Challenger Careers

Transform your career with Challenger

Challenger is a leading training, technology, and consulting company with offices around the globe.

Our goal is to transform the way sales, marketing, and customer service organizations see the world. Every day, we help sellers, marketers, and customer service reps develop the skills they need to deliver an exceptional customer experience and win more deals.

Since the beginning, we’ve been grounded in a culture of innovation, collaboration, and integrity. As a united team, we strive to bring new ideas to the table and challenge the status quo, all while having fun!

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What it’s like to work for Challenger

At Challenger, we’re committed to living our values in every moment. Finding ways to collaborate authentically, think bold thoughts, learn continuously, and deliver uncompromised quality is what drives us.

Our values:

Authentic collaboration

We trust in our collective potential. We invite every voice and operate as one team. We are committed to promoting transparency.

Bold thinking

We see possibilities everywhere. We welcome the hard work of exploration. We lean into change and embrace ideas that spark growth.

Lifelong learning

With humility and respect, we listen, advise, and challenge. We are students of our past in order to be leaders of our future. Open minds keep us agile.

Uncompromised quality

We believe that if something is worth doing, it’s worth doing right. Our unwavering commitment to our colleagues and our clients means we deliver work.

We worked together as a team to establish our mission and values, and now we work together to carry out that impact with our colleagues and clients every day.

We are also committed to a culture that embraces diversity, equity, and inclusion. Our organization was founded on principles enabled by diverse thought and practice. We believe in the power of a diverse team. We strive to be a positive influence in the world, building a community where all people are valued and respected.

We do this by endeavoring to create a workforce whose diversity reflects the richness of the communities where we operate. We foster an inclusive workplace by ensuring that all of our insights and products reflect a diversity of thought and by championing the values that we wish to see in the world.

Ours is a community founded on trust and mutual respect that prizes authentic collaboration and bold ideas. We recognize that it takes the humility of lifelong learning to be an effective ally. Our dedication to uncompromised quality pushes us to continually look for opportunities to better ourselves and the companies we serve.

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Challenger benefits

We’re committed to investing in our people. We offer the support and resources that employees need to bring their best selves to work and to be their best outside work too.

Here’s a list of some of the rewards and benefits you’ll be entitled to when you join Challenger.

Health & wellbeing

Private medical insurance
With a variety of healthcare plans to choose from, you can pick the health coverage that best meets your and your family’s needs.

Dental & vision insurance
Dental and vision coverage are also provided for you and your family, with a variety of plans to choose from.

Flexible spending & savings accounts
Set aside pre-tax dollars to use on out-of-pocket medical, dental, vision, and prescription expenses.

Paid parental leave
Take the time you need to bond with your new little one.

Employee assistance program
Resources are available to all employees for confidential support and assistance with anything life throws at you.

Happiness & community

Flexible PTO
No matter your seniority level, you have immediate access to flexible time off. We all need a break sometimes. When that happens, your manager will work with you to give you time to step away from work.

Regular cultural activities
Join one of the many subcommittees within our Culture Committee to get involved in activities you are passionate about. Whether that’s sustainability, wellness, or social activities, there’s a place for you at Challenger.

Diversity & inclusion
We host educational, social, and cultural initiatives. This is your chance to learn something new, get involved in activities that vary from your own personal identity, and hear stories from our own Challenger colleagues about their experiences within the world.

Monthly town halls
Connect with our executive and senior leadership team members monthly to stay up-to-date on business happenings and participate in Q&A portions of the agenda.


401k retirement plan
Enroll in Challenger’s retirement plan and receive an employer match.

Life insurance
Challenger covers 100% of the premium for life insurance up to 1x your annual salary (up to $500,000).

Long- & short-term disability insurance
We sponsor disability benefits should you become disabled during your employment.

Commuter benefit plans
When working from an office location, you can set aside pre-tax dollars to use for parking and/or transit purposes.

This is only a short list of all the benefits we offer! Learn more about our comprehensive offerings by applying to one of our open positions.

Want to join our team?

Be a part of the Challenger experience! Check out our openings now.

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