Enterprise Technical Operations Specialist
Conneqt Health
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Job summary
Conneqt Health is seeking an Enterprise Technical Operations Specialist in Naperville, IL. You will build, configure, test, and deploy CONNEQT enterprise systems for customers, including Windows imaging, hardware setup, software installations, and entitlement configurations.
You will provide ongoing technical support, troubleshoot issues, and coordinate with Product and Engineering for escalations. The role requires hands-on expertise across hardware, Windows, software, and cloud components,
Qualifications
- 5–8 years of experience in technical operations, IT support, or deployment engineering.
- Strong knowledge of Windows installation, imaging, and troubleshooting (Windows 10/11).
- Experience supporting SaaS platforms and enterprise customers.
Responsibilities
- Build, configure, and prepare CONNEQT enterprise systems for customer deployment.
- Own imaging, configuration management, and software/driver installation.
- Provide ongoing technical support for deployed enterprise customers.
- Troubleshoot hardware, software, and connectivity issues across environments.
- Collaborate with Product and Engineering on escalations and improvements.
- Maintain thorough build and deployment documentation.
Skills
Tools
Job description
Home > Join Us > Enterprise Technical Operations Specialist
Posting Date: September 9, 2026
The Enterprise Technical Operations Specialist is a member of the Customer Success team responsible for the technical deployment, configuration, support, and ongoing operational success of CONNEQT Health’s enterprise solutions.
This is a hands‑on role that combines enterprise system build‑out, Windows imaging and administration, customer technical support, and Arterial Health Report subscription operations.
A key responsibility of the position is preparing CONNEQT enterprise systems for customer deployment. This includes physical system assembly, Windows imaging, software installation, device configuration, testing, quality checks, and maintaining standardized system configurations.
Once deployed, the role supports customers throughout the lifecycle of the solution, troubleshooting technical issues, maintaining system reliability, supporting subscription access, and coordinating with Product and Engineering when deeper investigation is required.
The ideal candidate is comfortable moving between hardware, Windows, software, customer accounts, and cloud‑based systems to determine where an issue originates and drive it through resolution.
CONNEQT’s enterprise customers depend on both the physical system deployed at their location and the software and subscription infrastructure behind it.
A successful customer experience requires each component to work together reliably, including:
- Computer hardware and peripherals
- CONNEQT applications and software
- Connected devices and drivers
- Customer and organization configuration
- User accounts and permissions
- Arterial Health Report subscriptions and entitlements
This role helps ensure enterprise systems leave CONNEQT correctly built, configured, tested, documented, and ready for customer use.
It also serves as an important technical resource throughout the customer relationship, helping customers resolve issues quickly while providing Customer Success, Product, and Engineering with clear insight into recurring technical and operational challenges.
Strong execution in this role improves deployment quality, reduces customer downtime, protects Engineering capacity, and creates repeatable systems that allow CONNEQT’s enterprise business to scale.aced quickly. A strong support function reduces avoidable churn, improves customer confidence, and creates a more stable foundation for the consumer business.
Build, configure, and prepare CONNEQT enterprise systems for customer deployment.
Responsibilities include:
- Physical assembly and configuration of enterprise computer systems and associated hardware
- Installation and configuration of required peripherals and connected devices
- Windows installation, imaging, and system configuration
- Creation and maintenance of standardized Windows system images
- Installation and configuration of CONNEQT software and supporting applications
- Installation and validation of required drivers
- Configuration of system settings, user accounts, networking, and security controls
- Application of Windows updates, patches, and approved software versions
- Configuration of customer‑specific system requirements
- System burn‑in, functional testing, and deployment readiness checks
- Troubleshooting hardware or software issues identified during the build process
- Preparing systems for shipment and customer deployment
Maintain standardized build procedures to ensure enterprise systems are produced consistently and reproducibly.
Own and maintain the processes used to configure enterprise Windows systems.
