Join a Rapidly Expanding Team That's Passionate About Travel
Introduce yourself by sending us a brief message with your resume or cover letter attached. Be sure to mention what excited you about the opportunity.

Sales Development Representative
We are looking to add team members to join TRYTN’s expansion throughout the world! This is a role for someone who genuinely enjoys talking to interesting people, has an entrepreneurial spirit, is interested in travel and/or tech, and is seriously motivated to make some cash. Intrigued? You should be.
What we are looking for
- Sense of humor
- Confident
- Strong work ethic
- Willingness to learn
- A love of travel and adventure
- Enthusiastic and self-motivated
- Naturally competitive
- Persuasive and persistent
Who we are
We are a group of travel industry professionals that teamed up with world class engineers to create the best online booking and digital services solution for tour and activity operators. TRYTN is the Highest Rated Tour Operator Software available and also ranked by G2 as the #5 B2B Tech Company in Chicago.
We provide an easy to use booking system, create custom websites, and provide digital marketing solutions to our client partners.
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Benefits and Perks
- Generous Health Benefits
- Dental and Vision
- Unlimited Vacation
- Flexible Hours
- Remote and Work From Home
- Training and Development
- Advancement Opportunities
- Centrally Located Offices
- Work/Life Balance
- Fast-Paced Work Environment
- Significant Travel Perks
- Parental Leave Options
- Transit Benefits
- Company Phone Plan
- Attract interesting and diverse clients to a system that will genuinely improve their businesses and lives.
- 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
- 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
- Ability and willingness to listen, learn and teach
- Responsible and self-motivated
- Enthusiasm
- Knowledge of Tourism Industry
- Love of Travel and Adventure
- Demonstrated Interest in Entrepreneurship
- Likable/and or Sense of Humor
- Minimum 1-10 years Sales Experience (restaurants, clothing stores, etc. experience applies – you were selling!)
- Undergraduate degree in business, marketing, or related discipline preferred
- Flexible schedule (part-time options)
- Exciting and fun team, clients, and culture
- Strong growth and advancement potential
- True opportunity for career advancement in a growing company
- Dynamic and fulfilling role
- Amazing office space and social events
How to Apply
Introduce yourself by sending us a brief message with your resume or cover letter attached. Be sure to mention what excited you about the opportunity.