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Lead Guide, Urban Adventures

Requisition ID:  3156
Department:  Operations
Work Type:  On the road
Application Close Date:  31 of March, 2026

At Intrepid Travel we exist to inspire, create, share and lead the best travel experiences ever – for both people and the planet. More than 34 years later, we’re proud to be a certified B Corp with hundreds of trips in over 100 countries. 

At Intrepid Travel we exist to inspire, create, share and lead the best travel experiences ever – for both people and the planet. More than 34 years later, we’re proud to be a certified B Corp with hundreds of trips in over 100 countries. 

We are Intrepid

We are Intrepid
The world needs more Intrepid people: 

As a Lead Guide, you are responsible for delivering outstanding tour experiences, supporting and mentoring guides, and contributing to the growth and quality of our operations in your city. 

 

Intrepid DMC is a global leader in providing a rich diversity of destination experiences to a wide customer group. As part of the wider Intrepid Group, we don’t just want to be the best travel company for the world - we want to be the best travel company for the world. We do this by offering the world’s widest range of adventure travel, ensuring we deliver authentic experiences that benefit our travelers, as well as the people and places they visit. 

 

As the largest travel B Corp globally, our vision is to change the way people see the world through sustainable, experience-rich travel. Our tours are delivered by Guides who are passionate about their cities, have excellent people skills, and can solve problems quickly. If you share our passion for tours focused on sustainable, local, and immersive travel experiences, this might be the right opportunity for you. 

 

In Chicago, the Lead Guides are part-time, variable-hour positions, requiring a minimum availability of 20 hours per week, with schedules determined by business needs and volume.” 

  

Every day will be different, but every day you will:  

  

  • Have passion and knowledge for and of your destination  

  • A passion for travel, food, culture, and/or history  

  • Excellent story-telling skills  

  • Excellent communication skills with individuals and group of people  

  • Empathy and emotional intelligence  

  • High standards customer experience  

  • An understanding of and belief in Intrepid’s Responsible Travel philosophy and Core Values  

  • Outstanding organizational management skills  

  • Problem solving and decision-making capacities  

  • A friendly, engaging, and energetic personality 

 

To be considered you may also have:  

  

  • Excellent communication in English and ideally one other local language (the more the better!)    

  • Strong customer service experience and experience in developing a rapport with a broad range of travelers  

  • Ability to manage trip budget and handle sums of money   

  • Map reading skills and a good sense of direction 

 

  

Desired Skills & attributes:

 

  • A willingness to work flexible hours according to the groups needs 

  • Current First Aid and CPR Certificates recommended 

  • Leave No Trace Online Awareness Certificate recommended 
The world needs more Intrepid people: 

As a Lead Guide, you are responsible for delivering outstanding tour experiences, supporting and mentoring guides, and contributing to the growth and quality of our operations in your city. 

 

Intrepid DMC is a global leader in providing a rich diversity of destination experiences to a wide customer group. As part of the wider Intrepid Group, we don’t just want to be the best travel company for the world - we want to be the best travel company for the world. We do this by offering the world’s widest range of adventure travel, ensuring we deliver authentic experiences that benefit our travelers, as well as the people and places they visit. 

 

As the largest travel B Corp globally, our vision is to change the way people see the world through sustainable, experience-rich travel. Our tours are delivered by Guides who are passionate about their cities, have excellent people skills, and can solve problems quickly. If you share our passion for tours focused on sustainable, local, and immersive travel experiences, this might be the right opportunity for you. 

 

In Chicago, the Lead Guides are part-time, variable-hour positions, requiring a minimum availability of 20 hours per week, with schedules determined by business needs and volume.” 

  

Every day will be different, but every day you will:  

  

  • Have passion and knowledge for and of your destination  

  • A passion for travel, food, culture, and/or history  

  • Excellent story-telling skills  

  • Excellent communication skills with individuals and group of people  

  • Empathy and emotional intelligence  

  • High standards customer experience  

  • An understanding of and belief in Intrepid’s Responsible Travel philosophy and Core Values  

  • Outstanding organizational management skills  

  • Problem solving and decision-making capacities  

  • A friendly, engaging, and energetic personality 

 

To be considered you may also have:  

  

  • Excellent communication in English and ideally one other local language (the more the better!)    

  • Strong customer service experience and experience in developing a rapport with a broad range of travelers  

  • Ability to manage trip budget and handle sums of money   

  • Map reading skills and a good sense of direction 

 

  

Desired Skills & attributes:

 

  • A willingness to work flexible hours according to the groups needs 

  • Current First Aid and CPR Certificates recommended 

  • Leave No Trace Online Awareness Certificate recommended 

Our people reflect the diversity of our customers and the communities we visit: 

Intrepid is made up of 71 nationalities in over 30 countries, and we recognise that diversity makes us a stronger business. We support a culture where people can be themselves and encourage applications from people of all backgrounds. Including First Nations People, LGBTQI+ people, those living with a disability, or from disadvantaged backgrounds, and all people from different ethnicities, races, and religions.  

Rewarding and developing our people is important to us, some of our work perks include: 

  • Access to generous Intrepid discounts for you, your family and close friends 
  • Access to e-learning platforms, professional development and mentor programs 
  • Employee Assistance Program, a 24/7 service that offers counselling for you and your family 
  • Paid Sick Leave
  • Plus, you'll be eligible to participate in the Intrepid 401(k) plan with vested employer contributions per policy


We are Real. Together. Ambitious. Impactful. These are our values and to us they're more than just words, they are the pillars of our success and every day it's our people and the work they do that bring them to life.

Our people reflect the diversity of our customers and the communities we visit: 

Intrepid is made up of 71 nationalities in over 30 countries, and we recognise that diversity makes us a stronger business. We support a culture where people can be themselves and encourage applications from people of all backgrounds. Including First Nations People, LGBTQI+ people, those living with a disability, or from disadvantaged backgrounds, and all people from different ethnicities, races, and religions.  

Rewarding and developing our people is important to us, some of our work perks include: 

  • Access to generous Intrepid discounts for you, your family and close friends 
  • Access to e-learning platforms, professional development and mentor programs 
  • Employee Assistance Program, a 24/7 service that offers counselling for you and your family 
  • Paid Sick Leave
  • Plus, you'll be eligible to participate in the Intrepid 401(k) plan with vested employer contributions per policy


We are Real. Together. Ambitious. Impactful. These are our values and to us they're more than just words, they are the pillars of our success and every day it's our people and the work they do that bring them to life.

We aim to ensure diversity, equity, and inclusion stay part of our recruitment process. If you require any reasonable adjustment to participate in the recruitment process, please contact us at careersupport@intrepidtravel.com with your name, location, and the adjustments you require, we will then be in touch to support your application.

We aim to ensure diversity, equity, and inclusion stay part of our recruitment process. If you require any reasonable adjustment to participate in the recruitment process, please contact us at careersupport@intrepidtravel.com with your name, location, and the adjustments you require, we will then be in touch to support your application.
Application Close Date:  31 of March, 2026

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