What we are looking for

  • Sense of humor
  • Confidence
  • Willingness to learn
  • Persuasive
  • Proactive
  • A love of travel and adventure
  • Competitive
  • Enthusiasm
  • Motivated

We work with large tour and activity operators, event operators, and other experiential travel companies. Basically we work with the people who make your vacations memorable. Anything from city tours, pedal and cycle boats, museums, events, and swimming with whale sharks and everything in between. We’re rapidly growing and require account executives to be highly motivated and competitive.

With our multiple compensation packages (yes, multiple, because you know what fits your needs best) we offer you unlimited earning potential in an extremely fast-growing tech start up with ample potential to grow your career. This position will see the entire client journey from prospect to client.

What you will be doing

  • Develop and maintain lists of prospective clients
  • Schedule and provide enticing and inviting product demos that leave the potential client wanting more
  • Foster an active relationship with both potential and current clients through phone and email
  • Listen and learn from client questions and provide expert advise on how to help them grow and use the system
  • Provide unique and tailored feedback about each potential client business and how TRYTN can solve their needs


  • Flexible schedule (both full- and part-time positions available)
  • State-of-the-art technologies (Slack, Azure DevOps, Notion, Close, etc.)
  • Exciting and fun team activities, client, and culture
  • Medical/dental/vision/life insurance options available
  • Fast-paced and dynamic working environment
  • Strong growth and earning potential
  • Flexible vacation schedule + paid holidays
  • Social events in a dynamic office space
  • Your compensation includes competitive incentives that only increase your earnings the hungrier you are
  • Incentives and competitions that help you earn even more
  • The ability to advance your career


  • At least 1 year in a sales role
  • Strong communication skills
  • Excellent organization and time management skills
  • Ability to handle rejection and react confidently under pressure
  • Motivated by results
  • Problem-solving skills and ability to think on the fly

Preferred Requirements

  • US-based candidates with ability to work for US companies
  • Located in Chicago, IL or Denver, CO
  • At least 5 years in a sales role
  • B2B sales, especially B2B SaaS sales
  • Previous experience in hospitality or experiential travel

How to Apply

Please click “Apply” below to send us an email. Please attach a resume to the email.