Founding Account Executive, Corporate

WeRoad S.r.l.; Lombardia; Remote; EUR 96,000 - 117,000; Full time

Benefits offered by this job

Health insurance

401(k) with employer matching

Travel discount $1,400/year

Wedding bonus $1,000

Learning opportunities

Job summary

WeRoad is expanding its US corporate travel business and seeks a results-driven sales professional to close group offsite itineraries for remote teams. You will own the full sales cycle, from discovery to close, and work with the GM to refine pricing, packaging and messaging for a new product category.

You will build collateral, run concise pitches, and document a scalable playbook to hand off to operations. This role offers growth into leadership as the corporate team scales across the US.

Qualifications

• Three or more years carrying a quota in B2B sales.
• Experience closing deals worth $50K+.
• Ability to scope and price complex trips and write proposals.
• Strong consultative selling skills for bespoke itineraries.
• Self-directed with limited supervision and strong prioritization.

Responsibilities

• Close corporate deals: discovery, pitch, scope, negotiate and close.
• Own your pipeline: manage meetings booked by rep, inbound from corporate page, and outbound.
• Shape the offer: feedback on pricing, packaging, and messaging with GM approval.
• Create collateral: proposals, decks and case studies.
• Write the playbook: convert successful approaches into repeatable processes.

Skills

B2B sales

Quota achievement

Consultative selling

Self-directed

Ambiguity tolerance

Job description

About the role

Location: US (remote)

Reports to: General Manager, US

Type: Full-time

Corporate travel is a new revenue line and a new product for WeRoad: companies book a trip as an offsite or team retreat, on any of our itineraries. Buyers are mainly remote and distributed teams, with in-office companies showing interest too, and groups are not limited to the consumer age range. There is no proven pitch, pricing model or sales process yet; you will close the first deals and write down what works. Few companies think of group adventure travel as an offsite format today, so you will be creating the category as much as selling into it.

What you'll do

• Close corporate deals. Run discovery, pitch, scope the trip, negotiate and close. Then grow the accounts you land.
• Own your pipeline. Work meetings booked by the business development rep, inbound from the corporate page, and your own outbound.
• Shape the offer. Bring back what buyers say about pricing, packaging and messaging, and set them with the GM.
• Create the collateral. Proposals, decks and case studies.
• Write the playbook. Turn what works into a repeatable process, from first meeting to trip handoff, that future sellers can run.
• Hand off cleanly. Brief the operations team so every trip delivers what you sold.

Success in the first 12 months

• Fully ramped by the end of month 3.
• A documented sales process: target customer, discovery questions, pricing guide and proposal template.
• A healthy partnership with a business development rep, with a clear definition of a qualified meeting.
• Referenceable first customers we can feature in case studies.

Who you are

• A proven closer. Three or more years carrying a quota in B2B sales, with deals worth $50K or more.
• Early-stage experienced. You have been a first or early seller at a company or product line before, with no playbook to inherit.
• Consultative. Every deal is a custom trip. You can scope what a team wants and turn it into a proposal they sign.
• Self-directed. There is no sales manager. You set your own priorities and hold yourself to the number.
• Comfortable with ambiguity. Prices, packages and process will change as we learn.
• Bonus: Experience selling group travel, offsites, events or experiences to companies.

What you're walking into

• Direct support from the GM. Dan works deals alongside you: sourcing leads, joining pitches and helping close.
• A dedicated business development rep booking meetings for you.
• A lean US team. Sales and customer experience plus digital marketing.
• Autonomy. The US business runs independently of group headquarters in Italy wherever it can.
• A path up. A leadership role as the corporate team grows, if you want it.

What we can offer

Compensation:

• On-target earnings are $120,000, commission is uncapped

Benefits:

• 401(k) with employer matching
• Health insurance
• $1,400/year travel discount in our WeRoad trips!
• Extra benefits – $1,000 wedding bonus, one-off bonus at 5 years, and ongoing learning opportunities.

ABOUT WEROAD: CONNECTING PEOPLE, CULTURES, AND STORIES

WeRoad is a community-led group adventure travel company. It sells small-group trips to solo adults aged 25–49, across about 250 itineraries worldwide.

We don't act like a tour operator and we don't want to be mistaken for one. No palm trees, no stock-photo sunsets, no “book now” shouting. Our voice is friendly, a little ironic, and human, we earn attention by being culturally relevant, not by chasing people with ads. If “we attract, we don't chase” resonates with you, keep reading.

WeRoad is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, or any other characteristic protected by applicable law.

Applicants must be authorized to work in the United States. WeRoad does not sponsor employment visas for this position.

The interview process will consist of:

• Introductory call with Talent Acquisition Lead
• Technical interview with US General Manager
• Third technical step
• Culture Champions step