Senior Account Executive

About Us

Perk (formerly Travel Perk) 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, eliminating shadow work that wastes hours and saps innovation. By powering real work, we help companies stay productive, reduce costs, and improve employee experience.

Founded in 2015, we serve over 10,000 companies worldwide, including Wise, On Running, Breitling, and Fabletics, and have grown to a global team of more than 1,800 people in 12 offices across London, Boston, Chicago, Miami, and other locations. We combine innovation, control, and simplicity to transform how businesses work and how people feel at work.

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Senior Account Executive – North America

Are you a driven sales professional who thrives on outbound prospecting and owning the full sales cycle? If you get a buzz from booking that first meeting and closing the deal, this high‑impact, high‑energy role may be your next great opportunity. You will generate outbound pipeline, run the full sales cycle from first touch to close, and support the post‑sale experience to set clients up for long‑term success.

• 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 Linked In 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.
• Sell to a range of personas – from Office Managers to Finance and HR leaders – and adapt your pitch accordingly.

• 3+ years of experience running full‑cycle B2B sales, with a strong focus on outbound prospecting and new business generation in the mid‑market space; 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.

• 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 for this role is a combination of salary, commissions, and stock options. The base salary is $92k; the total on‑target variable earnings (base + commission) are $156,000. The commission structure will be tied to the achievement of revenue & retention targets. Commissions are uncapped.

We take an IRL‑first approach, meeting in person three days a week. This role requires you to be based within commuting distance of one of our hubs. For certain roles we can help with relocation from anywhere in the world. The official language…