Senior TechOps Specialist

Traveltechessentialist; Chicago (IL); On-site; USD 75,000 - 100,000; Full time

Benefits offered by this job

Equity in Perk

Generous vacation days

Medical, dental, vision, life, and $/S

401k with company match

Wellhub gym benefit

Parental leave

Job summary

Perk is seeking a TechOps Specialist to strengthen our IT backbone. You will handle day-to-day IT support, macOS troubleshooting, and hardware lifecycle management across our hybrid offices.

The role emphasizes quick problem solving, strong collaboration, and a passion for excellent user experiences. Ideal candidates bring 3–5+ years in IT, hands-on experience with Mac hardware/software, and familiarity with Jamf, Apple Business Manager, and end-to-end device provisioning.

Qualifications

• 3-5+ years in IT support or systems administration, with strong MacOS experience in a fast-paced or startup environment.
• Comfort with endpoint management tools and troubleshooting across Mac hardware/software.
• Organized with a systems mindset, able to track devices and inventory across offices.

Responsibilities

• IT Support: first line for employee IT issues, focusing on macOS troubleshooting, application support, and network connectivity.
• Hardware Management: own device lifecycle—procurement, deployment, inventory tracking, loaner pool oversight, re-provisioning.

Skills

MacOS troubleshooting

IT support

Hardware lifecycle

MDM systems

Device inventory

Clear communication

Tools

Jamf

Oomnitza

Apple Business Manager

Zoom Rooms

AV systems

Zero-touch deployment

Job description

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 10,000 companies worldwide, including Wise, On Running, Breitling, 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 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:

Boston, (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, adaptable, 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 a TechOps Specialist, you'll play a tactical, 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. 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 the first line of defense for employee IT issues, with deep focus on macOS troubleshooting, application support, and network connectivity.

• Hardware Management: Own the full device lifecycle - procurement, deployment, inventory tracking, loaner pool oversight, and device re-provisioning for offboarded users.

• Repair & Warranty Coordination: Interface with vendors for repairs, warranty claims, and AppleCare tracking.

• Accessory & AV Oversight: Manage inventory of peripherals and maintain conference room AV systems to ensure smooth daily operations.

• IT Onboarding: Set up laptops and essential software for new hires, delivering a seamless onboarding experience.

• Proactive Planning: Monitor hardware aging and coordinate refresh cycles to stay ahead of team needs.

• IT Logistics: Support software installs, device shipments, office moves, and other day-to-day IT coordination needs.

What you'll bring

• Experience: 3-5+ years in IT support or systems administration, with strong MacOS experience in a fast-paced or startup environment.

• Technical Proficiency: Comfort with endpoint management tools, MDM systems (e.g., Jamf), and troubleshooting across Mac 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.

Even better...

• Experience supporting hybrid teams or distributed environments.

• Familiarity with AV equipment and tools like Zoom Rooms, Logitech or Polycom setups.

• Past experience working with Apple Business Manager or zero-touch deployment tools.

• Passion for documentation, process improvement, and enabling others to solve simple issues themselves.

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

Compensation for this role is a combination of salary and stock options. The anticipated base salary range is $75-000 - 100,000 per year. Actual compensation may vary based on specific qualifications, experience, and other job-related factors.

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.

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.