Staff Software Engineer - Boston

Staff Software Engineer

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.

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Perk is growing its engineering footprint in North America, and we're looking for a Staff Software Engineer to help us do it right. You'll play a central role in a new product launch as Perk continues its expansion - a rare chance to shape something from the ground up.

What It Means To Be A Staff Engineer At Perk:

• Own the technical vision across teams.
• You'll work across multiple teams to coordinate a shared technical direction. This means contributing to the creation of annual and quarterly plans in collaboration with product managers, engineering managers, and other engineers — and translating that into clear, actionable priorities that teams can work to today.
• Be hands-on, with purpose.
• Staff engineers at Perk are mostly hands-on — spending the majority of their time actively contributing within one or two teams, and the rest mentoring engineers, unblocking delivery, and working with dependent teams to move shared projects forward. You won't be pulled into excessive meetings or committees with a focus on impactful collaboration.
• Shape how we work, not just what we build.
• You'll take higher-level business goals and turn them into engineering approaches. That means proposing the shape of annual objectives, identifying architectural changes needed for scale, and making sure the team is investing its energy where it counts most — not just staying busy.
• Raise the bar for everyone around you.
• Staff engineers are mentors and multipliers. You'll support engineers through direct mentorship, design reviews, and pairing. You'll help explain technical complexity to the wider business — including why certain things take the time they do — and help the whole team level up their skills to better apply them to the domain.
• Lead across boundaries.
• Your influence won't stop at your own team. You'll coordinate across squads, contribute to engineering initiatives, and drive alignment across the broader organization. When there are dependencies or blockers, you'll be the one connecting the dots.

Desired Skills And Experience:

• Product engineering mindset: you work end to end — from understanding customer problems alongside product, through to deployment and measuring impact. Technical skill alone isn't enough; you need to be able to own a problem fully.
• Cross-team technical leadership: proven experience coordinating significant, multi-team technical initiatives where you've had to manage dependencies, align stakeholders, and keep a longer-horizon project moving.
• Architectural judgment: ability to design scalable, evolvable systems and articulate a clear technical roadmap — balancing long-term thinking with pragmatic, near-term delivery.
• "You build it, you run it" experience: you've run your own services — monitoring, testing, rolling out, and operating them in production. The tools may differ; the mindset shouldn't.
• Domain complexity: experience working in a domain with significant underlying complexity — ideally flights or travel, but also fintech or any industry where you've had to build reliable, customer-facing products on top of messy, constrained underlying systems.
• Backend-heavy, full-stack comfortable: our stack is roughly 80% backend, 20% frontend. You should be comfortable across both, with the depth in backend systems. We use Python and AWS; we're open to people who've used different tools, as long as they can demonstrate they learn quickly.
• Operational maturity: experience leading observability and reliability practices; defining SLOs, handling incidents, and conducting blameless post-mortems.
• Mentorship and influence: a track record of leveling up engineers around you through mentorship, design reviews, and by modeling what great engineering looks like.
• AI-driven development: experience with — or a strong interest in — modern AI-augmented workflows, including agentic coding and AI-assisted code review.

What We Offer:

• Receive competitive compensation and equity ownership in Perk
• Rest and recharge with our generous allocation of 20 vacation days and 12 public holidays
• Enjoy the flexibility of three medical plans to choose from, with company contributions and an HSA when enrolling in an HDHP medical plan
• Take control of your physical health with additional comprehensive benefit plans, covering dental, vision and Wellhub's gym subscription from your start date
• Rest assured that you're covered by life and disability policies from your start date, with options to add extra protection through voluntary buy-up plans
• Plan for your future with our 401(k) plan with company matching contributions
• Care for your furry friends through partner discounts on pet insurance
• Join our unforgettable Perk events, including our spectacular annual summer party
• Always feel supported with Spring Health, our market-leading wellbeing partner, providing fast, comprehensive access to 12x therapy and 12x coaching sessions for you and your loved ones
• Focus on your family with 12-16 weeks' paid parental leave
• Contribute to your community with 16 paid hours per year to spend volunteering for your dearest charitable causes
• Broaden your horizons with up to 20 "Work from Anywhere" days per year
• Follow your passions and take a four-week, fully paid sabbatical once you reach 5 years
• Let us help you move to one of our hubs with relocation support

Compensation: Compensation for this role is a combination of salary and stock options. The anticipated base salary range is $174,000 - $205,000 per year. Actual compensation may vary based on specific qualifications, experience, and other job-related factors.

AI At Perk:

• AI is embedded in how we work and what we build. It spans the whole workflow: our Notion, Jira, GitHub and Slack are AI-connected so you get up to speed fast, and day-to-day it helps with specifying features, writing and reviewing code, and automated AI PR review on every pull request. When something goes wrong in production, AI surfaces context across systems quickly. We also embrace agentic coding, using AI as an active collaborator, not just a prompt-by-prompt co-pilot.
• We expect candidates to use AI tools in our coding interviews. The bar is understanding your code and owning what you produce. That reflects how we work every day.

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