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Training

Shadow IT Assessment Workshop — Cloud App Visibility & Control

The Shadow IT Assessment Workshop is a structured engagement for organizations that want to discover and review usage of cloud applications and services that may be managed or used without the knowledge of the IT department. IT Partner uses Microsoft Cloud App Security to evaluate cloud application and service usage from within the organization network, then provides findings, recommendations, and a prioritized Cloud Usage Visibility and Control road map.

Timeline 3 weeksService owner Mike MackeyOffice 365microsoft 365

What this engagement is

Shadow IT refers to applications and infrastructure that are managed and utilized without the knowledge of the enterprise's IT department. This workshop helps the customer discover possible Shadow IT by assessing cloud application and service usage with Microsoft Cloud App Security. The engagement covers cloud security objectives and requirements, Microsoft Cloud App Security readiness and setup, review of discovered usage, and creation of a final report and prioritized road map. Service listing details: published date 2019-03-14; products Office 365 and microsoft 365; type Training; SKU ITPWW160TRNOT; price $4,500; duration 3 weeks; manager Mike Mackey.

Success criteria

01Good security principals that cover people, process, and technology solutions
02Improve the security posture when it comes to usage of cloud applications and services
03The assessment is based on the discovery of usage of cloud applications and services

What you receive

Kickoff presentation (work product), overview of the engagement covering vision and objectives, requirements and next steps
Pre-assessment questionnaire (work product), a questionnaire containing questions on cloud usage/adoption, security requirements and objectives, regulations and frameworks.
Shadow IT Discovery Report (deliverable), a document containing a list of discovered possible Shadow IT usage and recommendations for their further investigation
Cloud Usage Visibility and Control road map, a prioritized, actionable road map for addressing discovered cloud usage, especially its Shadow IT aspect, including mapping capabilities of Cloud App Security in the customer's environment.

How the work unfolds

Week One -- Kickoff

Up to two-hour remote kickoff meeting. Activities include: introduction to the engagement: objectives, flow, responsibilities, and governance; provide and explain preassessment questionnaire to the customer; make key decisions on resources and tools that will be used in the engagement.

Week Two -- Day 1: Education & Setup

Whole-day on-site workshop. Activities include: review of questionnaire in order to get mutual understanding, especially over customer's cloud usage and associated security objectives and requirements; provide education and readiness on Microsoft Cloud App Security; technical setup of tools (tenant setup, log upload, Log Collector). Example schedule: On-site Engagement Overview, 60 minutes, all project team, outcome is agreed plan and schedule for the on-site assessment; Review Questionnaire, 60 minutes, all project team, outcome is prioritized list of security requirements; Introduction to Cloud App Security, 60 minutes, Security Architects, Security Engineers, Network Engineers if applicable, M365 Tenant Admin, outcome is setting the stage and providing a high-level overview of Microsoft CAS features; Lunch, 60 minutes; Demonstrate Cloud App Security visibility and control over cloud usage, 60 minutes, Security Architects, Security Engineers, Network Engineers if applicable, M365 Tenant Admin, outcome is deep dive into selected Microsoft CAS features, especially Discovery; Technical Setup with the customer, 180 minutes, Security Engineers, Network Engineers if applicable, M365 Tenant Admin, outcome is logs from customer's firewalls/proxies provided to CAS for analysis and Log Collector deployed, if needed.

Week Three or Four -- Day 2: Exploration & Discovery

Whole-day on-site workshop. Activities include: review the CAS report(s) with the customer; exploration of specific use cases of cloud usage in the portal; creation of final report from engagement, highlighting discovered cases of Shadow IT (usage of unapproved cloud applications or services); creation of Cloud Usage Visibility and Control road map. Example schedule: Guided exploration with the customer, 180 minutes, Security Architects, Security Engineers, M365 Tenant Admin, outcome is visibility into cloud usage in customer's environment; Lunch, 60 minutes; Create Shadow IT Discovery report, 180 minutes, no customer attendees required except occasional access to M365 Tenant Admin might be necessary, outcome is Discovery report; Create Cloud Usage Visibility and Control road map, 60 minutes, no customer attendees, outcome is Cloud Usage Visibility and Control road map. Actions can include user awareness campaigns/training, blocking/control mechanisms, deployment of discovery/control through Microsoft CAS deployment.