This includes:
- Updating images as approved software, drivers, or operating system requirements change
- Managing application installation and configuration
- Maintaining consistent Windows settings and security configurations
- Documenting image versions and configuration changes
- Validating new images before release into production
- Troubleshooting imaging and deployment failures
- Identifying opportunities to automate system provisioning and reduce manual configuration
Work with Product and Engineering as needed to ensure deployed systems remain compatible with current CONNEQT software and hardware requirements.
Perform technical quality checks before enterprise systems are released for deployment.
Validate:
- Hardware functionality
- Peripheral connectivity
- Windows configuration
- Software versions
- Network connectivity
- User access
- Customer configuration
- Subscription and entitlement configuration, where applicable
Maintain accurate build, configuration, test, and deployment records.
Provide ongoing technical support for deployed CONNEQT enterprise customers.
Troubleshoot issues involving:
- Windows
- CONNEQT applications
- Connected hardware and peripherals
- Device communication
- Network connectivity
- Software installation and configuration
- User accounts and permissions
- Customer configuration
- Subscription and entitlement issues
Work systematically to determine whether an issue originates from hardware, Windows, networking, application software, configuration, customer accounts, or backend systems.
Provide remote troubleshooting support and coordinate system reconfiguration, replacement hardware, or escalation when required.
Support customers using the Arterial Health Report subscription platform.
Diagnose and resolve issues involving:
- User account setup and access
- Subscription activation and entitlements
- Login and authentication
- Organization and user permissions
- Report access and availability
- Account and subscription configuration
Investigate issues across systems to determine where failures have occurred and take appropriate corrective action using approved administrative tools and processes.
Partner with Customer Success to support the technical aspects of new enterprise customer onboarding.
Help ensure that:
- Systems are configured for the customer environment
- Required hardware and software are deployment‑ready
- Users and organizations are correctly configured
- Customer access is established
- Subscription entitlements are active
- Technical prerequisites are identified and addressed
- Deployment issues are resolved quickly
Serve as a technical resource for Customer Success throughout implementation and ongoing account support.
Troubleshoot technical issues systematically across hardware, operating systems, applications, customer accounts, subscriptions, and supporting systems.
Review available system information, logs, configuration data, account records, and other diagnostic information to identify root causes rather than simply escalating unresolved issues.
Where appropriate, use administrative tools, database queries, APIs, scripts, logs, or other technical resources to investigate and resolve problems.
Identify issues requiring Product or Engineering involvement and provide clear, structured escalations.
Document:
- Customer and system context
- Hardware and software configuration
- Description of the issue
- Troubleshooting already performed
- Steps to reproduce
- Relevant logs or system information
- Software and image versions
- Business and customer impact
Work with Product, Engineering, Customer Success, and Operations to ensure issues are followed through to resolution.
Provide Level 1 and Level 2 technical support for CONNEQT employees and company systems as needed.
Support:
- Windows workstations and laptops
- Microsoft 365 applications
- User accounts and permissions
- Software installation and configuration
- Network and connectivity issues
- Printers and peripherals
- Endpoint security and device management
- Employee onboarding and offboarding
Provision, configure, maintain, and decommission company computers and user accounts in accordance with internal security and IT procedures.
Maintain accurate records of enterprise system components and company IT assets.
Support:
- Serial number tracking
- Computer and peripheral assignment
- Software licensing
- Spare components
- Configuration records
- System image and software version tracking
Help ensure the appropriate hardware and components are available to support scheduled enterprise deployments.
Administer users, permissions, and access across company SaaS platforms.
Support appropriate role‑based access and maintain accurate records of user accounts, software licenses, devices, and assigned equipment.
Assist with identity and access management across Microsoft and other company systems.
Develop and maintain documentation for:
- Enterprise system build procedures
- Windows imaging
- Hardware configuration
- Deployment testing
- Troubleshooting
- System recovery
- Administrative procedures
Create repeatable processes that allow enterprise systems to be built, deployed, and supported consistently as customer volume increases.
Identify repetitive build, imaging, provisioning, and support activities that can be automated or standardized.
Help develop scripts, tools, templates, or workflows that:
- Reduce system build time
- Improve configuration consistency
The objective is not simply to complete individual builds and support requests, but to continually improve the systems used to deliver and support CONNEQT’s enterprise solutions.
