Director of Go-to-Market Engineering
perk · Chicago ·
- Seniority
- C level
- Category
- Sales
- Experience
- 5+ years
perk · Chicago ·
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 to learn more.
We are hiring our first Director of Go-to-Market Engineering.
Perk's revenue organisation is 800 people selling to more than 10,000 companies. Behind them sits a CRM, an enrichment and signal stack, a growing set of AI agents - and a lot of manual work that no longer needs to exist. Your job is to remove it and to build the automated systems that replace it.
You will own GTM Engineering end-to-end: which tools we use, how the architecture fits together, what gets built, and what it does for revenue. You report to the VP of Revenue Operations, lead a small senior team across Europe and North America, and work across SDR, Account Executive, and Account Management - a few high-impact projects each quarter.
This is a player-coach role, and we mean it. You will be in Clay, in the orchestration logic, in the agent workflows, building alongside a team doing the same. You're using your experience to guide and coach them to accelerate the pace.
The other half of the job is commercial. The best GTM engineers we have met can sit with a regional Sales VP, work out why their pipeline isn't converting, and leave with the right thing to build. That instinct matters more to us than any single tool on a CV.
Define Perk's GTM engineering architecture - how CRM, enrichment, signal, sequencing, orchestration and data layers fit together.
Make the tooling calls: what we adopt, what we consolidate, what we retire, and why it pays for itself.
Set the roadmap with the VP of Revenue Operations, Sales leadership, and the Revenue Systems and Data teams.
Establish the standards the team builds to - version control, documentation, testing, and rollback.
Design and build in Clay: tables, waterfall enrichment, AI columns, webhooks and API integrations in production.
Own the orchestration layer - the logic deciding which records enter a workflow, when, and on what criteria. This is where GTM automation succeeds or fails.
Build agentic workflows on modern LLM and agent tooling to take research, qualification, summarisation and data entry off people entirely.
Write the code the job needs - Python, SQL, SOQL or TypeScript.
Own account prospecting automation globally: TAM sourcing, enrichment, ICP and intent scoring, prioritisation and distribution.
Give AEs their selling time back - CRM autofill, quoting, meeting prep, opportunity hygiene, first outbounds.
Build account intelligence for Account Management: risk signals, whitespace, account planning.
Take each project from prototype to production properly - instrumented and validated before it scales.
Turn commercial problems into technical architecture, and technical output into impact a revenue VPs recognises.
Understand Perk's revenue goals and how to leverage AI capabilities for us to achieve them quicker and more efficiently.
Understand and drive clear and tangible commercial outcomes. For example, how to reduce the time that quota-carrying roles spend on non-core activities such as account research, be able to quantify the impact, and clearly communicate the outcomes to leadership.
Lead and grow a small, senior team across Europe and North America.
Set clear ownership, and the review discipline that makes shipping fast also means shipping safely.
Grow the team's technical depth and commercial judgement in equal measure.
What Will Make You Successful
Experience
Deep background across Revenue Operations, GTM Engineering, Sales Systems, Growth Engineering, or an adjacent technical commercial function in B2B SaaS
Proven track record in GTM Engineering specifically, with delivery at real scale — systems hundreds of sellers relied on, not a pilot for one team
Time as both a builder and a leader. This role needs both.
Technical craft
Clay expertise in production - complex tables, waterfall enrichment, webhook integrations and AI column logic that revenue teams actually depended on.
Deep Salesforce fluency: the data model, integration patterns, and where the constraints really are.
Working proficiency in code — Python, SQL, SOQL, TypeScript or equivalent. You pull your own data. Not all coding languages are necessary, but proficiency in one or some is required.
Architecture instincts: you build for scale, monitoring and recovery, not just for the first successful run.
Depth across several layers of the modern GTM stack - enrichment and data (Apollo, Clearbit, ZoomInfo, Cognism, PredictLeads), signal and intent (6sense, Bombora, UserGems), sequencing (Outreach, Salesloft), orchestration (n8n, Make, Workato), data infrastructure (Snowflake, dbt, BigQuery) and LLM and agent tooling. Nobody has all of it. We care that you have real depth somewhere and can learn the rest quickly.
You judge your work by whether it moved a commercial metric, not by whether it shipped.
You have the credibility with Sales leaders to scope the right build - and to say when automation is the wrong answer.
You understand the funnel end to end: TAM, ICP, pipeline generation, conversion, expansion, and the economics underneath.
Having stood up a GTM engineering function at a high-growth SaaS business, ideally above $100M ARR.
Experience taking an automation programme from pilot to global production, including what you learned when it got bumpy.
Multi-region GTM experience across EMEA and North America.
GTM Engineering is a discipline being written right now, and most companies are still treating it as a tooling function. This is the chance to own it properly, the stack, the architecture, the build, and the commercial outcome across a $300M+ revenue business with 800 people in the field, a genuine appetite for automation, and the budget and executive backing to move fast.
You would be the first person in this seat, with real systems and real data to work with rather than a blank page, and the freedom to decide what Perk's automation layer should look like. There is a lot to go after, the problems are interesting, and the impact is immediate and visible.
If you want to build the automation layer of a commercial engine at this scale and you want to still have your hands on it come and build it here.
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 $190,000 - $240,000 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 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 @ or @, 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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