Week Three or Four -- Day 3: Review & Road map

Half-day on-site or remotely delivered workshop. Activities include: presentation and discussion of the final report from the engagement, highlighting discovered cases of Shadow IT (usage of unapproved cloud applications or services); review of Cloud Usage Visibility and Control road map. Example schedule: Review of Shadow IT Discovery report, 120 minutes, all project team, outcome is mutual understanding of discovery report; Review of Cloud Usage Visibility and Control road map, 30 minutes, all project team, outcome is mutual understanding of Cloud Usage Visibility and Control road map; Project close-out and next steps, 30 minutes, all project team, outcome is provide an engagement summary and clear steps with tangible outcomes; Lunch, 60 minutes.

Week Three or Four -- Day 3: Project CleanUp

Activities include: removing uploaded logs; decommissioning of Log Collector; closing Microsoft 365 and CAS trials, if needed. Example schedule: Project CleanUp, 60 minutes, O365 Tenant Admin, outcome is customer environment left in clean state.

Prerequisites

Microsoft 365 tenant and Microsoft Cloud App Security service, either customer production Microsoft 365 tenant with CAS (through E5 license) or trial Microsoft 365 tenant and CAS trial (for up to 30 days)
Access to logs from customer firewalls or proxies
Infrastructure to host Log Collector (if applicable) [More info](https://docs.microsoft.com/en-us/cloud-app-security/discovery-docker)

Who does what

IT Partner

  • Gain an understanding of customer's cloud security objectives and requirements towards cloud usage and verify them against real usage of cloud applications and services
  • Provide guidance, recommendations, and best practices on how to successfully use Microsoft Cloud App Security (CAS) to mitigate security threats that are associated with usage of cloud application and services
  • Provide a prioritized and actionable road map for the customer containing proposed actions based on user impact and implementation cost
  • Map Microsoft CAS capabilities and partner services to assessment findings, taking into account customer's security objectives and requirements

Your team

  • Information: This includes accurate, timely (within three business days or as mutually agreed upon), and complete information
  • Access to people: This includes access to knowledgeable customer personnel, including business user representatives, and access to funding if additional budget is needed to deliver project scope Access to knowledgeable personnel who manage the firewalls, can provide credentials for log extraction, and can alter firewall rules if necessary
  • Access to systems: This includes access to all necessary customer work locations, networks, systems, and applications (remote and on-site)
  • A work environment: This consists of suitable work spaces, including desks, chairs, and Internet access.

What's not included

Implementation of remediation actions identified in the Cloud Usage Visibility and Control road map, including blocking applications, creating production enforcement policies, or changing user access controls, unless separately scoped.
Full production deployment, long-term operation, or managed monitoring of Microsoft Cloud App Security beyond the assessment setup and discovery activities described in this engagement.
Purchase of Microsoft 365, Microsoft Cloud App Security, Microsoft 365 E5, third-party firewall, proxy, SIEM, or other software licenses or subscriptions, unless separately stated in the applicable agreement.
Firewall, proxy, network, endpoint, identity, or application configuration changes outside the log extraction, log upload, or Log Collector setup support required for the assessment.
Custom integrations, custom report development, custom automation, API development, or integration with third-party governance, risk, compliance, ticketing, SIEM, or SOAR platforms.
Formal legal, regulatory, audit, or compliance certification services. Findings and recommendations are advisory and should be validated by the customer's compliance, legal, and risk teams where required.
End-user communications, user awareness campaigns, training rollout, change management execution, or business process redesign recommended by the road map unless separately scoped.
Investigation or remediation of security incidents, malware, data loss events, insider risk events, or compromised accounts discovered during the assessment; these should be handled under a separate incident response or security remediation engagement.
Cleanup, normalization, enrichment, or recovery of missing, incomplete, corrupted, or unavailable firewall/proxy logs beyond reasonable assessment troubleshooting.
Travel, expenses, after-hours work, or additional on-site days beyond the agreed workshop scope, unless included in the applicable statement of work or commercial agreement.

