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SMB Account Executive - US

Perk

Chicago, US$128khybrid

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About this role

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 http://www.perk.com/shadow-work-report.

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 team brings together leading minds from the travel and SaaS industries, 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 www.perk.com http://www.perk.com to learn more.

About the role:

Are you a driven sales professional who thrives on outbound prospecting and owning the full sales cycle? Do you get a buzz from booking that first meeting and closing the deal? If so, keep reading–we might just be your next big opportunity.

At Perk, we're on a mission to revolutionize business travel. We’re growing fast in North America, and we’re looking for ambitious Account Executives to join our team. This is a high-impact, high-energy role where you’ll be responsible for outbound pipeline generation, running the full sales cycle from first touch to close, and even supporting the post-sale experience to set your clients up for long-term success.

You’ll join a high-performing, collaborative sales team that values curiosity, ownership, and continuous learning. We’re proud of the culture we’ve built–inclusive, fast-paced, and deeply supportive–and we invest in your growth with training, coaching, and a clear path for progression. Many of our top AEs have gone on to leadership or more senior sales roles within the business.

We’re looking for self-starters who are motivated by growth, excited by targets, and love speaking to new people. If you’re someone who can handle high volumes of outreach, run compelling discovery and demo calls, and close deals with confidence–this is your stage.

How you'll spend your time:

- Own the full sales cycle–from outbound prospecting and booking your own meetings, to running discovery, delivering demos, and closing new business.

- Generate pipeline through high-volume outbound activity, using phone, email, and LinkedIn to engage target accounts.

- Tailor conversations and demos to align with customer pain points and clearly communicate Perk’s value.

- Maintain a clean, accurate pipeline and forecast in Salesforce, staying organized and data-driven.

- Partner closely with Implementation and Account Management to ensure a smooth handoff and set new customers up for long-term success.

- You’ll sell to a range of personas–from Office Managers to Finance and HR leaders–and need to tailor your pitch accordingly.

We get excited about you if you have:

- 1+ years of experience running full-cycle B2B sales, with a strong focus on outbound prospecting and new business generation; background in startups, SaaS, or B2B tech is a plus.

- A proven hunter mindset–you’re energized by building pipeline and closing net new deals.

- Comfort engaging with senior decision-makers and adapting your message to different personas.

- A self-sufficient and organized approach to work–but you’re still a team player at heart.

- Excellent verbal and written communication skills, especially via video and phone.

- A growth mindset, strong integrity, and relentless drive to succeed.

- Eligibility to work in the USA.

- Based in or willing to relocate to Boston, Chicago or Miami.

What do we offer?

- Competitive compensation, including equity in Perk

- 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 Perk events, including travel to one of our hubs

- Learning and professional development opportunities

- A mental wellbeing platform that provides free therapy and professional coaching sessions

- 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 total on-target variable earnings (base + commission) are $128,000. The commission structure will be tied to the achievement of revenue & retention targets. Commissions are uncapped.

AI at Perk

AI is embedded in how we work across every function. The tools you'll use day-to-day are AI-enabled so you can move faster and spend more time on the work that matters. In practice, that means using AI to research and prioritise accounts, draft and refine outreach, handle customer interactions more effectively, synthesise information, and cut through shadow work - the invisible tasks that pull people away from the work only they can do - so you can f

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