AI Engineer
About WeRoad: connecting people, cultures, and stories
Founded in 2017, WeRoad is a fast-growing startup that is disrupting the travel industry in Italy, Spain, UK, Germany, France, Switzerland and... the USA
With 200 team members and 4K Travel Coordinators, we're a community of travelers who turn every trip into a life-changing experience. We connect like-minded millennials and send them on adventures to 1000+ destinations worldwide.
We're on a mission to design and deliver experiences worth living and sharing, through rewriting the rules of the travel industry.
Sounds exciting? Before you apply, please read through our Cultural Manifesto
About The Role
JOB TITLE: AI Engineer
LOCATION: Full remote or Hybrid (Milan)
TYPE OF CONTRACT: Full-Time Permanent
SALARY RANGE: up to 55K
You'll join the Science Team, the team that owns everything AI at WeRoad: from the conversational assistant that talks to travelers across five European markets, to AI-powered search, personalisation algorithms, content and internal tools. It's a small, hands‐on team where your code ships to production and real users from the first weeks. We're looking for someone sharp, fast and hungry. That matters more than seniority.
What You'll Do
Build, ship and maintain LLM‐powered features in production – agents, classifiers, RAG pipelines and AI search used by thousands of travelers every day
Design and iterate on LangGraph workflows, prompts and tool‐calling logic, turning business needs into reliable AI behavior
Set up and run evaluations: define test sets, track quality, latency and cost with tracing/observability tools (e.g. Langfuse), and use the data to decide what to improve
Integrate AI services with WeRoad's product and data stack (APIs, databases, BigQuery,
cloud infrastructure on GCP)
Optimize what's already live: token usage, model routing, prompt efficiency and response quality
Work closely with Product, Customer Care, Marketing and Data to spot new AI use cases and take them from prototype to production
Own problems end-to-end: from understanding the need to shipping and monitoring the solution
What We're Looking For
Product sense – you start from the problem, not the model. You ask who it's for and what changes for them, and you know when not to use AI
Experience as a software engineer and/or product engineer, ideally in a product company or a fast growing startup
Agency and ownership – you don't wait for a perfect ticket. You take something vague, make it concrete, ship it and own what happens after
Engineering skills – you understand what it takes to run AI in production. Asked to ship agents serving 100k queries a month, you can reason about the system‐level trade‐offs: latency, cost, reliability, scalability.
Experience using TypeScript or Python is a strong plus
You've built things with AI – at work, in research or on your own. We care about what you built and why
You measure before you trust – a prompt or a model isn't done until you've checked how it behaves
Clarity – You can explain technical choices to non-technical people
Fluency in English
You will love working at WeRoad if
You dream big, aim higher, and push yourself beyond limits you didn't think possible. Challenges excite you, and you're hungry for the next win.
You want to be part of a young, smart, and fun team that shares your passion for travel. You thrive in a community of bold thinkers and doers who challenge and inspire each other.
You're an entrepreneur at heart, take responsibility from day one, and move fast to make things happen.
You prefer adventure over routine and embrace the fast-paced, ever-changing ride of a scaleup. You make decisions quickly, test, learn, and adapt—because growth comes from action.
You believe in the power of people. Our WeRoaders and Travel Coordinators are at the core of everything we do, and you're eager to be part of something bigger.
Benefits
Performance-based bonus – A discretionary annual variable bonus, based on performance and company results.
A free WeRoad trip every year – Choose your dream destination with €1,400/year travel discount or travel even more as a Travel Coordinator.
Trust-based holidays – We believe performance is driven by impact, not by hours at a desk. You are encouraged to take the time you need to recharge, beyond contractual minimums, within shared guidelines.
Opportunities to learn – We invest in your growth with training and learning opportunities.
New parent support – €3,600/year for 3 years after birth or adoption (or prorated if your child is under 3 when you start at WeRoad).
Extra benefits – Meal vouchers (€8/day – when applicable), a €1,000 bonus for your wedding or civil union, and one-off premio when you hit 5 years with us.
