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Chicago, Illinois, United States
Onsite
About Us
Perk (formerly TravelPerk) is the intelligent platform for travel and spend management. Built to tackle the time-consuming, manual work that gets in the way of real work, our tools automate everything from travel bookings to expenses, invoice processing, and more. By eliminating this shadow work that wastes hours, erodes morale, and saps innovation, we're on a mission to power real work, with real impact.
We're trusted by more than 12,000 companies worldwide, including Bolt, GoCardless, and Fabletics, and we're tackling the 7 hours of lost productivity per employee each week, a $1.7 trillion problem.
Founded in 2015, Perk has grown into a global company of more than 1,800 people across 12 offices globally, with headquarters in London and Boston. We combine innovation, control, and simplicity to transform how businesses work and how people feel at work.
At Perk, we're driven by our values, like being an owner, delivering a 7-star experience, and working as one team. We value curiosity, purpose, and mindset, not just knowledge, to unlock the power in your potential. Our talent team brings together leading minds from the travel, fintech, and SaaS industries, representing over 70 countries. If you're excited about having a real impact and shaping how millions of people experience work, we'd love you on the team.
Visit www.perk.com to learn more.
Location: Chicago, (On-site, within commuting distance to the Chicago hub)
The Role:
We are looking for an ambitious, motivated and knowledgeable TechOps Specialist to help build a world-class IT experience at Perk.
In this role you will be an instrumental part of every aspect of IT at Perk. You will be responsible for everything from helping users day-to-day to delivering big projects that alter the course of the company.
You will need to be smart, pragmatic, comfortable with ambiguity and people-focused. You should have a background in something technical and love learning how things work in IT. The more experience the better!
What you'll do:
As an Senior IT Support Specialist, you’ll play a hands-on role in supporting our fast-moving, AI-focused startup. You’ll be the go-to person for day-to-day IT needs, especially those related to Mac support, hardware lifecycle management, and office IT logistics.
You’ll be expected to manage procurement for the local site and proactively improve existing setups and processes on instinct. This is a role for someone who thrives in execution mode and enjoys solving problems quickly and efficiently.
Your responsibilities will include:
IT Support: Serve as a first line of defense for employee IT issues, collaborate and resolve issues across all hubs and display a deep focus on macOS troubleshooting, application support, and network connectivity.
Hardware Management: Own the full device lifecycle including procurement, deployment, inventory tracking, loaner pool oversight, and device re-provisioning for offboarded users.
Accessory & AV Oversight: Manage inventory of peripherals and maintain conference room AV systems to ensure smooth daily operations alongside our existing AV team.
IT Onboarding: Assist with laptop and macbook onboardings as users work through zero touch deployment
Proactive Planning: Monitor hardware aging and coordinate refresh cycles to stay ahead of team needs. Factor in time to improve solutions and processes at your local hub and instinctively begin working on them immediately
IT Logistics: Support software installs, device shipments, office moves, and other day-to-day IT coordination needs.
What you'll bring
Experience: 5+ years in IT support or systems administration, with strong MacOS experience in a fast-paced or startup environment.
Objectively show you have administrated core tooling at your current role not only had it provisioned for you to maintain.
Technical Proficiency: Comfort with endpoint management tools, MDM systems (e.g., Jamf, Kandji and/or Intune), and troubleshooting across Mac/Windows hardware/software.
Organization: Highly organized with a systems-oriented mindset,able to track devices and inventory across multiple offices, beneficial if hands-on experience with Oomnitza.
Execution Focused: Bias for action and ability to troubleshoot, solve problems, and follow through independently.
Communication: Friendly, clear communicator who can help teammates quickly and patiently,whether they’re in-office or remote.
Active contributor to our AI related improvement planning and can display delivery of impact over effort
Even better...
Experience supporting hybrid teams or distributed environments.
Familiarity with AV equipment and tools like Zoom Rooms, Logitech or Polycom setups.
Experience with light software development or API integrations to enhance fleet administration and tooling (IT workflows)
What do we offer?
Competitive compensation, including equity in Perk
Generous vacation days so you can rest and recharge
Comprehensive benefit plans covering medical, dental, vision, life, and disability with coverage from your start date
Financial benefits like 401k or Roth with company matching, and HSA or FSA plan
Subscription to Wellhub, the gym benefit
Family services that include adoption benefits and paid parental leave from 12 to 16 weeks
Global presence and hybrid working style
Unforgettable Perk events, including travel to one of our hubs
📚 Learning and professional development opportunities
iFeel - a mental health support tool with access to therapists year round
Exponential growth opportunities
16 paid hours per year to volunteer for a cause of your choice
"Work from anywhere" allowance of 20 working days per year
Compensation Range for role
$97,500 – $115,000
AI at Perk
AI is embedded in how we work across every function. The tools you'll use day-to-day are AI-enabled so you can move faster and spend more time on the work that matters. In practice, that means using AI to research and prioritise accounts, draft and refine outreach, handle customer interactions more effectively, synthesise information, and cut through shadow work - the invisible tasks that pull people away from the work only they can do - so you can focus on relationships and outcomes.
How We Work
At Perk, we take an IRL-first approach to work, where our team works together in-person 3 days a week. As such, this role requires you to be based within commuting distance of our hubs. We fundamentally believe in the value of meeting in real life to improve connectivity, productivity, creativity and ultimately making us a great place to work.
For certain roles, we can help with relocation from anywhere in the world, English is the official language at the office. Please submit your resume in English if you choose to apply. Do not forget to submit an updated portfolio and/or resume.
Perk is a global company with a diverse customer base, and we want to make sure the people behind our product reflect that. We’re an equal opportunity employer, which means you’re welcome at Perk regardless of how you look, where you’re from, or anything else that makes you, well, you.
Protect Yourself from Recruitment Scams
All official communication from Perk will always come from email addresses ending in @perk.com or @externalperk.com, our verified social media channels, or recruiters listed on our official LinkedIn page. We will never ask you to pay for equipment, training, or fees, request sensitive personal information such as bank details early in the process, or communicate through unofficial apps like WhatsApp, Telegram, or Signal. If you receive a message claiming to be from Perk that seems suspicious, please do not respond. Forward it to security [at] perk .com, and we will confirm whether it is legitimate.
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