Digital Collaboration Services Consultant

🕒 March 10

🏢🏡 Chicago – Hybrid

💵 $72k - $141k / year

⏰ Full Time

🟠 Senior

🔴 Lead

💼 Consultant

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Logo of CNA Insurance

CNA Insurance

WebsiteLinkedIn

5001 - 10000 employees

Founded 1897

💸 Finance

🏢 Enterprise

💰 $883k Post-IPO Equity on 2016-09

Finance • Insurance • Enterprise

CNA Insurance is a global provider of business insurance solutions, offering a wide range of tailored policies and risk management services across various industries. With over a century of experience, CNA specializes in helping businesses manage exposures and minimize losses through customized insurance and risk control solutions. Their offerings include casualty, commercial auto, cyber liability, equipment breakdown, general liability, and many others designed to meet the needs of small to mid-sized companies. CNA Insurance works across diverse sectors including construction, financial institutions, healthcare, manufacturing, and real estate, providing specialized solutions such as management and professional liability, workers' compensation, and property insurance.

📋 Description

• Own the product vision and roadmap for digital collaboration services • Guide engineering direction (MSP-led execution) across Teams, SharePoint Online, OneDrive, Power Platform, Power BI, and Copilot—ensuring solutions are secure, scalable, and operationally ready • Provide platform leadership for legacy services (e.g., Lotus Notes, ShareFile): oversee lifecycle management, risk reduction, and roadmap planning for rationalization/migration where appropriate • Drive AI enablement and Microsoft Copilot adoption, partnering with AI & Digital Enablement, Architecture, and Information Security to prioritize use cases, readiness, governance, and measurement • Advise business and technology leaders on upcoming Microsoft capabilities, roadmap changes, and adoption opportunities; proactively plan for platform changes and deprecations • Ensure reliability and user experience by overseeing MSP delivery against SLAs and leading continuous improvement (automation, self-service, knowledge management) • Lead technical escalations: guide troubleshooting, root-cause analysis, and prevention of recurring incidents across both modern and legacy platforms • Partner cross-functionally with Security, Legal/eDiscovery, HR, and business stakeholders to ensure governance, compliance, and secure collaboration practices • Drive change enablement through communication plans, training and adoption programs, and stakeholder engagement aligned to business outcomes

🎯 Requirements

• Bachelor’s degree in Computer Science / IT (or equivalent experience) • 7+ years in enterprise collaboration/digital workplace platforms, including vendor/MSP ecosystems and modernization initiatives • Experience in a business-facing IT role or similar experience providing customer service for an IT service • Experience with agile delivery (refinement, planning, reviews) and outcome measurement (KPIs/OKRs, adoption analytics) • Strong vendor management experience, including SLA/OLA performance management and continuous service improvement • Solid knowledge of and experience with various technologies relevant to Workplace services including experience in Windows 11, Office 365, Teams, Exchange, SharePoint, OneDrive • Deep expertise in Microsoft 365 collaboration (Teams, SharePoint Online, OneDrive) and strong working knowledge of Power Platform, Power BI, and Microsoft Copilot (or demonstrated ability to ramp quickly) • Proven ability to influence engineering outcomes in a vendor/MSP model—setting direction, reviewing designs, and ensuring delivery quality and operational readiness • Experience supporting or transitioning legacy collaboration platforms such as Lotus Notes and/or ShareFile, including lifecycle management and modernization planning • Strong stakeholder leadership and communication skills—able to translate technical capabilities into business outcomes and adoption plans • High learning agility and curiosity for emerging Microsoft capabilities, with a pragmatic approach to governance, risk, and security

🏖️ Benefits

• Comprehensive and competitive benefits package to help our employees – and their family members – achieve their physical, financial, emotional and social wellbeing goals

Apply Now

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