Fun – A vibrant co-workin
Founded in 2017, WeRoad is a fast-growing startup that is disrupting the travel industry in Italy, Spain, UK, Germany, France, Switzerland and... the USA
With 200 team members and 4K Travel Coordinators, we're a community of travelers who turn every trip into a life-changing experience. We connect like-minded millennials and send them on adventures to 1000+ destinations worldwide.
We're on a mission to design and deliver experiences worth living and sharing, through rewriting the rules of the travel industry.
Sounds exciting? Before you apply, please read through our Cultural Manifesto
About The Role
JOB TITLE: AI Engineer
LOCATION: Full remote or Hybrid (Milan)
TYPE OF CONTRACT: Full-Time Permanent
SALARY RANGE: up to 55K
You'll join the Science Team, the team that owns everything AI at WeRoad: from the conversational assistant that talks to travelers across five European markets, to AI-powered search, personalisation algorithms, content and internal tools. It's a small, hands‐on team where your code ships to production and real users from the first weeks. We're looking for someone sharp, fast and hungry. That matters more than seniority.
What You'll Do
Build, ship and maintain LLM‐powered features in production – agents, classifiers, RAG pipelines and AI search used by thousands of travelers every day
Design and iterate on LangGraph workflows, prompts and tool‐calling logic, turning business needs into reliable AI behavior
Set up and run evaluations: define test sets, track quality, latency and cost with tracing/observability tools (e.g. Langfuse), and use the data to decide what to improve
Integrate AI services with WeRoad's product and data stack (APIs, databases, BigQuery,
cloud infrastructure on GCP)
Optimize what's already live: token usage, model routing, prompt efficiency and response quality
Work closely with Product, Customer Care, Marketing and Data to spot new AI use cases and take them from prototype to production
Own problems end-to-end: from understanding the need to shipping and monitoring the solution
What We're Looking For
Product sense – you start from the problem, not the model. You ask who it's for and what changes for them, and you know when not to use AI
Experience as a software engineer and/or product engineer, ideally in a product company or a fast growing startup
Agency and ownership – you don't wait for a perfect ticket. You take something vague, make it concrete, ship it and own what happens after
Engineering skills – you understand what it takes to run AI in production. Asked to ship agents serving 100k queries a month, you can reason about the system‐level trade‐offs: latency, cost, reliability, scalability.
Experience using TypeScript or Python is a strong plus
You've built things with AI – at work, in research or on your own. We care about what you built and why
You measure before you trust – a prompt or a model isn't done until you've checked how it behaves
Clarity – You can explain technical choices to non-technical people
Fluency in English
You will love working at WeRoad if
You dream big, aim higher, and push yourself beyond limits you didn't think possible. Challenges excite you, and you're hungry for the next win.
You want to be part of a young, smart, and fun team that shares your passion for travel. You thrive in a community of bold thinkers and doers who challenge and inspire each other.
You're an entrepreneur at heart, take responsibility from day one, and move fast to make things happen.
You prefer adventure over routine and embrace the fast-paced, ever-changing ride of a scaleup. You make decisions quickly, test, learn, and adapt—because growth comes from action.
You believe in the power of people. Our WeRoaders and Travel Coordinators are at the core of everything we do, and you're eager to be part of something bigger.
Benefits
Performance-based bonus – A discretionary annual variable bonus, based on performance and company results.
A free WeRoad trip every year – Choose your dream destination with €1,400/year travel discount or travel even more as a Travel Coordinator.
Trust-based holidays – We believe performance is driven by impact, not by hours at a desk. You are encouraged to take the time you need to recharge, beyond contractual minimums, within shared guidelines.
Opportunities to learn – We invest in your growth with training and learning opportunities.
New parent support – €3,600/year for 3 years after birth or adoption (or prorated if your child is under 3 when you start at WeRoad).
Extra benefits – Meal vouchers (€8/day – when applicable), a €1,000 bonus for your wedding or civil union, and one-off premio when you hit 5 years with us.
Fun – A vibrant co-workin