Consulting Director, Digital Workplace Enablement

Posted 3 Days Ago
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Chicago, IL
Hybrid
97K-189K Annually
Senior level
Cloud • Insurance • Professional Services • Analytics • Cybersecurity
The Role
The Consulting Director leads the implementation of digital workplace solutions, collaborates with business units, provides executive enablement, and drives AI adoption to enhance strategic decision-making.
Summary Generated by Built In
You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.
As part of the AI Strategy & Governance Team, the Consulting Director, Digital Workplace Enablement, is responsible for driving the identification, prioritization, and implementation of digital workplace solutions across CNA. This role collaborates with business units to assess opportunities, develop use cases, and deliver high-impact solutions using existing digital workplace tools. The Consulting Director will facilitate workshops, co-create best practices, and provide executive enablement to senior leaders, ensuring AI and digital tools are embedded in strategic decision-making and daily workflows. The Consulting Director will also oversee training, support, and value measurement for implemented solutions, fostering a culture of innovation and continuous improvement.
JOB DESCRIPTION:
Essential Duties & Responsibilities
Performs a combination of duties in accordance with departmental guidelines:
  • Collaborate with business units to identify and prioritize processes that can benefit from Digital Workplace Tools.

  • Develop and maintain a pipeline of Digital Workplace use cases aligned with business goals.

  • Work with key vendors and oversee consulting resources to ensure appropriate expertise is applied in delivering effective solutions to business challenges.

  • Conduct workshops and interviews to understand workflows, pain points, and opportunities for Digital Workplace augmentation.

  • Help implement solutions (e.g., collaborating on developing and testing prompts/templates), using existing Digital Workplace tools, to elevate effectiveness and efficiency of business processes.

  • Provide training and support on implemented tools where applicable.

  • Executive Enablement: Partner with senior leaders to identify high-impact AI opportunities, provide tailored guidance and tools for executive workflows, and integrate AI into strategic decision-making to enhance capacity and shape team-level AI direction.

  • Facilitate business process opportunity assessments, including process mapping and recommendations.

  • Co-create AI best practices documents with business areas.

  • Lead prompt development sessions ("Prompt - a - thons") and support the creation of a reusable prompt gallery.

  • Support low code/no code solution development (e.g., SharePoint agents) in partnership with business experts.

  • Oversee solution testing to ensure accuracy and completeness.

  • Deliver "train the trainer" coaching to empower business SMEs.

  • Monitor usage and value realization, quantify business benefits, and share insights with stakeholders.

  • Ensure knowledge transfer and provide documented recaps of implemented capabilities and administrative requirements.

  • Collaborate with Architecture and other technology teams to ensure solutions are appropriate and sustainable.

  • Route out-of-scope needs (custom builds, integrations, net new tooling) to appropriate teams.

May perform additional duties as assigned.
Reporting Relationship
Typically Director or above
Skills, Knowledge & Abilities
  • Demonstrated success driving positive business outcome s through AI tooling implementation and adoption.

  • Extensive experience with AI prompting techniques.

  • Demonstrated understanding of Large Language Models (LLMs) and the ability to leverage them effectively across diverse business scenarios.

  • Ability to develop a profound understanding of supported business areas, their value drivers, and strategic direction.

  • Skilled at effectively communicating complex topics in a non-technical and simplified manner.

  • Capability to manage multiple and shifting priorities in a fast-paced and challenging environment.

  • Strong project management, organizing, and planning skills.

  • Ability to define and measure success criteria aligned to business outcomes.

  • Ability to work cross-functionally and influence without authority.

  • Knowledge of AI governance and data privacy principles.

  • Ability to facilitate workshops, conduct interviews, and map processes.

  • Excellent communication and stakeholder management skills, including executive engagement.

  • Ex pertise with Microsoft 365 Copilot , Copilot Studio , SharePoint, and other digital workplace platforms.

  • Knowledge of AI best practices, prompt engineering, and low code/no code solutions.

  • Ability to collaborate across functions and influence stakeholders.

Education & Experience
Bachelor's degree in a related discipline; Master's preferred.
Minimum of 8 years of experience in digital workplace enablement, business process improvement, or technology adoption.
Experience leading cross-functional teams and delivering enterprise-wide initiatives.
Insurance industry experience preferred.
Experience in training and enablement, including " train the trainer" models.
Experience building low code/no code solutions and AI agents using tools like Microsoft Copilot Studio and Power Platform .
Applicable certifications (e.g., Microsoft 365, Lean, Six Sigma , Project Management) preferred.
#LI-ED1
#LI-HYBRID
I n certain jurisdictions, CNA is legally required to include a reasonable estimate of the compensation for this role. In District of Columbia , California, Colorado, Connecticut, Illinois , Maryland , Massachusetts , New York and Washington, the national base pay range for this job level is $97,000 to $189,000 annually.Salary determinations are based on various factors, including but not limited to, relevant work experience, skills, certifications and location. CNA offers a comprehensive and competitive benefits package to help our employees - and their family members - achieve their physical, financial, emotional and social wellbeing goals. For a detailed look at CNA's benefits, please visit cnabenefits.com .
CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact [email protected] .

Top Skills

Copilot Studio
Large Language Models
Low Code Solutions
Microsoft 365 Copilot
No Code Solutions
Power Platform
Sharepoint

What the Team is Saying

Meghan Bautista
Mehrzad Adelzadeh
Alison Massey
SenthilKumar Asokan
Zach Jones
Lisa Smith
Josie Lee
Am I A Good Fit?
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The Company
HQ: Chicago, IL
7,000 Employees
Year Founded: 1897

What We Do

CNA is one of the largest U.S. commercial property and casualty insurance companies. Backed by more than 125 years of experience, CNA provides a broad range of standard and specialized insurance products and services for businesses and professionals in the U.S., Canada and Europe.

As a company of allies, we understand the importance of fostering an inclusive and supportive culture for all employees. Our eight Employee Resource Groups elevate the voices of underrepresented groups and champion critical DEI initiatives in the workplace and beyond. We strive to promote an environment of inclusion and continuously work to ensure all employees feel valued and respected.

Why Work With Us

CNA knows the importance of having the tools you need to expand your expertise and develop your career. With a variety of cross-discipline and cross-functional opportunities, CNA provides you with the tools and resources needed to customize your career path and understand what is needed to be effective in your role.

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CNA Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

Typical time on-site: Flexible
Company Office Image
HQChicago, IL
Located in the heart of the loop, CNA’s headquarters are at 151 N Franklin. With close proximity to both L and Metra stations.

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