Job Overview
Location
Chicago Office
Job Type
Full-time
Category
Sales
Date Posted
May 10, 2026
Full Job Description
đź“‹ Description
- • As an Account Executive at WeTravel, you will drive growth in the US market by owning the full sales cycle for group and multi-day travel businesses, helping them scale through WeTravel’s fintech platform.
- • Day to day, you will prospect and build relationships with tour operators across the U.S., conduct product demos, manage your pipeline in HubSpot, follow up with leads to close deals, collaborate with onboarding and support teams, and share insights with product and marketing.
- • WeTravel is a fast-growing travel technology company headquartered in Amsterdam with a vibrant Chicago office in the Loop, where you’ll work 4 days per week in a collaborative, mission-driven sales team focused on empowering small business owners in the travel industry.
- • In this role, you will develop expertise in B2B SaaS sales, strengthen your consultative selling and CRM skills, gain deep industry knowledge in travel tech, and have clear pathways to increase earnings through uncapped commission while contributing to a purpose-driven team.
🎯 Requirements
- • Fluency in English (additional languages are a bonus)
- • Experience in inside sales via emails and calls, with comfort in outbound activity and cold calling
- • Ability to manage the full sales cycle, from outreach to close, and track activity in HubSpot or similar CRM
- • Willingness to work primarily in-person (4 days/week) at the Chicago office and travel up to 10% for client visits
🏖️ Benefits
- • Attractive compensation with uncapped commission: base salary of $65,000 USD and On Target Earnings of $115,000 in Year 1, rising to $150,000 in Year 2
- • 100% employer-covered health, dental, and vision plans (HDHP medical, DHMO dental, standard vision) or choice of plans
- • Generous unlimited paid time off ("Time to Recharge"), 2-week annual Amsterdam HQ visit program, and up to 4 weeks of remote work per year
- • Three paid volunteer days per year, extensive paid family leave, employer-sponsored 401(k) with 2% company match, and 2-week cross-functional onboarding
Skills & Technologies
About WeTravel, Inc.
WeTravel is a San-Francisco-based fintech-travel platform that provides payment, booking and itinerary management tools for group travel organizers and tour operators. Its SaaS solution enables travel companies to collect funds, manage client documents, create custom booking pages and automate supplier payouts while offering travelers multi-currency payment options. Founded in 2016, the company focuses on small to mid-size travel businesses worldwide, integrating banking, payment processing and customer management into one dashboard.
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