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Job Information

Hub International Senior Systems Engineer, Microsoft and Messaging in Chicago, Illinois

The Sr. Engineer, Microsoft & Messaging will help HUB International modernize the IT environment by identifying problems, evaluating options, designing solutions, and executing on deployment of best-practices based infrastructure across a broad set of on-premises and cloud-based technologies.


  • Deliver cost-effective, enterprise-scale, highly available infrastructure on-premises and in the cloud with a focus on automation, supportability, and standards.

  • Design and implement a best-practices messaging and collaboration platform built on a hybrid Azure AD/Office 365 and on-premises Active Directory environment including Exchange, Teams, Skype for Business, OneDrive, Yammer, SharePoint, and supporting tools.

  • Create documentation and standard operating procedures for all build and deployed infrastructure.

  • Proactively identify potential issues with performance, capacity, usability, or supportability and design solutions to continuously improve the infrastructure environments.

  • Collaborate with IT and business teams to deliver appropriate solutions.

  • Act as senior escalation point for assigned technologies, providing support to other engineering and operations team members.

  • Mentor and train individuals on best-practices, troubleshooting, and automation.

  • Understand industry trends and provide input on infrastructure lifecycle and what’s next for HUB International’s IT Infrastructure.

  • Participate in major incident reviews, assisting in the identification of root cause and remediation needed to permanently restore service.


  • 6+ years of senior level enterprise experience with the following technologies:

  • Microsoft Windows Server (2012, 2016, 2019)

  • Active Directory and Azure AD

  • Office 365 – Exchange Online, Teams, Skype for Business Online, SharePoint Online, OneDrive

  • Intune and System Center products

  • Microsoft Identity Manager

  • Exchange (2010, 2013, 2016, and 2019)

  • ADFS, SSO, and SAML

  • Group Policy

  • 5+ years of experience with scripting (Powershell and/or Python)

  • 5+ years of experience acting as technical subject matter expert (SME) on one or more of the following types of enterprise projects:

  • Skype for Business Online to Teams migration

  • Exchange 2013 to 2016/2019 Upgrade

  • Microsoft Identity Manager upgrade

  • Intune deployment

  • Server upgrade or migration

  • Automation and standardization implementation

  • 3+ years of experience with enterprise journaling and e-discovery tools (Enterprise Vault Cloud and SMARSH)

  • Preferred Skills

  • AWS, Azure, and/or Nutanix

  • Linux (RHEL)

  • Strong leadership skills with ability to see projects and initiatives through to completion.

  • Demonstrated high level analytical and problem-solving skills, including the ability to identify new opportunities and technical methods to solve business problems.

  • Microsoft of other industry certifications preferred.

Join a Winning Team at HUB International

When you join the team at HUB International, you become part of the 5th largest global insurance broker, providing a broad array of property, casualty, risk management, life and health, employee benefits, investment and wealth management products and services. Becoming a part of HUB means that you thrive in an entrepreneurial and fast paced team environment supported by over 12,000 professionals in 450 offices across North America. You will be able to actively contribute to our track record of year over year growth fueled by innovative new products and services, mergers and acquisitions, and a great team of people. As part of our talent engine, you will exemplify our strong core values which drive our unique corporate culture. HUB’s entrepreneurial spirit is evident in our people, products and philanthropic initiatives and we are passionate about our talent!


Department Information Technology

Required Experience: 7-10 years of relevant experience

Required Travel: No Travel Required

Required Education: High school or equivalent

HUB International Limited is an equal opportunity and affirmative action employer that does not discriminate on the basis of race/ethnicity, national origin, religion, age, color, sex, sexual orientation, gender identity, disability or veteran's status, or any other characteristic protected by local, state or federal laws, rules or regulations. The EEO is the Law poster and its supplement is available here at

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E-Verify Program

We endeavor to make this website accessible to any and all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please contact the US Recruiting Team toll-free at (844) 300-9193 This contact information is for accommodation requests only; do not use this contact information to inquire about the status of applications.

Hi, we’re HUB.

In a rapidly changing world, we advise businesses and individuals on how to prepare for the unexpected.

When you partner with us, you're at the center of a vast network of experts who will help you reach your goals through risk services, claims management, and compliance support.

And this gives you the peace of mind that what matters most to you will be protected — through unrelenting advocacy and tailored insurance solutions that put you in control.

About HUB International

Headquartered in Chicago, Illinois, HUB International Limited (HUB) is a leading full-service global insurance broker providing property and casualty, life and health, employee benefits, investment and risk management products and services. From offices located throughout North America, HUB’s vast network of specialists provides peace of mind on what matters most by protecting clients through unrelenting advocacy and tailored insurance solutions. For more information, please visit