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Article · Microsoft · E5 Security

Microsoft E5 Security. Worth the upgrade?

E5 Security carries Defender for Endpoint Plan 2, Defender for Identity, Defender for Cloud Apps, Defender for Office 365 Plan 2, and Entra ID P2. The premium over E3 sits around $12 per user per month. The question is whether the bundle pays back.

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E5 Security is a bolt on SKU that adds the Microsoft security stack to an E3 base. The bolt on costs around $12 per user per month. The bundle includes Defender for Endpoint Plan 2, Defender for Identity, Defender for Cloud Apps, Defender for Office 365 Plan 2, and Entra ID P2.

The pay back depends on whether the customer already buys point security products. If yes, the bundle often replaces three or four contracts and pays back inside year one. If no, the buyer side response is to stay on E3 and adopt selectively.

Read this alongside the E3 vs E5 decision framework, the Microsoft knowledge hub, the Microsoft advisory practice, and the Vendor Shield subscription.

Key Takeaways

What a CISO and head of procurement need to know in 90 seconds

  • E5 Security is a bolt on SKU. It adds the Microsoft security stack to an E3 base without forcing a full E5 upgrade.
  • The list price runs around $12 per user per month. Enterprise Agreement discounts move the effective price to $9 to $11.
  • Five products are included. Defender for Endpoint P2, Defender for Identity, Defender for Cloud Apps, Defender for Office 365 P2, and Entra ID P2.
  • The pay back lives in displaced point products. EDR, CASB, identity threat protection, and email security from third parties often disappear.
  • The break even sits around three displaced products. Two displaced products rarely justify the move.
  • Activation matters. Sixty percent of E5 Security shelfware is real. Track adoption from day one.
  • Three alternatives exist. Stay on E3, buy individual Defender SKUs, or run a hybrid stack.

What E5 Security includes

The E5 Security bolt on is a fixed bundle. The five included products each carry a per user per month list price when bought standalone. The bundle math is the sum of the five against the bolt on price.

The five included products

  • Defender for Endpoint Plan 2. Endpoint detection and response across Windows, macOS, Linux, iOS, and Android.
  • Defender for Identity. Identity threat detection for Active Directory and Entra ID.
  • Defender for Cloud Apps. CASB for SaaS application discovery and policy.
  • Defender for Office 365 Plan 2. Email and collaboration threat protection with attack simulation.
  • Entra ID P2. Privileged Identity Management, Identity Protection, and entitlement management.

Standalone list prices

ProductStandalone list per user per monthBuyer side typical net
Defender for Endpoint Plan 2$5.20$3.80 to $4.50
Defender for Identity$5.50$4.00 to $4.80
Defender for Cloud Apps$5.00$3.80 to $4.50
Defender for Office 365 Plan 2$5.00$3.80 to $4.50
Entra ID P2$9.00$6.50 to $8.00
Sum standalone$29.70$21.90 to $26.30
E5 Security bolt on$12.00$9.00 to $11.00

Feature comparison versus E3

The base E3 license already carries some security features. The marginal value of E5 Security sits in the gap. The gap is sometimes small. The gap is sometimes very large.

Feature gap E3 to E5 Security

CapabilityE3 baseE5 Security addsBuyer relevance
Endpoint protectionDefender AV onlyEDR, threat hunting, automated investigationHigh for regulated and finance
Identity threat detectionLimited Entra signalsActive Directory hybrid signals, PIM, Identity ProtectionHigh for hybrid AD shops
SaaS visibilityNoneDiscovery, policy, session controlsHigh for shadow IT mature
Email threat protectionExchange Online ProtectionSafe Links, Safe Attachments, attack simulationHigh when phishing risk is top of stack
Privileged accessNonePIM with just in time rolesHigh in regulated industries

Break even math

The break even point is the number of displaced third party tools that makes E5 Security cheaper than the status quo. Three displaced tools usually clears the bar. Two rarely does.

The three displacement scenarios

  1. EDR plus CASB plus phishing protection. Three displaced tools at $4 to $6 each add up to $12 to $18 per user per month. The bolt on at $9 to $11 wins.
  2. EDR plus identity protection. Two displaced tools at $4 to $9 each add up to $8 to $13. The bolt on sometimes ties.
  3. EDR alone. One displaced tool at $4 to $6 cannot beat $9 to $11. Stay on E3 plus standalone EDR.

Worked enterprise example

Line itemStatus quoE5 Security pathNet per user per month
E3 base$36.00$36.00$0
Third party EDR$5.500-$5.50
Third party CASB$4.500-$4.50
Third party email security$3.000-$3.00
Identity protection point tool$2.500-$2.50
E5 Security bolt on0$9.50+$9.50
Net$51.50$45.50-$6.00

Use cases that pay back

E5 Security fits a few common enterprise profiles. The pay back appears inside year one when the profile matches.

