Modern Workplace Solutions Engineer

RKON
Chicago, IL
About us:
Since 1998, RKON has delivered IT transformation that helps private equity and enterprise firms achieve seamless security—from strategy to execution to managed services. We believe IT should serve the business strategy, not stand in the way of execution. Headquartered in Chicago, our team has developed a refined approach that delivers a clear vision of a scalable, agile, secure, cost-optimized, and low-risk end state.

RKON is growing fast, and that growth means incredible opportunities for our team members. We pride ourselves on fostering a culture of creative thinking and collaboration, where ideas are valued, contributions are recognized, and professional development is a priority. Our people are at the heart of everything we do, and this commitment drives the extraordinary level of service we deliver to our customers. If you’re looking for a place where growth creates new possibilities and your potential is truly valued, RKON is the place for you.

RKON Professional Services delivers contracted projects to our customers and leads MSP/MSSP onboarding engagements. We are a dynamic team of highly skilled technologists and undertake customer-facing projects of all sizes. As a vanguard of RKON services, we give customers their initial experience with RKON quality. Team members are extremely knowledgeable, excellent communicators, excellent planners, and live a customer-first mindset.

About the position: This customer-facing role is responsible for designing, implementing, and migrating infrastructure and collaboration solutions for RKON’s customers primarily related to mergers & acquisitions (M&A) and divestitures. Consultants will also assist RKON operations to ensure the stability, integrity and efficient operation of the information systems that support core organizational functions for our clients. The ideal candidate for this role will have 5-10 years of experience acting as a customer-facing solutions engineer or system administrator with strong and broad knowledge of Microsoft-centric business technology solutions and Microsoft 365 including endpoint management, Entra/InTune/Teams/SharePoint, information security & compliance. In addition, a strong understanding of team-based project delivery, work planning, and the ability to work independently is required.

Responsibilities Include:
Technical Engineering:
  • Responsible for building and implementation of solutions involving M365, Entra, and endpoints.
  • Manage the execution of tenant-to-tenant migrations, including migration toolset recommendation and operation (e.g. BitTitan, Quest, AvePoint, Sharegate).
  • Collaborate cross-functionally within a team, including consultants from our Cloud & Infrastructure, Cybersecurity, Professional Services, Sales, and Sales Operations practices.
  • Orchestrate knowledge transfer and sharing best practices with team members that help enhance the quality and efficiency of customer service and process management.
Consulting:
  • Engage with clients and prospects to understand the nature of their business problem(s), and leverage knowledge and expertise gained over time towards architecting a recommended solution.
  • Participate in presales and scoping efforts to understand scope, cost and complexity, and create statements of work and work breakdown structures with minimal oversight.
  • Leveraging RKON’s proven playbook, perform detailed discovery and migration planning.
  • Participate in, as well as lead, discussions with key decision makers related to solutions, risks/challenges, and deployment strategies & timelines.
  • Work through complex Statements of Work (SOW) to determine the appropriate deliverables and outcomes.
  • Create presentations and work products to help facilitate decision making or drive clients & projects towards a desired outcome.
  • Assist with facilitation of change management activities alongside technical task execution.
Technical and Professional Expertise:
  • 5-10 years minimum of similar work experience in a client facing or technology consulting role
  • Strong design and operational experience with Microsoft Active Directory including consolidation, separation, and upgrades
  • Comprehensive M365 solution design and administration experience including Exchange Online, Teams, Intune, Autopilot, and Entra ID, Strong knowledge in Azure environments and on-premises systems management.
  • Strong design and operational experience with Microsoft Active Directory including consolidation, separation, and upgrades.
  • Extensive experience (10+ projects) planning and executing cloud migrations, including but not limited to:
    • M365 tenant-to-tenant migrations
    • Email migrations
    • Endpoint migrations
    • Voice migrations, including number porting and call queues/auto-attendants
    • SharePoint, OneDrive, Teams, and file share migrations
  • Core technology skills:
    • Expert level with M365 including Entra, Exchange, Intune, End Point Management, and SharePoint
    • Experience configuring Microsoft Entra Connect
  • Familiarity with migration tools such as Quest, BitTitan, and AvePoint
  • Strong experience with Powershell scripting preferred
  • Experience with Google Workspace migrations is a plus
  • Solid experience in an IT consulting/professional services role
  • Experience working for an MSP and/or working with multiple environments is strongly preferred
  • Excellent organization, communication, project management, and problem-solving skills
  • Efficiently manage multiple tasks and contribute in a fast-paced, team-oriented environment
  • Must be adaptable, collaborative, energetic, self-motivated, excellent team player, and able to work independently
  • Ability to travel as needed up to 25% of the time
  • Ability to occasionally work after hours and weekends for project cutovers
  • Experience with Azure, AWS, and/or GCP cloud platforms is a plus.
Preferred Education/Certification Requirements:
  • Microsoft 365 Intermediate or Expert level certifications


Compensation: The base salary range for this position is $145,000-$185,000. This is an estimated range based on the circumstances at the time of posting, however, may change based on a combination of factors, including but not limited to skills, experience, education, market factors, geographical location, budget, and demand. This position is also eligible for a bonus component that would be dependent on pre-defined performance factors. As part of our total compensation package, RKON provides a benefits package that includes health insurance (medical, dental, vision, life, and long and short-term disability insurance); flexible time off; and a 401(k) Plan with employer match to qualifying employees. All compensation determinations are based on the skills and experience required for the position and commensurate with experience of selected individuals, which may vary above and below the stated amounts.

Posted 2026-02-26

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