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Skills & Certifications Plan — Tier 2 Tech Support (MSP / Golf Clubs)

Goal: move from Tier 2 → senior/sysadmin, deepen Microsoft stack mastery, and prove it with certs that map directly to daily work (AD, Azure, M365, Entra, Intune). Order is roughly "easiest + highest ROI first."

Aligned with Club Support's official roadmaps

Two internal roadmaps were imported (_imported/IT * Certification Roadmap.docx). The career paths they define: - Support track: IT Support Technician → M365 Administrator → Systems Administrator (M365); long-term M365 Engineer. - Field track: IT Field Technician → Senior Field Tech → IT Support Specialist / Tier 2.

This plan merges those with current (post-retirement) exam codes.

⚠️ The official Support roadmap still lists MD-100 and "Modern Desktop Administrator" (MD-101) in stages 1 & 3 — both are retired. The current single exam is MD-102 (Endpoint Administrator).


Tier 0 — Foundations (quick wins, 1–4 weeks each)

Cert Why it matters here Effort
ITIL 4 Foundation Maps 1:1 to Atera ticketing, SLAs, incident/change/problem. Improves how you triage and escalate. Short, cheap. Low
MS-900 (M365 Fundamentals) Solid mental model of the whole M365/Entra/Intune family you support daily. Low
AZ-900 (Azure Fundamentals) Vocabulary + core Azure concepts (tenants, subscriptions, identity). Low

Suggested order: ITIL 4 → MS-900 → AZ-900. Do all three in ~3 months.

If starting from zero (field track), begin instead with CompTIA ITF+CompTIA A+Network+ before the Microsoft exams.


Tier 1 — Core operational skills (the daily-driver certs)

Cert Why it matters here Effort
MD-102 — M365 Endpoint Administrator Associate Intune / MDM — device enrollment, compliance, app deployment, Autopilot. Directly your job. Med-High
AZ-104 — Azure Administrator Associate Azure admin core: identity (Entra), storage, networking, VMs, governance. Backbone of Azure work. Med-High
CompTIA Security+ (SY0-701) Required-ish baseline security knowledge; good for risky-user triage, phishing tickets, conditional access. Med

These three are the heart of Tier 1 → 2 progression.

Tier 1b — Operational workload certs (highly relevant to your tickets)

From Club Support's Support-roadmap Stage 3 — directly match recurring work:

Cert Why it matters here Effort
MS-203 — M365 Messaging Administrator Exchange Online — mailbox policies, transport rules, spam filtering, shared-mailbox/offboarding work. Core to your email-heavy tickets. Med-High
MS-700 — Teams Administrator Teams calling/meeting/policy config (you run 3CX + Teams). Med
SC-900 — Security/Compliance/Identity Fundamentals Cheap primer on zero-trust, conditional access, compliance — pairs with SC-300. Low

Tier 2 — Specialist / capstone

Cert Why it matters here Effort
MS-102 — M365 Administrator Expert Capstone across M365/Entra/Intune/defender/compliance. Requires a prerequisite assoc cert first. High
SC-300 — Microsoft Identity & Access Administrator Deep Entra ID: conditional access, B2B/B2C, privileged identity, MFA. Big for multi-tenant MSP work. Med-High
CompTIA Server+ / Network+ Fills gaps if you touch club servers, switches, WiFi, CCTV. Med
CCNA 200-301 Only if you own club networking (POS, WiFi, VLANs, VPNs). Otherwise optional. High

Tier 3 — Tech-support craft (soft skills / triage)

  • HDI Support Center Analyst (HDI-CSR) — de-escalation, ticket quality, customer comms. Great for phone-heavy work.
  • HDI Support Center Manager — later, if you lead a queue.

Suggested 12-month path

Months Focus Outcome
1–3 ITIL 4 + MS-900 + AZ-900 + SC-900 Foundations done; sharper ticketing + M365/Azure vocabulary
3–6 MD-102 (Intune) + MS-203 (Exchange) Confident device + email management across all clubs
6–9 AZ-104 + SC-300 Confident Azure / Entra admin + identity/conditional-access depth
9–12 MS-700 + start MS-102 Teams + capstone in progress

Hands-on skills to build in parallel (no cert needed)

These compound faster than any exam — practice them on the job:

  1. PowerShell + Microsoft Graph SDK — automate anything you do >3 times.
  2. Atera API — pull/push tickets programmatically (the offboarding form already records the Atera ticket # per request).
  3. Git basics — version your scripts (this ai/ folder is a fine start).
  4. Conditional Access policies in Entra — secures every tenant.
  5. Intune Autopilot — zero-touch device provisioning for club staff.
  6. KQL / Log Analytics / Defender — for incident investigation.
  7. Documentation discipline — write SOPs as you solve tickets; they become your knowledge base.

Habits that pay off

  • Write the ticket-resolution note as the step-by-step SOP. Two birds.
  • Keep a personal snippet library (Espanso) for repeat replies.
  • One PowerShell script per recurring ticket type.
  • Track recurring tickets — if a problem shows up 3×, it's a documentation gap.