Limitations & technical notes

!The Shadow IT Assessment typically consists of an up to two-hour remote kickoff meeting, followed by on-site assessment workshops split into three days (Day 1, 2, and 3) over up to four consecutive weeks, preceded by preparations and followed by clean-up activities.
!Between Kickoff and Day 1, at least one (1) week is needed for the customer to prepare and fill in the questionnaire, as well as time for IT Partner to prepare some engagement tools (trial Microsoft 365 tenant and trial CAS).
!Between Day 1 and Day 2, at least 2 -- 3 days are needed if using the manual method of uploading logs to CAS; this time is needed for CAS to parse and analyze logs.
!Between Day 1 and Day 2, at least two (2) (ideally three) weeks are needed if logs are uploaded to CAS automatically via the Log Collector; this time is needed to collect, parse, and analyze a reasonable amount of logs.
!Between Day 2 and Day 3, these days can potentially be adjacent, but for more sophisticated customers, it is advisable to insert a day or two to allow the partner delivery resource to work on preparation of engagement deliverables.

Frequently asked questions

What is the Shadow IT Assessment Workshop?

The Shadow IT Assessment Workshop is a structured IT Partner engagement that helps organizations discover and review cloud applications and services used without IT’s knowledge. IT Partner uses Microsoft Cloud App Security to evaluate cloud usage from the organization’s network and then provides findings, recommendations, and a prioritized Cloud Usage Visibility and Control road map.

Who is this Shadow IT Assessment Workshop designed for?

This workshop is designed for organizations that want better visibility into cloud applications and services being used by employees, especially services that may not be approved or managed by IT. It is most relevant when the organization wants to improve cloud security posture using Microsoft Cloud App Security and align people, process, and technology controls around cloud usage.

What is included in the Shadow IT Assessment Workshop?

The engagement includes a remote kickoff, a pre-assessment questionnaire, Microsoft Cloud App Security readiness and setup, review of discovered cloud usage, and creation of assessment deliverables. The main deliverables are a Shadow IT Discovery Report and a prioritized Cloud Usage Visibility and Control road map with recommendations for further investigation and action.

What deliverables does IT Partner provide at the end of the workshop?

IT Partner provides a kickoff presentation, a pre-assessment questionnaire, a Shadow IT Discovery Report, and a Cloud Usage Visibility and Control road map. The discovery report lists possible Shadow IT usage and recommendations for further investigation, while the road map prioritizes actions for improving visibility and control of cloud usage in the customer environment.

How long does the Shadow IT Assessment Workshop take?

The listed service duration is 3 weeks, with 4 consulting days and 3 days on-site. In practice, the assessment typically includes an up to two-hour remote kickoff followed by on-site workshops over Day 1, Day 2, and Day 3, and the full schedule may extend up to four consecutive weeks depending on log collection and analysis timing.

What happens during the kickoff meeting?

The kickoff is an up to two-hour remote meeting that introduces the engagement objectives, flow, responsibilities, and governance. IT Partner also provides and explains the pre-assessment questionnaire and works with the customer to decide what resources and tools will be used during the assessment.

What happens on Day 1 of the on-site workshop?

Day 1 is focused on education and setup. IT Partner reviews the questionnaire with the customer, discusses cloud usage and security objectives, provides an introduction to Microsoft Cloud App Security, demonstrates visibility and control capabilities, and helps with technical setup such as tenant setup, log upload, or Log Collector deployment if needed.

What happens on Day 2 of the workshop?

Day 2 is focused on exploration and discovery. IT Partner reviews Microsoft Cloud App Security reports with the customer, explores specific cloud usage cases in the portal, creates the Shadow IT Discovery Report, and prepares the Cloud Usage Visibility and Control road map.

What happens on Day 3 of the workshop?

