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Program Manager - Copilot

Remote - Project Manager

Hollstadt Overview

Hollstadt Consulting is a management and technology consulting firm dedicated to placing professionals at engagements where they will excel. When you work with us, you'll work with a refreshingly real company led and staffed by seasoned experts who are also down-to-earth, good people. We're committed to treating you with respect and helping you achieve your career aspirations.

Since 1990, Hollstadt has been a trusted partner to more than 150 domestic and global companies and has successfully completed over 3,000 projects. Our continued growth has created challenging and rewarding opportunities for accomplished IT and Business Consultants. Hollstadt Consulting is an equal opportunity employer including disability/veteran.

By applying for this job, you agree to receive calls, AI-generated calls, text messages, or emails from Hollstadt Consulting and its affiliates, and contracted partners. Frequency varies for text messages. Message and data rates may apply. Carriers are not liable for delayed or undelivered messages. You can reply STOP to cancel at any time.

Job Description

Role: Program Manager - Copilot

Rate: $70-$80/hour W2, dependent on skills and qualifications

Location: Prefer local to MN for opportunity to come onsite

Start Date: ASAP

End Date: 9/30/2026; Contract-to-hire


Overview

We are seeking an experienced Program Manager to lead the planning, execution, and adoption of Microsoft Copilot initiatives across the enterprise. This role will drive structured delivery, stakeholder alignment, and successful rollout of Copilot capabilities while ensuring strong governance, user readiness, and measurable business outcomes.


Key Responsibilities

  • Lead end-to-end program management for Microsoft Copilot adoption and enablement initiatives
  • Partner with executive stakeholders, IT, security, and business teams to define program goals, scope, and success metrics
  • Drive coordinated delivery across multiple workstreams, including readiness, governance, training, and change management
  • Manage dependencies across Microsoft 365, security, identity, data, and compliance teams
  • Serve as the central point of coordination between internal teams and external implementation partners/vendors
  • Proactively identify and manage program risks, issues, dependencies, and change impacts
  • Translate high-level Copilot strategy into actionable, executable program plans
  • Ensure alignment between Copilot initiatives and broader enterprise productivity and transformation goals
  • Provide clear, consistent program communications and status updates to executive stakeholders
  • Uphold EPMO standards, governance, reporting, and documentation requirements
  • Drive accountability, cadence, and execution across all Copilot-related initiatives

Required Qualifications

  • Proven experience in Senior-level Program or Project Management
  • Experience leading Microsoft 365, Copilot, or digital workplace initiatives
  • Strong understanding of enterprise change management, user adoption, and readiness planning
  • Experience managing implementation partners and third-party vendors
  • Strong executive presence with the ability to influence and communicate across leadership levels
  • Excellent organizational, leadership, and problem-solving skills
  • Ability to manage conflict, mitigate risk, and drive resolution in complex, cross-functional environments
  • Highly organized individual with strong attention to detail and follow-through
  • Ability to understand end goals and define practical paths to delivery

Preferred Qualifications

  • Experience working within a formal EPMO environment
  • Familiarity with Microsoft 365 governance, security, and compliance considerations
  • Strong relationship management skills across business, IT, and security teams
  • Experience supporting enterprise productivity or digital transformation programs

Benefits + Perks

Comprehensive Benefit Plan

Hollstadt offers medical, dental, vision, life insurance, short-term disability, long-term disability, paid sick leave, and retirement benefits to eligible employees. With three different medical plans to choose from, you can enroll in the coverage you need from individual to family, or anywhere in between!

Remarketing Process

Hollstadt is based on retention and relationships. We get to know your strengths and career wishes throughout your assignment and then start remarket discussions 6-8 weeks prior to your end date. By being proactive, we are able to keep your down time between assignments as short as possible, unless you choose otherwise.

Professional Development

Hollstadt offers on-demand training through our consultant portal. Trainings give our consultants the continuing education they need to excel on their projects. Many of our courses apply towards continuing education credits and we have an entire training hub dedicated to upskilling in Artificial Intelligence (AI).

401k + Matching

One popular benefit is our 401(k) match on the first 4% of your contributions. Hollstadt wants to help you reach your long-term financial goals and understands that planning for your future is critical. Consultants also have access to support from a Financial Advisor.

Bonus Opportunities

We appreciate and reward loyalty. Join Hollstadt, stay for 5 years, and we’ll give you a $5,000 Longevity Award bonus! Additionally, we know great talent knows other great talent. If you are on contract with Hollstadt and refer one of your connections who gets placed, we’ll pay you $1,000!

Ongoing Support & Networking

We have made a significant investment in building a support program for our consultant team - so you never have to feel like you are going it alone. We also have a Consultant Coach program which acts like a 'work buddy' to provide a safe ear for questions or concerns at your client site.