Speculative Application – Team Tripster

Speculative Application – Team Tripster

At Tripster, we believe travel isn’t just about destinations—it’s about experiences that create lifelong memories. As the Original Experiences OTA, we’ve been pioneering seamless vacation planning for over 20 years, helping millions of travelers explore iconic cities, breathtaking natural wonders, and thrilling attractions across North America.

Now, we’re looking for passionate, customer-focused individuals to join our team and help shape the future of travel.

Why Work with Us?

  • Make an Impact: Help travelers discover and book incredible experiences with ease.
  • Innovate Daily: Be part of a dynamic, forward-thinking team that values creativity and problem-solving.
  • Work from Anywhere: Enjoy the flexibility of a fully remote team.

Who Thrives at Tripster?

We’re on the lookout for travel-loving, customer-first, tech-savvy go-getters who:

  • Deliver exceptional service with a “go the extra mile” mentality.
  • Have strong IT skills, including cloud-based CRM platforms like Salesforce, Google Drive, and Mac applications.
  • Are highly organized and detail-oriented—even in fast-paced, deadline-driven environments.
  • Possess great communication & collaboration skills to build relationships inside and outside the company.
  • Are passionate about travel, adventure, and exploring the world (bonus if you’ve been to some of our featured destinations!).
  • Have experience in travel, tourism, writing, marketing, or customer-focused industries.

Not Seeing the Perfect Role? No Problem!

We’re always on the lookout for new talent to join our growing team. Whether you’re an expert in customer experience, tech, marketing, travel writing, or travel operations, tell us where you shine. If a position opens that matches your skills, we’ll reach out.

Submit a speculative application with your resume and a one-page cover letter. Be sure to include:

• The role or area where you see yourself contributing.

• Why you’re excited to join Tripster.

Perks & Benefits

• Flexible Work Options – Work remotely from anywhere.

• Paid Time Off – Because we believe in work-life balance.

Ready to Be Part of Something Amazing?

To apply, send your resume to: jobs@tripster.com with the subject “Speculative Application”