Day 3 is focused on review, road map discussion, and close-out. IT Partner presents the Shadow IT Discovery Report, reviews the Cloud Usage Visibility and Control road map with the project team, discusses next steps, and performs cleanup activities such as removing uploaded logs, decommissioning the Log Collector, or closing trial environments if applicable.

What are the prerequisites for the Shadow IT Assessment Workshop?

The customer needs a Microsoft 365 tenant and Microsoft Cloud App Security, either through a production Microsoft 365 tenant with Cloud App Security such as an E5-enabled environment or through trial Microsoft 365 and Cloud App Security services for up to 30 days. The customer also needs access to firewall or proxy logs and infrastructure to host the Log Collector if that collection method is used.

Do we need Microsoft 365 E5 for this assessment?

A production Microsoft 365 tenant with Microsoft Cloud App Security, such as through E5 licensing, can be used for the assessment. If the customer does not use a production Cloud App Security environment, the workshop may use a trial Microsoft 365 tenant and Cloud App Security trial for up to 30 days, but the specific setup should be confirmed with IT Partner before the engagement.

What log data is required for the assessment?

The assessment requires access to logs from the customer’s firewalls or proxies because Microsoft Cloud App Security uses those logs to analyze cloud application and service usage. If the Log Collector is used, the customer also needs infrastructure to host it and knowledgeable personnel who can provide credentials, assist with log extraction, and alter firewall rules if necessary.

How much time is needed between workshop sessions for log analysis?

At least one week is needed between kickoff and Day 1 so the customer can complete the questionnaire and IT Partner can prepare engagement tools. Between Day 1 and Day 2, at least 2 to 3 days are needed for manual log uploads, while Log Collector-based collection typically needs at least two weeks, ideally three, to collect and analyze a reasonable amount of data.

Will the workshop cause downtime or disrupt users?

The service is an assessment and discovery engagement, so it is not described as requiring production downtime or user cutovers. Business impact is primarily the time required from security, network, and Microsoft 365 administrators, plus access to firewall or proxy logs and any required Log Collector setup.

Does IT Partner block or remove Shadow IT applications during this engagement?

The stated scope is assessment, discovery, reporting, and road map creation, not a full remediation or enforcement rollout. The road map may recommend actions such as user awareness campaigns, blocking or control mechanisms, or broader Microsoft Cloud App Security deployment, but implementation of those actions should be confirmed separately with IT Partner.

What is IT Partner responsible for during the assessment?

IT Partner is responsible for understanding the customer’s cloud security objectives, assessing real cloud application and service usage, and providing guidance on using Microsoft Cloud App Security to mitigate cloud usage risks. IT Partner also provides recommendations, best practices, and a prioritized road map that maps Cloud App Security capabilities and partner services to the findings.

What is the customer responsible for during the assessment?

The customer is responsible for providing accurate and timely information, completing the pre-assessment questionnaire, and giving access to knowledgeable personnel, systems, networks, work locations, and required applications. The customer also needs to provide access to firewall or proxy logs and personnel who can manage firewalls, provide log extraction credentials, and adjust firewall rules if needed.

Who should attend the Shadow IT Assessment Workshop sessions?

The project team should include stakeholders who understand cloud usage, security requirements, Microsoft 365 administration, and network or firewall operations. The Day 1 technical setup typically involves security architects, security engineers, network engineers if applicable, and a Microsoft 365 tenant administrator.

How much does the Shadow IT Assessment Workshop cost?

The listed price for the Shadow IT Assessment Workshop is $4,500. Because the source service description does not list additional-cost items or explicit exclusions, customers should confirm with IT Partner whether any special requirements, travel assumptions, licensing, or follow-on implementation work would affect the final commercial terms.

What happens after the Shadow IT Assessment Workshop is completed?

After completion, the customer has a Shadow IT Discovery Report and a prioritized Cloud Usage Visibility and Control road map to guide next steps. The close-out also includes cleanup activities such as removing uploaded logs, decommissioning the Log Collector, and closing Microsoft 365 or Cloud App Security trials if they were used.

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