L2 Professional Services Engineer

Company: Culture Fits
Location: Chicago
Posted on: February 16, 2026

Job Description:

Job Description Job Description Level 2 Professional Services Engineer Position Summary We are seeking a skilled and client-focused Level 2 Professional Services Engineer to support user and computer onboarding, offboarding, and infrastructure project work for our clients. This role is ideal for a hands-on engineer with experience working directly with end users, deploying workstations, assisting with server installs, and supporting configuration tasks alongside senior engineers. The Level 2 Professional Services Engineer plays a critical role in delivering smooth client transitions, maintaining professionalism during onsite engagements, and ensuring projects are executed accurately and efficiently. Key Responsibilities Professional Services & Project Support Assist with client onboarding and offboarding activities, including user provisioning, access setup, and device transitions Support server installations, including cabling, and initial configuration Assist senior engineers with system configurations, upgrades, and infrastructure changes Participate in workstation refresh and deployment projects, ensuring consistency and quality User & Endpoint Support Deploy, configure, and troubleshoot workstations (Windows and macOS) Support user profiles, permissions, and data migrations during onboarding/offboarding Ensure proper setup of user accounts, email, MFA, and endpoint security tools Provide white-glove support to end users during cutovers and transitions Client-Facing Engagement Work directly with clients onsite and remotely, maintaining a professional and calm presence Communicate clearly with end users regarding timelines, expectations, and next steps Coordinate with internal project managers and service teams to ensure smooth delivery Documentation & Process Document project tasks, configurations, and changes accurately in PSA and documentation systems Follow established SOPs and contribute updates when processes evolve Ensure proper handoff to Service Desk teams after project completion Contribute to the development of standardized technical checklists and documentation. Identify potential risks or inefficiencies in project workflows and suggest solutions. Assist in post-project reviews to evaluate successes and areas for improvement. Required Qualifications 3–5 years of IT support experience, preferably in an MSP or professional services environment Hands-on experience with onboarding/offboarding users , workstation deployments, and profile management Experience assisting with server installs (rack and stack) and infrastructure projects Strong understanding of Windows OS, Active Directory, and basic networking concepts Comfortable working in client environments and communicating directly with end users Preferred Skills Experience with Microsoft 365, Azure AD/Entra ID, and endpoint management tools Familiarity with virtualization platforms (VMware, Hyper-V) Experience working with PSA/RMM tools (ConnectWise, Autotask, Datto, etc.) Ability to follow project plans and escalate when needed Professional Competencies Strong customer service mindset with a professional demeanor Detail-oriented and organized in project execution Ability to multitask and adapt in fast-paced client environments Team-oriented with a willingness to learn and grow Ability to work independently and manage multiple technical tasks effectively. What Success Looks Like Client onboardings and offboardings are smooth, timely, and well-documented Workstations and servers are deployed consistently and correctly End users feel supported and confident during transitions Senior engineers and project managers can rely on accurate execution and communication

Keywords: Culture Fits, Carol Stream , L2 Professional Services Engineer, IT / Software / Systems , Chicago, Illinois