Enterprise sales executive

Perk
Chicago, IL

About Us

Perk (formerly TravelPerk) is the intelligent platform for travel and spend management. Built to tackle the time-consuming, manual work that gets in the way of real work, our tools automate everything from travel bookings to expenses, invoice processing, and more. By eliminating this shadow work that wastes hours, erodes morale, and saps innovation, we're on a mission to power real work, with real impact.

We're trusted by more than 10,000 companies worldwide, including Wise, On Running, Breitling, and Fabletics, and we're tackling the 7 hours of lost productivity per employee each week, a $1.7 trillion problem.

Founded in 2015, Perk has grown into a global company of more than 1,800 people across 12 offices globally, with headquarters in London and Boston. We combine innovation, control, and simplicity to transform how businesses work and how people feel at work.

At Perk, we're driven by our values, like being an owner, delivering a 7-star experience, and working as one team. We value curiosity, purpose, and mindset, not just knowledge, to unlock the power in your potential. Our talent-tense team brings together leading minds from travel and SaaS, representing over 70 countries. If you're excited about having a real impact and shaping how millions of people experience work, we'd love you on the team.

Visit to learn more.

Powering Real Work

About the role:

Are you an ambitious, driven and energetic sales professional? Do you have a proven track record of success in generating leads and acquiring new accounts in B2B through prospecting and outbound activities? Do you want to work for a game changer in the travel industry?

We are currently expanding our team of Enterprise Sales Executives with the North American market. Based out of our offices in Boston or Chicago you will be an integral member who will help us to achieve our ambitious goals! You will be a hungry, perseverant and focused individual who is not afraid to hit the phones to engage with new customers and grow our client base. You will showcase excellent communication, relationship, and negotiation skills which will allow you to not only win new clients but maintain great relationships with existing clients.

We pride ourselves on our fun, challenging and collaborative culture, so whilst you will have your own targets you'll be just as motivated to help those around you succeed and you'll be passionate about helping us scale by selling a disruptive product that is changing the way organizations budget, book and manage their business travel.

Will you be doing?

  • Manage all outbound and inbound leads for North America
  • Present demos to potential clients and do the follow-up until closing the deal - to some extent you will also be responsible for account management but the main focus of the role will be lead generation and closing (Full sales cycle)
  • Understand the needs of your target prospects and articulate the value that TravelPerk provides which is most aligned to the needs of that customer
  • Maintain accurate information on prospects and interaction activities in Salesforce

  • Work closely with the marketing team to develop new ways to increase awareness of TravelPerk and to both evolve and improve the lead qualification process
  • Ability to conduct a high-level discussion with a broad variety of stakeholders, from Office Managers to CFO's, to explain the TravelPerk Value Proposition

  • Become an expert in TravelPerk

What will you need to succeed?

  • 6+ years of experience working in a SaaS sales position, preferably phone based and with a high percentage of hunting involved
  • Excellent understanding of a B2B solution selling
  • Must have demonstrated the ability to be a pure hunter - proven track record of developing your own pipeline through outbound initiatives
  • Proven track record of developing successful relationships with C-suite executives
  • Demonstrated the ability to work remote and be self sufficient, yet bearing in mind you are part of a team
  • Customer-centric mindset
  • Excellent communicator/presenter in both written and oral English
  • Hungry and ambitious, yet ethically sound
  • Strong character and perseverance
  • Eligibility to work in the USA

What do we offer?

  • Competitive compensation, including equity in TravelPerk
  • Generous vacation days so you can rest and recharge
  • Comprehensive benefit plans covering medical, dental, vision, life, and disability with coverage from your start date
  • Financial benefits like 401k or Roth with company matching, and HSA or FSA plan
  • Subscription to Wellhub, the gym benefit
  • Family services that include adoption benefits and paid parental leave from 12 to 16 weeks
  • Global presence and hybrid working style
  • Unforgettable TravelPerk events, including travel to one of our hubs
  • Learning and professional development opportunities
  • iFeel - a mental health support tool with access to therapists year round
  • Exponential growth opportunities
  • 16 paid hours per year to volunteer for a cause of your choice
  • "Work from anywhere" allowance of 20 working days per year

Compensation and Benefits:

Compensation for this role is a combination of salary, commissions, and stock options. The base salary is $109,500 and the on target variable earnings are $84,500. The commission structure will be tied to the achievement of revenue & retention targets.

How We Work

At Perk, we take an IRL-first approach to work, where our team works together in-person 3 days a week. As such, this role requires you to be based within commuting distance of our London or Barcelona hub. We fundamentally believe in the value of meeting in-real-life to improve connectivity, productivity, creativity and ultimately making us a great place to work.

For certain roles, we can help with relocation from anywhere in the world, English is the official language at the office. Please submit your resume in English if you choose to apply. Do not forget to submit an updated portfolio and/or resume.

Perk is a global company with a diverse customer base, and we want to make sure the people behind our product reflect that. We're an equal opportunity employer, which means you're welcome at Perk regardless of how you look, where you're from, or anything else that makes you, well, you

We believe real connection happens in real life. That's why we follow an IRL-first approach, with most teams working together in person three days a week. Some roles, such as Customer Care, spend more time in the office to stay close to our customers and each other.

Our hubs are designed for collaboration and focus, spaces where ideas flow, creativity sparks, and people thrive.

We hire for potential, curiosity, and impact, not just formal credentials. What matters most is your ability to grow, learn, and make a difference.

As a global company serving diverse customers, we want our teams to reflect that same diversity. Whoever you are and wherever you're from, you're welcome at Perk.

At Perk, we use AI-powered tools to make parts of our recruitment process smoother and create a better experience for candidates, helping our Talent team focus on what matters most: connecting with people. Every hiring decision is made by real humans, our talent team and hiring managers, not by AI.

Protect Yourself from Recruitment Scams

All official communication from Perk will always come from email addresses ending in @perk.com or @externalperk.com, our verified social media channels, or recruiters listed on our official LinkedIn page. We will never ask you to pay for equipment, training, or fees, request sensitive personal information such as bank details early in the process, or communicate through unofficial apps like WhatsApp, Telegram, or Signal. If you receive a message claiming to be from Perk that seems suspicious, please do not respond. Forward it to [email protected], and we will confirm whether it is legitimate.

Posted 2025-11-08

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