| Diagnostic | Path-fit assessment based on runway, learning style, and risk tolerance | Brutal résumé/LinkedIn/outreach audit — what's actually broken | Seniority-aware decision: internal pivot vs. external move vs. side consulting vs. GovCon |
| 1-on-1 advisor session | Pick your lane and your first 30 days | Decide whether to keep chasing W2 entry-level or pivot | Map out the pivot path without taking a $40k pay cut |
| Personalized 90-day roadmap | Foundations sprint that replaces 6 months of random YouTube | Targeted motion: 20 right-fit roles, not 200 wrong-fit ones | Translation plan: IT work → security work, week by week |
| Path-aligned training | Single sequenced curriculum — no more tab overload | Gap-fill only. No re-teaching what your certs already cover. | Security skills that build on your existing IT stack |
| Proof artifact #1 | Lab write-up or mini home-lab project a hiring manager can read | Real detection write-up — not another Hack The Box screenshot | Incident write-up or hardening project from your day job |
| Proof artifact #2 | Basic GRC deliverable or published mini-piece | Policy set or SOC 2 readiness summary that shows outcomes | Compliance mapping or internal policy work, productized |
| Positioning rebuild | LinkedIn + résumé built from zero around a specific lane | Rebuild around the specific problem you solve, not keywords | Reframe your IT title into a security-credible narrative |
| Outreach motion | First-conversation scripts and a small target list | Recruiter + hiring manager outreach that gets replies | Internal stakeholder pitch + external recruiter messaging |
| Income-path artifact | First piece of public proof (LinkedIn post, write-up, or repo) | Interview prep with someone who actually hires | Capability statement + side-consulting playbook |
| Mentorship | Peer cohort at your level + mentor intros so you stop learning alone | Senior practitioners who can read your résumé like a hiring manager | Operators running MSP/MSSP and GovCon work this quarter |
| Accountability cadence | Weekly deliverables + check-ins so momentum doesn't die at week 3 | Structured pipeline review — applications, replies, screens, offers | Weekly pivot progress + side-income tracking |
| Day 91 outcome | One certification earned. Producing instead of consuming. First interview or client convo booked. | Recruiter replies, real screens, and a clear close plan. | Pivot, raise, or first paying client — without quitting your W2. |