The Role
The IT Operations Lead will oversee corporate IT functions, manage service delivery, vendor relations, security compliance, and facilitate automation while collaborating with various departments to ensure effective technology use.
Summary Generated by Built In
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
WHAT YOU GET TO DO:
- 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
REQUIRED QUALIFICATIONS:
- 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
Nice to have
- 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
WORKING AT LOADSMART:
• Competitive base salaries - we believe in rewarding top talent
• Extremely competitive Equity package - become a shareholder in our company!
• Loadie Time Off - PTO and sick days without a limit
• Comprehensive Medical, Dental, and Vision insurance plans
• 401k Match
*Applicants must be currently authorized to work in the United States on a full-time basis. Loadsmart will not sponsor applicants for work visas.
At Loadsmart, we believe our biggest asset is our people. We are proud to be an equal opportunity employer, hiring and developing individuals from diverse backgrounds and experiences to add to our collaborative culture. Loadsmart treats all candidates and employees with respect and does not discriminate in our recruiting, hiring, and promoting processes, including on the basis of race, color, religion, sex, age, sexual orientation, gender identity and/or expression, national origin, veteran status, or disability.
It is the policy of Loadsmart that all offers of employment made shall be contingent upon successful completion of electronic background check(s). These checks will be job-related, consistent with business necessity and conducted by our vendor, pursuant to all applicable laws, rules, policies and procedures of our candidates' specific locale.
Loadsmart Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Loadsmart and has not been reviewed or approved by Loadsmart.
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Leave & Time Off Breadth — Unlimited PTO (“Loadie Time Off”) and sick time are described in postings as available without a limit, broadening flexibility for time away. Availability is noted across many U.S. roles, though exact application can vary by position and location.
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Healthcare Strength — Comprehensive medical, dental, and vision coverage is consistently cited in job postings, indicating a solid core health offering. This breadth forms a standard tech-style benefits baseline for U.S. employees.
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Equity Value & Accessibility — Stock options are frequently offered and positioned as competitive alongside base pay and other benefits. This ownership component is presented as a meaningful part of total rewards.
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The Company
What We Do
We are industry veterans and data-scientists using innovative technology to fearlessly reinvent the future of freight. As the ‘nerds of logistics’, we seek intelligence in data to solve deep-rooted inefficiencies in the industry. We give shippers, brokers and carriers access to our data connections (linking supply and demand) and suite of award-winning solutions to strike the perfect balance of cost and service. We’re creating a more efficient and environmentally responsible way to move more with less. For more information, please visit: https://loadsmart.com