The four highest fit profiles

  • Regulated industries. Banking, insurance, healthcare, and government often have all five capabilities under audit pressure.
  • Hybrid Active Directory shops. Defender for Identity reads the on premise AD signals that pure cloud tools miss.
  • Mature shadow IT programs. Defender for Cloud Apps replaces a standalone CASB.
  • Mature SOC operations. The Microsoft XDR signal feed plugs cleanly into a Sentinel or splunk SIEM.

Use cases that do not pay back

E5 Security underperforms in a few common cases. The buyer side response is to stay on E3 plus selective standalones.

The four lowest fit profiles

  • Pure cloud first shops. No hybrid AD means Defender for Identity sits idle.
  • Single EDR shops. If only EDR is displaced, the math does not work.
  • Heavy macOS or Linux fleets. Defender for Endpoint coverage is thinner on non Windows.
  • Mature competing vendor stack. Existing CrowdStrike, Okta, and Mimecast contracts often outperform Microsoft on a feature for feature basis.

Activation drives the pay back. Sixty percent of E5 Security shelfware is real

The Microsoft security stack rewards activation. Defender for Cloud Apps with zero policies adds no value. Entra ID P2 with no PIM rollout adds no value. The buyer side response is to insert an activation milestone schedule into the contract and tie payment to activation against an agreed adoption curve.

Three alternative paths

The buyer side does not have to choose between full E5 Security and full status quo. Three alternative paths sit in between.

The three alternatives

  1. Stay on E3, add Defender for Endpoint P2 only. The cheapest path. Best fit when EDR is the only displaced tool.
  2. Stay on E3, add Defender for Office 365 P2 and Entra ID P2. Best fit for phishing and privileged access risk without a CASB need.
  3. E5 Security on a subset of users. License the bolt on against finance, HR, and admins only. The mixed estate cuts spend by sixty to eighty percent.

Alternative path cost comparison

PathCost per user per monthBest fit
Full E5 Security across all users$9 to $11Three or more displaced tools
E5 Security on admins and execs only$1 to $2 blendedTargeted privileged access
Defender for Endpoint P2 standalone$3.80 to $4.50EDR only
Defender for Office 365 P2 plus Entra ID P2$10.30 to $12.50Phishing and privileged access

E5 Security wins when three or more point security products disappear. It loses when only one disappears. The buyer side response is to count the displaced contracts before signing.

What to do next

The eight step checklist is the buyer side starting position on every E5 Security decision.

  1. List the current security stack. EDR, CASB, identity protection, email security, privileged access.
  2. Map each tool to a Microsoft equivalent. Confirm feature parity for the workloads in scope.
  3. Count the displaced contracts. Sum the per user per month spend.
  4. Model the bolt on against the displaced spend. Use the worked enterprise example as a template.
  5. Decide on the targeting scope. All users, admins only, or a hybrid mix.
  6. Negotiate the bolt on discount. Push the list price down by ten to twenty percent inside the EA.
  7. Insert an activation schedule. Tie payment to adoption milestones across year one.
  8. Run a quarterly review. Track activation against the schedule and revisit at renewal.

Frequently asked questions

What is the list price of Microsoft E5 Security?

The list price runs around $12 per user per month. Enterprise Agreement discounts typically move the effective price to $9 to $11 per user per month. The Microsoft Customer Agreement Enterprise carries a similar net price when negotiated with discipline.

How does E5 Security compare to buying the five products standalone?

The standalone sum runs $29 to $30 per user per month at list. The E5 Security bolt on at $12 is roughly forty percent of the standalone sum. The bolt on is the cheaper path when at least three of the five products are needed.

Is E5 Security available on Microsoft 365 Business?

No. E5 Security is an enterprise bolt on. Microsoft 365 Business Premium carries a different security stack that broadly maps to Defender for Endpoint Plan 1 and Defender for Office 365 Plan 1. The break even math for Business customers needs a different model.

What is the typical activation rate inside year one?

Industry data shows roughly forty percent of E5 Security customers reach full activation inside year one. Sixty percent leave one or more products dormant. The buyer side response is to insert an activation schedule into the contract with payment tied to milestones.

Can we negotiate the bolt on price down inside an EA?

Yes. The buyer side typically negotiates ten to twenty percent off the list bolt on price inside an Enterprise Agreement. The discount lever is stronger when the customer commits to two or three years and demonstrates competitive displacement against CrowdStrike, Proofpoint, or Okta.

How does Redress engage on E5 Security decisions?

Redress runs E5 Security evaluations inside Vendor Shield, the Renewal Program, the Benchmark Program, and the Software Spend Assessment. The work covers feature mapping, displacement math, activation schedule design, and the renewal posture. Always buyer side, never Microsoft paid.

How Redress engages on Microsoft E5 Security

Redress runs E5 Security evaluations inside the Vendor Shield subscription, the Renewal Program, the Benchmark Program, and the Software Spend Assessment. Every engagement is led by independent commercial advisors on the buyer side.

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5
Products in E5 Security
$12
Per user per month list
60%
Of E5 Security underused
500+
Enterprise clients
100%
Buyer side

E5 Security wins when three or more point security products disappear. It loses when only one disappears. The buyer side response is to count the displaced contracts before signing.

Chief Information Security Officer
Global financial services group
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