Sr IT Systems Engineer (macOS and iOS Management)

Role summary

Sr IT Systems Engineer (macOS and iOS Management) is a full-time role at GuideWell in Jacksonville, Florida, United States (hybrid). Posted 2026-08-20. Experience level: 5-10.

Job title

Sr IT Systems Engineer (macOS and iOS Management)

Company

GuideWell

Location

Jacksonville, Florida, United States

Work arrangement

hybrid

Employment type

full-time

Category

Software Engineering

Experience level

5-10

Date posted

2026-08-20

Job description

IT Systems Engineers are responsible for monitoring, installation, configuration, administration, troubleshooting and maintenance of technology solutions. They provide technical support, perform scripting/programming to ensure stable and efficient operation of technology solutions

Important To Know

This position is a hybrid work arrangement that combines in-office engagement at our corporate office in Jacksonville, FL, days and times are determined and based on the requirements of the business.

Preference you reside in a 50 mile radius of Jacksonville, FL and relocation may be required

A technical review will be part of the interview process

What You Will Be Doing

Performs installation, monitoring, testing, configuration, migration, maintenance and troubleshooting of assigned technology

Manages system/application environment and ongoing operations

Ensures that the technologies are updated with current, stable, and compliant architecture and applications that meet enterprise standards

Researches, designs, implements and tests technology solutions

Proactively monitors and reports performance and utilization of assigned technologies

Troubleshoots software and/or hardware issues/failures

Resolves alerts and performs remediation activities

Manages problem or escalated tickets and tasks and out of cycle requests from systems/software owners

Collects and presents data for reporting and planning

Assists with developing tactical strategies, processes and procedures related to systems/application administration

Determines migration and upgrade impacts and diagnose/resolve complex technology/application errors

Collaborates with IT and business area partners on work groups and initiatives

Determines best course of action for meeting business needs

May provide input into infrastructure architecture designs

Writes programming/scripting

May participate in Disaster Recovery planning and exercises

Ensures execution and alignment to architectural standards and blueprints

May contribute input to infrastructure architecture

Performs on-call activities as needed for the environment and technologies

What We Require

5 years managing and supporting Apple macOS, iOS and iPadOS devices in an enterprise environment

Prior experience working in healthcare, health insurance or financial environments as it relates to HIPAA, PCI, SOC2, HITRUST and CMS Compliance

Bachelor's degree in an IT related field or equivalent work experience

Extensive working knowledge of multiple technologies and their interfaces and integration

Competent working in one or more environments highly integrated with an operating system

Extensive experience implementing and administering/managing technical solutions in major, large-scale system implementations

High critical thinking skills to evaluate alternatives and present solutions that are consistent with business objectives and strategy

Ability to manage tasks independently and take ownership of responsibilities

Ability to learn from mistakes and apply constructive feedback to improve performance

Ability to communicate technical information clearly and articulately

Ability to adapt to a rapidly changing environment

What We Prefer

JAMF Certified Administrator or higher-level JAMF certification required

Advanced working knowledge and experience managing JAMF Pro, including policies, configuration profiles, smart groups, patch management, extension attributes and API/scripted automation

Advanced experience with Apple Business Manager, Automated Device Enrollment (ADE), and Apple's Volume Purchase Program (VPP)

Advanced experience with macOS imaging, packaging (PKG/DMG), Jamf Composer and scripted software deployment

Design and administration of zero-touch deployment and MDM enrollment workflows for Mac, iOS and iPadOS devices

Experience implementing Declarative Device Management (DDM) alongside traditional MDM payloads

Strong knowledge of macOS security and compliance baselines (FileVault, Gatekeeper, System Integrity Protection, CIS benchmarks)

Experience integrating Apple devices with identity/SSO providers such as Okta or Microsoft Entra ID, including Platform SSO

Experience with patch and software deployment automation using AutoPkg, Installomator, or Munki

Experience deploying and maintaining endpoint security/EDR agents on macOS

Experience with Apple Configurator for supervised device workflows

Multiple Site support

Confidence supporting 10,000 plus user site/sites

Working knowledge of Active Directory and LDAP as they relate to device binding and authentication integration

Installation, management and administration of SSL Certificates leveraging JAMF Pro as well as external enterprise tools

Working knowledge of SSL/TLS protocols, standards and methodologies

Working knowledge of networking fundamentals as they relate to endpoint deployment, including VPN, 802.1x, proxy, and DNS/DHCP for zero-touch enrollment

Strong PowerShell and Bash/shell scripting experience, including JAMF API scripting for automation

Strong knowledge of Apple device implementation and management in a clinic environment

Evaluates current procedures and processes for accomplishing department objectives and continuously develops and implements improved practices

Responsible for proper escalation, communications, and management of production system problems

Contact vendors for problem and incident resolution

General Physical Demands

Exerting up to 10 pounds of force occasionally to move objects.

Jobs are sedentary if traversing activities are required only occasionally.

What We Offer

As a Florida Blue employee, you will be at the heart of GuideWell’s vision – to lead the nation in transforming healt