Account Executive, Travel Tech — Hybrid Chicago Growth

WeTravel; Chicago (IL); Hybrid; USD 65,000 - 150,000; Full time

Benefits offered by this job

Uncapped commission

Health insurance (US)

Downtown Chicago office onsite 4 days

Lunch and Learn

Commuting allowance

Unlimited PTO

Amsterdam Program – 2–4 weeks yearly

Remote work up to 4 weeks/yr

Paid family leave

Volunteer days

401(k) match

Global travel opportunities

Job summary

WeTravel is seeking a results-driven Account Executive to own the full sales cycle in the US market from Chicago. You will prospect, demo, and close deals, traveling up to 10% as needed and coordinating with onboarding to ensure client success.

The role emphasizes outbound outreach, strong communication, and relationship-building for SMBs in travel tech; HubSpot experience is a plus and will be used to manage the pipeline.

Qualifications

• Fluent English; other languages a plus.
• Proven experience in inside/outbound sales.
• Ability to manage full sales cycle from prospecting to close.
• Knowledge of HubSpot CRM or similar tools.
• Familiarity with B2B sales to SMBs in travel/tech is a plus.

Responsibilities

• Prospect and build relationships with multi-day tour operators in the U.S.
• Deliver engaging product demos to showcase WeTravel value.
• Manage pipeline and track activity in HubSpot.
• Follow up with prospects through to close.
• Collaborate with onboarding and support teams for a seamless client experience.
• Provide feedback to product and marketing from client conversations.
• Consistently meet and exceed outreach and sales targets.

Skills

Outbound sales

Communication

Relationship building

Travel industry knowledge

B2B sales

English fluency

Cold calling

Tools

HubSpot CRM

Job description

WeTravel is seeking a results-driven Account Executive to own the full sales cycle in the US market from Chicago. You will prospect, demo, and close deals, traveling up to 10% as needed and coordinating with onboarding to ensure client success.

The role emphasizes outbound outreach, strong communication, and relationship-building for SMBs in travel tech; HubSpot experience is a plus and will be used to manage the pipeline.