I didn’t have to think about it. I’d already done all the thinking of what does perfect look like for me. Dylan’s a great accountability partner. He will challenge your thinking. He will help you sharpen and act to your best resourcefulness.”— Kevin F., Chief Product Officer
“I’ve accepted the offer! The negotiations took longer than expected, but everything worked out, including bumps to both RSUs and base salary, as we had discussed.”— Vivek S., Solutions Architect
“Dylan and his program make you accountable for your actions and assist with setting goals and following through with them.”— Jim L., Software Quality Director
“I’m confident that I’m in good hands and I’ve got something to do. You just gave me hope: there is stuff that I can do to get unstuck.”— Carlo C., Data Architect
Ready to get hired for the right role?
Join today for $997 and get four private 1:1 working sessions and a debrief with Dylan, weekly group sessions and our entire 12-step modern job search strategy with AI.
Enroll Now – $997Guarantee: you leave with a clear target, a story that sounds like you, a plan to get in front of the right people and the confidence-inspiring interview and offer skills you trust, or I will work with you until you do.