Technical Engineer II - Healthcare

Summary

Proven IT is seeking a customer-facing Healthcare IT Technical Engineer to support healthcare organizations, particularly Ambulatory Surgical Centers. The role conducts technical assessments, evaluates standards alignment, develops project summaries, statements of work, roadmaps, and budgets, and coordinates approved technology initiatives with clients and delivery teams.

Responsibilities

• Plan and conduct structured new-client assessments and existing-location reviews, including remote discovery, onsite walkthroughs, evidence collection, and infrastructure validation
• Evaluate findings against established technology, security, documentation, and operational standards; document deficiencies, risks, dependencies, and recommended actions
• Prepare Project Summaries, Executive Project Summaries, and Technical SOWs for new clients, remediation efforts, and approved technology initiatives
• Maintain location-level standards records, prioritized deficiency plans, multi-year technology roadmaps, lifecycle schedules, and planning-level IT budgets
• Assess common Microsoft 365, Intune, Entra ID, limited Azure, Cisco Meraki, ISP, endpoint, server, backup, and basic network requirements against approved standards
• Develop clear technical requirements, assumptions, exclusions, estimates, and quotes using approved standards, offerings, and validated client requirements
• Create, update, and prioritize Quote/Engineer tickets; track required inputs, next actions, dependencies, and committed dates through completion or handoff
• Maintain accurate assessment evidence, inventories, diagrams, standards records, decisions, assumptions, and technical documentation in IT Glue and related systems
• Lead technical discovery, assessment, scope review, and planning discussions; explain recommendations clearly to technical and non-technical stakeholders
• Maintain routine client-facing check-ins to identify current and emerging business and technical requirements and review engineering requests, roadmaps, and budget needs. Provide technical input, documentation, and meeting support for Quarterly Business Reviews (QBRs), as requested
• Work with client contacts, ISPs, application vendors, incumbent service providers, and internal teams to obtain information, confirm requirements, and support project planning and delivery
• Identify recurring issues or standards gaps that warrant remediation and engage senior architecture, infrastructure, or security resources when requirements exceed the role's authority or experience
• Support technical onboarding planning, transition approved work to the appropriate delivery team, and update documentation, standards records, roadmaps, and budgets as work is completed

Skills

• Bachelor's degree in Computer Science, Information Technology, or a related field preferred; equivalent relevant experience and professional certifications may substitute
• 3+ years of progressive Tier II-level systems, network, Microsoft 365, or managed services experience
• Strong working knowledge of Microsoft 365, including licensing, Exchange Online, Teams, SharePoint, MFA, Intune, and Entra ID
• Practical knowledge of Cisco Meraki, basic single-site networking, endpoints, Windows Server, Active Directory, backups, virtualization, and cloud services sufficient to identify common deficiencies and determine when senior review is required
• Demonstrated ability to conduct technical discovery, validate evidence, identify gaps, and translate findings into recommendations, engineer requests, quotes, roadmaps, budget estimates, Project Summaries, and basic SOWs
• Strong written, verbal, and organizational skills, including the ability to explain technical recommendations and manage multiple concurrent assessments and planning priorities
• Experience with ticketing, quoting, documentation, and CRM platforms; familiarity with IT Glue or a comparable documentation system is preferred
• Ability to maintain confidentiality, exercise sound judgment, and operate with high professional integrity in healthcare client environments
• Ability to travel to client locations as required, climb stairs and ladders, work in confined spaces such as server closets, and lift up to 35 pounds
• Equivalent current certifications and demonstrated hands-on experience will be considered
• Experience supporting healthcare, Ambulatory Surgical Center (ASC), or another regulated environment preferred, with working knowledge of HIPAA privacy and security considerations
• Microsoft 365 Certified: Endpoint Administrator Associate (MD-102)
• CompTIA Network+ or Cisco Certified Support Technician (CCST) Networking
• CompTIA Security+
• Cisco Meraki Solutions Specialist (500-220 ECMS) or relevant Cisco Meraki training

Qualifications

Must Haves

• Bachelor's degree in Computer Science, Information Technology, or a related field preferred; equivalent relevant experience and professional certifications may substitute
• 3+ years of progressive Tier II-level systems, network, Microsoft 365, or managed services experience
• Strong working knowledge of Microsoft 365, including licensing, Exchange Online, Teams, SharePoint, MFA, Intune, and Entra ID
• Practical knowledge of Cisco Meraki, basic single-site networking, endpoints, Windows Server, Active Directory, backups, virtualization, and cloud services sufficient to identify common deficiencies and determine when senior review is required
• Demonstrated ability to conduct technical discovery, validate evidence, identify gaps, and translate findings into recommendations, engineer requests, quotes, roadmaps, budget estimates, Project Summaries, and basic SOWs
• Strong written, verbal, and organizational skills, including the ability to explain technical recommendations and manage multiple concurrent assessments and planning priorities
• Experience with ticketing, quoting, documentation, and CRM platforms; familiarity with IT Glue or a comparable documentation system is preferred
• Ability to maintain confidentiality, exercise sound judgment, and operate with high professional integrity in healthcare client environments
• Ability to travel to client locations as required, climb stairs and ladders, work in confined spaces such as server closets, and lift up to 35 pounds
• Equivalent current certifications and demonstrated hands-on experience will be considered

Nice to Haves

• Experience supporting healthcare, Ambulatory Surgical Center (ASC), or another regulated environment preferred, with working knowledge of HIPAA privacy and security considerations
• Microsoft 365 Certified: Endpoint Administrator Associate (MD-102)
• CompTIA Network+ or Cisco Certified Support Technician (CCST) Networking
• CompTIA Security+
• Cisco Meraki Solutions Specialist (500-220 ECMS) or relevant Cisco Meraki training

Benefits

• After a 30-day waiting period, full-time employees who work at least 30 hours per week and their dependents are eligible to enroll in Cigna health benefits, with a choice of 2 PPO plans or a High Deductible Health Plan with employer contributions to a Health Savings Account (HSA).
• Dental benefits through Mutual of Omaha and a Vision PPO plan through the EyeMed network.
• Voluntary worksite benefits including critical illness, hospital indemnity, accident coverage, short-term disability insurance, supplemental life insurance, and pet insurance.
• Employee discount program, home and auto insurance services, and commuter/transit FSA.
• After a 30-day waiting period, Proven IT provides all full-time employees who work at least 30 hours per week with a flat $25,000 Life Insurance benefit and Accidental Death & Dismemberment (AD&D) coverage.
• Employer-provided Long-Term Disability (LTD) insurance, with a 90-day elimination period and a maximum benefit of 60% of covered payroll up to $6,000 per month; paid entirely by Proven IT at no cost to the employee.
• Disability Resource Services through BlueCross BlueShield of Illinois for employees and their immediate family, including telephonic counseling, web-based services, and a limited number of geographically accessible face-to-face sessions.
• After 120 days of service, all employees may contribute to the 401K plan on a pre-tax or post-tax (Roth) basis, with an employer match equal to 100% of the first 3% of deferrals plus 50% of the next 2% of deferrals.
• Financial advisory services through Merrill Lynch at no cost to employees for 401K and retirement questions.
• Competitive paid time off policy for all full-time regular employees after a 90-day waiting period.
• After 24 months of employment, full-time regular employees receive 90 days of paid maternity leave and 10 days of paid paternity leave.
• Employees with less than 24 months of service may take the same amount of parental leave as unpaid time off.
• Free on-site fitness center at the Tinley Park headquarters office location, available to all employees 24/7 Monday through Sunday.