WeTravel
Account Executive - Chicago Office
Chicago Office · Full-time
Work authorization requiredDetected 16 days ago
HubSpotCRMSalesAccount ManagementOutbound SalesHRIS
About the role
- Hi! 👋 I'm Kaitlin, Director of Inside Sales at WeTravel.
- 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.
- 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.
Responsibilities
- 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.
- 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.
- Our teams move fast, support one another, and celebrate wins together - big and small.
- Reaching out to and building relationships with multi-day tour operators across the U.S.
- Collaborating with onboarding and support teams to ensure a seamless client experience.
- Employer-sponsored 401(k) plan with a 2% company match to support your long-term financial goals.
Nice to have
- Have some worked in B2B sales, especially selling to SMBs.
- Have knowledge of HubSpot CRM or similar tools.
- Have experience or a strong network in the travel industry-that's a big plus!
Compensation
- Three paid volunteer days per year - take time to give back to causes you care about, on us.
- Base Fulltime Salary is $65,000 (USD) (On Target Earnings: Year 1 OTE = $115,000, Year 2 OTE: $150,000).
Benefits
- Your health matters - US team members get 100% employer-covered HDHP medical, DHMO dental, and standard vision coverages or a choice of plans that suit your needs.
- Generous "Time to Recharge" policy - enjoy unlimited paid time off to rest, recharge, and show up as your best self.
- Extensive paid family leave.
Company info
- 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.
- You won't just sell - you'll guide and support potential customers in discovering how WeTravel (products) can truly help their business thrive.
- At this time, we are only accepting applications from candidates who can join our downtown Chicago office by July 2026.
Visa & Work Authorization
- Unfortunately, WeTravel is not able to offer visa sponsorship or relocation assistance at this time.
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This listing is sourced directly from WeTravel's careers page and normalized into a canonical job model.