Account Executive - Chicago Office

Hi! 👋 I’m Kaitlin, Director of Inside Sales at WeTravel.

My mission is to build a strong, talented, and mission-driven sales team that is passionate about helping group and multi-day travel businesses thrive. We’re growing fast, and I’m looking for someone who’s ready to roll up their sleeves, connect with amazing clients, and help us scale the US market even further.
If you’re someone who loves fintech, has a natural curiosity, and thrives on building relationships—you’ll fit right in. Together, we’re building more than just a team—we’re building the future of travel tech.

This role is primarily in-person (4 days per week) at our Chicago office in the Loop (20 N Wacker Dr), with one remote workday each week.

How We Work

At WeTravel, our Sales teams combine autonomy with strong collaboration. As an Account Executive, you'll own the full sales cycle — from initial outreach and discovery calls to product demos, closing deals, and smoothly handing off to onboarding.

We focus on understanding each client's unique needs and aligning our solutions to match. You won’t just sell — you’ll guide and support potential customers in discovering how WeTravel (products) can truly help their business thrive.

We value pr