Staff Software Engineer - Boston

Perk•Boston, MA

8d•$174,000 - $205,000•Hybrid

About The Position

Perk (formerly TravelPerk) is seeking a Staff Software Engineer to join their growing engineering team in North America. This role will be instrumental in a new product launch and offers a unique opportunity to shape a product from its inception. Perk is an intelligent platform for travel and spend management, aiming to automate manual tasks and improve productivity. The company has over 1,800 employees globally and is committed to its values of ownership, delivering a 7-star experience, and working as one team. They value curiosity, purpose, and mindset, and are looking for individuals who are excited about making a significant impact.

Requirements

Product engineering mindset: ability to work end-to-end, from understanding customer problems to deployment and measuring impact.
Cross-team technical leadership: proven experience coordinating significant, multi-team technical initiatives, managing dependencies, aligning stakeholders, and keeping long-horizon projects 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: experience running own services, including monitoring, testing, rolling out, and operating them in production.
Domain complexity: experience working in a domain with significant underlying complexity, ideally flights or travel, but also fintech or similar industries with complex underlying systems.
Backend-heavy, full-stack comfortable: comfortable across both backend (approx. 80%) and frontend (approx. 20%), with depth in backend systems.
Operational maturity: experience leading observability and reliability practices, defining SLOs, handling incidents, and conducting blameless post-mortems.
Mentorship and influence: a track record of levelling up engineers through mentorship, design reviews, and by modelling great engineering.
AI-driven development: experience with, or strong interest in, modern AI-augmented workflows, including agentic coding and AI-assisted code review.
Ability to learn quickly (if using different tools than Python and AWS).

Nice To Haves

Experience with Python and AWS (though open to those who learn quickly).

Responsibilities

Own the technical vision across teams, contributing to annual and quarterly plans in collaboration with product managers, engineering managers, and other engineers.
Translate plans into clear, actionable priorities for teams.
Be hands-on, actively contributing within one or two teams, mentoring engineers, unblocking delivery, and working with dependent teams on shared projects.
Turn higher-level business goals into engineering approaches, proposing annual objectives and identifying architectural changes needed for scale.
Ensure teams invest energy where it counts most.
Support engineers through direct mentorship, design reviews, and pairing.
Explain technical complexity to the wider business and help the team level up their skills.
Coordinate across squads, contribute to engineering initiatives, and drive alignment across the broader organization.
Connect the dots when dependencies or blockers arise.

Benefits

Competitive compensation and equity ownership
20 vacation days
12 public holidays
Three medical plans with company contributions
HSA option when enrolling in an HDHP medical plan
Comprehensive benefit plans covering dental, vision, and Wellhub’s gym subscription from start date
Life and disability policies from start date
Options to add extra protection through voluntary buy-up plans
401(k) plan with company matching contributions
Partner discounts on pet insurance
Unforgettable Perk events, including annual summer party
Spring Health wellbeing support (12x therapy and 12x coaching sessions)
12-16 weeks’ paid parental leave
16 paid hours per year for volunteering
Up to 20 "Work from Anywhere" days per year
Four-week, fully paid sabbatical after 5 years
Relocation support