WhichM365Independent Microsoft 365 decision guide

Independent Microsoft 365 decision support

Make the next Microsoft 365 decision with clarity.

Choose a license, understand where Microsoft AI may fit, or prepare a better business conversation. Most Microsoft 365 licensing references are dense charts built for IT pros. WhichM365 asks four plain-language questions and shows the reasoning behind the plan it recommends, backed by current public sources, without a sales form.

Choose a license Find the Microsoft 365 plan that fits Answer four questions, then compare pricing, trade-offs, and upgrade triggers Find where AI fits Connect a business outcome to Microsoft AI Explore decision evidence, guardrails, and meaningful alternatives Understand a decision Learn the difference before choosing Use short primers that start with the question, not the product name Prepare a conversation Frame the outcome, evidence, and next question Bring a clearer point of view to an executive, buyer, or technical discussion
  • Independent licensing guidance
  • Pricing verified against Microsoft's public rates
  • Outcome-first AI planning
  • Built for SMBs and advisers

Built by a longtime Microsoft ecosystem specialist. Tech Simplified is independent and is not affiliated with or endorsed by Microsoft.

Free to use. No sign-up required.

Verified Microsoft changes See what changed before your next decision Review current licensing and Microsoft AI notes with public sources and visible verification dates. Reviewed August 2026 Six-question readiness navigator Clarify readiness before choosing the AI Review one workflow across outcomes, information, permissions, human control, and evidence. Use the navigator Readiness primer Learn what readiness means first Use the plain-language primer when your team needs shared definitions before answering the questions. Read the primer Quick knowledge check Test one Microsoft 365 decision Use the daily challenge to find the licensing concepts worth reviewing next. Take the challenge

Explore the decision system

From first question to informed conversation

Start where your work starts. Each area is independent, educational, and connected to a useful next step.

01LearnDecision primers in plain language 02Business outcomesEvidence, readiness, and trade-offs 03Prompt libraryPrompts tied to work and value 04Licensing guidesPlans, limits, and close comparisons 05Feature referenceSearch Microsoft 365 capabilities 06Microsoft 365 changesRecent changes with public sources

Interactive decision workbench

Move from readiness to the right conversation

Use one tool at a time or follow the sequence. Each result connects to the next question without storing company or customer details.

01AI Readiness NavigatorClarify one workflow across six dimensions 02Agent Path GuideCompare four paths through operating boundaries 03Decision ConversationPrepare structured questions for an internal discussion

Four-question licensing guide

Find a Microsoft 365 plan that fits

Choose who the recommendation is for, then answer four practical questions. You can also start from a license you already have.

Whose decision are you exploring?

We will phrase the result for an internal decision. The licensing logic stays the same.

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