SpotHero is looking for a hands-on IT Manager to lead and evolve our internal technology operations, ensuring our team has the tools, infrastructure, and support they need to do their best work. This is a player/coach role: you’ll be directly responsible for systems administration and hands-on technical work while also driving strategy, leading initiatives, and managing a small team. We’re seeking someone with deep IT operations expertise who thrives in fast-moving environments and can bridge engineering, security, and business teams.

Who we are

At SpotHero, we empower people to get everywhere, easier! Our marketplace connects drivers with parking spots through mobile, app and web, helping them save time and money. At the same time, we provide parking operators with powerful tools to manage inventory, reach new customers, and grow their businesses. We’re bringing the parking industry into the future through technology and innovation.

What you will do

• Build and lead SpotHero’s IT operations program across endpoint management, SaaS administration, networking, and corporate infrastructure.
• Manage and mentor IT team members, fostering a culture of accountability, continuous improvement, and service orientation.
• Own and optimize our corporate technology stack, including Google Workspace, Atlassian (Jira, Confluence), Slack, Zoom, and Okta.
• Define and oversee endpoint fleet strategy using Jamf and Intune, including security baselines, MDM configuration, and device lifecycle management across macOS and Windows.
• Champion IT service delivery and operational excellence, tracking SLAs, ticketing workflows, and self-service resources that reduce friction for employees.
• Partner with Security to ensure endpoint compliance, identity and access management best practices, and alignment on corporate security policies.
• Oversee onboarding and offboarding processes, ensuring seamless provisioning and deprovisioning of accounts, devices, and access across all systems.
• Manage and evolve the Chicago office network and infrastructure, including Wi-Fi, video conferencing and AV systems, and physical access controls.
• Drive vendor evaluation, procurement, and relationship management for IT hardware, software, and services.
• Develop and maintain IT documentation, policies, and runbooks to support operational consistency and knowledge sharing.
• Plan and manage the IT budget, tracking spend against forecasts and identifying cost optimization opportunities.
• Support compliance and audit efforts (SOC 2, etc.) by maintaining IT controls, access reviews, and asset inventory documentation.

What you bring

• 5+ years in IT operations or systems administration, 2+ years of people or initiative leadership experience.
• Strong technical background with hands-on ability: scripting (Python, Bash, PowerShell), MDM platforms (Jamf, Intune), identity providers (Okta), and SaaS administration.
• Primary expertise in macOS with solid proficiency in Windows environments.
• Deep knowledge of corporate IT as it applies to modern cloud-first, SaaS-heavy organizations.
• Experience managing network infrastructure, including wireless access points, routers, switches, and VPN in a corporate office setting.
• Great communication skills and the ability to influence without authority across teams.
• Passion for mentoring, documentation, and building scalable, repeatable IT processes.

Nice to have

• Experience supporting compliance frameworks like SOC 2 or ISO 27001 from an IT controls perspective.

Seeking candidates in: 

• Chicago, IL - 2 days per week in office 

What we are offering:

• Career game changer – A truly unique experience to work for a fast-growing startup in a role with unlimited growth potential.
• Excellent benefits
• We cover a generous portion of Medical Premiums, 50% of Dental and Vision Premiums, company-sponsored Life Insurance, STD, and AD&D coverage, a 401(k) with match and immediate vesting, and comprehensive leave policies to meet your needs in creating space for life.
• Flexible PTO policy and outstanding work/life balance – We value and support each individual team member.
• Grubhub weekly lunch stipend for in-office days 
• Udemy License and Personal Learning Budget – We support the professional and personal growth of our people by providing everyone with learning resources and development opportunities. 
• Annual parking stipend – Duh. We help people park!
• The opportunity to collaborate with fun, innovative, and passionate people in a casual yet highly productive atmosphere.
• Our commitment to allyship has been a central driver of how we Respect Fellow Drivers. You’ll have the opportunity to be part of Employee Resource Groups, access allyship learning resources, and actively contribute to our ongoing effort of making SpotHero inclusive for all.
• Employee programs to grow and support our people such as Discovery Days for Product and Engineering, Gearing up for Aspiring Leaders, and Mentorship Program. 
• Wellness program – a workplace that actively supports your physical and mental wellbeing through ongoing events, initiatives, resources, and thoughtful perks and benefits. 
• A workplace recognized as CityLights award winner by 1871, 2026 Best Places To Work by BuiltIn, Most Loved Workplace Certified by the Best Practice Institute, and recipient of multiple Comparably awards, including Best Company Culture, Best Company for Women, and Best Company for Diversity.

Compensation in Illinois:

• Depending on your skillset and experience, you can expect your base salary to be between $112,000 - $140,000 as well as a discretionary bonus and leading total rewards package.

At SpotHero, we Respect Fellow Drivers by providing an inclusive interview experience for everyone, including people with disabilities. We are happy to provide reasonable accommodations to candidates in need of individualized support during the hiring process. Please let our team know of your need when you apply or as you begin interviewing with our team.

SpotHero is an equal opportunity employer. We know that a diverse workforce is the strongest workforce, and are committed to building and supporting an inclusive environment for all.Additionally, because we want to Remember to Signal, if you choose to provide us personal information in connection with a job application, please review our Applicant Privacy Notice which provides details about what information we collect and process about you in order to consider your candidacy.

PLEASE NOTE: This position is ineligible for visa sponsorship. To be considered for this role, you must be legally authorized to work in the US and not require sponsorship for employment now or in the future.