Loadsmart
Loadsmart2mo ago
USD 70000–100000/yr

IT Operations Lead

ChicagoFull-Timelead
OtherIT & AdministrationIt Operations EngineerIt OperationsInfrastructure & Cloud
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Quick Summary

Overview

ARE YOU INTERESTED IN JOINING AN INNOVATIVE LOGISTICS TECHNOLOGY COMPANY? Loadsmart is a growth-stage technology company valued at over $1 billion (a true Tech Unicorn)!

Technical Tools
awsconfluencegoogle-workspacejirapower-bipythonslackzoomnetworkingsaas
ARE YOU INTERESTED IN JOINING AN INNOVATIVE LOGISTICS TECHNOLOGY COMPANY?
 
Loadsmart is a growth-stage technology company valued at over $1 billion (a true Tech Unicorn)!
 
We are a collection of industry veterans and user-centered engineers using innovative technology to fearlessly reinvent the future of freight by helping shippers, brokers, warehouses and carriers to move more with less.
 
With headquarters in Chicago and a globally distributed remote team, Loadsmart continues to attract top talent committed to driving meaningful change. We seek professionals who embody our core values: curiosity, clarity, results, commitment, and teamwork.
We are looking for a talented and driven IT Operations Lead to join our team! We are seeking someone who is hands-on, strategic, and thrives in a dynamic and fast-paced global company.
 
In this role, you will run our Corporate IT function, ensuring that Loadsmart's technology environment is secure, reliable, and scalable. You will own IT strategy, day-to-day operations, SaaS governance, and the systems that keep our workforce productive, while collaborating closely with Security, Platform Operations, HR, and Finance.
 
Job Type: Exempt
DEPARTMENT: Technology
LOCATION: Chicago, USA, onsite 5 days a week
  • Own end-to-end IT service delivery, including help desk, incident management, request fulfillment, and escalation workflows
  • Administer identity and access management platforms (Okta, Google Workspace, Auth0), including SSO integrations, MFA policies, and employee lifecycle management
  • Manage core collaboration and productivity platforms (Google Workspace, Slack, JIRA/Confluence, Okta, Zoom), including configuration, integrations, and license management
  • Manage endpoint devices across Mac, Windows, and mobile via MDM, including patching, encryption, and compliance policies
  • Own IT vendor relationships, contract negotiations, license utilization, and budget tracking across the SaaS portfolio, including procurement of IT equipment and laptops
  • Partner with Security on endpoint protection, SOC 2 compliance requirements, and corporate security policy enforcement
  • Maintain a comprehensive SaaS inventory and lead Shadow IT discovery and rationalization to reduce risk and redundancy
  • Manage corporate network infrastructure, including LAN, WAN, Wi-Fi, firewalls, VPN, and DNS across office locations
  • Automate repetitive IT processes such as onboarding, access provisioning, and inventory tracking through scripting and workflow tools
  • Define and communicate company-wide IT policies and track/report IT KPIs and operational health to stakeholders
  • Drive operational maturity through documentation, runbooks, knowledge base development, and continuous process improvement
  • 5+ years of experience in IT operations, systems administration, or corporate IT management, with at least 2 years in a leadership or lead role
  • Deep knowledge of identity and access management (Okta, Google Workspace Admin, SSO/SAML, SCIM)
  • Strong experience with endpoint management (MDM solutions for Mac and Windows), device lifecycle, and patching strategies
  • Solid networking fundamentals: routers, switches, firewalls, VPN, Wi-Fi, and DNS
  • Experience with SaaS vendor management: procurement, license optimization, contract negotiation, and Shadow IT discovery
  • Good understanding of information security concepts and compliance frameworks (SOC 2)
  • Experience with IT service management practices: ticketing systems, SLA management, and incident response
  • Excellent written and spoken English communication skills, ability to collaborate across a distributed, international team
  • Hands-on scripting ability (Python, Bash, or similar) for automation of IT workflows
  • Experience with AWS cloud fundamentals (IAM, basic networking, cost awareness)
  • Familiarity with IT asset management tools and practices
  • Familiarity with drive imaging, OS flashing, and hardware-level diagnostics
  • Industry certifications (ITIL, CompTIA, Google Workspace Admin, Okta Certified)
  • Experience supporting a startup or mid-sized company (~300–500 employees) in a fast-paced environment
  • Familiarity with BI tools (PowerBI, Superset) and data-driven IT reporting
  • Experience with LTE/cellular networking and IoT or edge device management
  • Familiarity with drive imaging, OS flashing, and hardware-level diagnostics

    • Location & Eligibility

    Where is the job
    Chicago
    On-site at the office
    Who can apply
    Same as job location
    Listed under
    Worldwide

    Listing Details

    Posted
    March 3, 2026
    First seen
    March 26, 2026
    Last seen
    May 14, 2026

    Posting Health

    Days active
    48
    Repost count
    0
    Trust Level
    42%
    Scored at
    May 14, 2026

    Signal breakdown

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    Be part of the logistics revolution. Welcome to our Career Page.

    Employees
    350
    Founded
    2014
    Domain
    loadsmart.com
    Jobs
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    LoadsmartIT Operations LeadUSD 70000–100000
    Apply Now