Track recurring hardware, software, deployment, subscription, and customer support issues.
Provide structured feedback to Customer Success, Product, Engineering, and Operations to identify underlying causes and improve future system designs and deployment processes.
Where recurring issues can be eliminated through better hardware configuration, imaging, automation, documentation, software, or product changes, help drive those improvements.
- Strong hands‑on technical aptitude across both hardware and software
- Customer‑oriented and able to understand the operational impact of technical issues
- Able to build and configure Windows systems consistently from documented requirements
- Able to troubleshoot technical problems methodically across hardware, operating systems, applications, networks, and cloud systems
- Comfortable physically assembling, configuring, testing, and troubleshooting computer equipment
- Takes ownership of technical issues from initial identification through resolution
- High attention to detail when configuring systems for customer deployment
- Understands the importance of repeatability and configuration control
- Communicates technical issues clearly to both technical and non‑technical users
- Able to distinguish between hardware, configuration, application, network, account, and backend issues before escalating
- Looks for ways to automate and improve repetitive technical processes
- Works effectively across Customer Success, Product, Engineering, and Operations
- 5–8 years of experience in technical operations, IT support, desktop support, systems administration, deployment engineering, technical support, or a similar technical role
- Strong knowledge of Windows 10/11 installation, administration, and troubleshooting
- Experience imaging, provisioning, and configuring Windows computers
- Experience installing and troubleshooting computer hardware, peripherals, drivers, and software
- Experience supporting Microsoft 365 environments
- Experience administering user accounts, permissions, and SaaS applications
- Strong structured troubleshooting and problem‑solving skills
- Experience supporting web‑based software or SaaS applications
- Understanding of basic networking, including TCP/IP, Wi‑Fi, Ethernet, DNS, and common connectivity troubleshooting
- Strong written communication and technical documentation skills
- Ability to work directly with customers and communicate technical issues clearly
- Ability to accurately follow and improve standardized technical build procedures
- Ability to manage multiple technical priorities while maintaining quality and attention to detail
- Experience creating and maintaining standardized Windows images
- Experience with Microsoft Intune or another endpoint management platform
- Experience with Microsoft Entra ID / Azure Active Directory
- Experience with Windows deployment and provisioning technologies
- Experience with PowerShell or another scripting language
- Familiarity with SQL and basic database queries
- Familiarity with APIs, JSON, application logs, and web‑based integrations
- Experience supporting subscription, licensing, entitlement, or user‑provisioning systems
- Experience with HubSpot or similar CRM platforms
- Experience supporting B2B SaaS or enterprise technology customers
- Experience with hardware staging, deployment, or field‑service environments
- Experience in digital health, healthcare technology, medical devices, or regulated environments
This is a full‑time, on‑site role based in Naperville, Illinois.
Compensation will be based on experience, technical capabilities, and demonstrated proficiency in Windows administration, system deployment, troubleshooting, customer support, and automation.
This role is well suited for someone who is structured, detail‑oriented, and comfortable This role is well suited for someone who enjoys making complex technical systems work reliably for customers.
The ideal candidate is equally comfortable opening a box and building a computer, deploying a Windows image, troubleshooting a driver or network problem, investigating why a customer cannot access an Arterial Health Report subscription, and providing Engineering with a detailed technical escalation when deeper intervention is required.
Candidates who tend to perform well in this role typically have experience in:
- Windows system deployment and administration
- Technical operations
- Desktop or Level 2 technical support
- Computer hardware configuration and troubleshooting
- SaaS platform support
- Enterprise customer support
- Customer implementation or deployment
- Environments where systems must be built and configured consistently before deployment
The right person will understand that deployment, technical support, and customer success are connected.
Issues discovered during system build‑out, onboarding, deployment, and ongoing support provide valuable information that can be used to improve system design, imaging, configuration, documentation, automation, and the overall customer experience.
As CONNEQT’s enterprise business grows, this role will help turn enterprise deployment and technical support into a standardized, scalable operation.
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