Sales Specialist

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 and Switzerland!

With 200 team members and 3K 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 300+ 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: Sales Specialist

LOCATION: Hybrid (Milan) - 3 days/week

TYPE OF CONTRACT: Fixed term of a year to start with

SALARY RANGE: 25-28K
AVAILABILITY: ASAP

What you'll do:

• Be the first point of contact for our WeRoaders, managing inbound and outbound sales interactions across multiple channels (phone, email, WhatsApp, social media, and more).
  

• Hunt and convert leads with a proactive and goal-oriented approach, always looking for new opportunities to engage potential travelers.
  

• Guide our customers through their decision-making process, understanding their needs and matching them with the perfect WeRoad experience.
  

• Work closely with the Sales Team Leader to execute and continuously improve our sales strategy and practices.
  

• Maintain and update a structured sales pipeline, keeping track of all customer interactions and ensuring an organized process.
  

• Act as the voice of WeRoad: represent our brand values, handle objections, and provide support when needed to guarantee a positive customer experience.
  

What we’re looking for:

• 1-2 years of proven sales experience, ideally in B2C, with both inbound and outbound activities.

• A strong commercial drive: you love hitting (and beating) ambitious sales targets.

• Excellent communication and organizational skills, with the ability to build trust and rapport quickly.

• Fluency in Italian (native or equivalent) and good knowledge of English (written and spoken). Working fluency in any other European language spoken in our office (Spanish, German, French) is a strong plus.

• A proactive and problem-solving mindset, with the resilience to thrive in a fast-paced environment.

• Based in Milan or willing to relocate, with availability to work in the office 3 days a week.

• A passion for travel and people... sharing our WeRoad spirit is a must!
  

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.

What we can offer

• Performance-based bonus – A discretionary annual variable bonus, and 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 bonus when you hit 5 years with us.

• Fun – A vibrant co-working space, team buildings and meet-ups.
  

Ready to apply?

At WeRoad, cultural fit matters as much as skills. We assess both the what, what someone brings and the how, how they work and live our values. With multiple steps, we make sure every new joiner is not just a match, but 150% aligned with our Culture.

The selection process will consist of:

• introductory call with Talent Acquisition Lead

• technical and background-based interview with Hiring Manager

• Second technical interview + Culture Champions step

WeRoad is an equal opportunity employer: we consider for employment all applicants, regardless of their race, religion, color, ancestry, national origin, sex, sexual orientation, gender, gender identity, age, family status, political affiliation, disability, and any other legally protected characteristic.

Statistically speaking, women are less likely to apply for roles where they don't fit the job description perfectly. Don’t let a checklist hold you back: if you’re passionate about the role we encourage you to apply with enthusiasm!