Senior Account Executive

About Perk

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. 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.

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? At Perk, we’re on a mission to revolutionize business travel and we’re looking for ambitious Senior Account Executives to join our team. This is a high‑impact, high‑energy role where you’ll generate outbound pipeline, run the full sales cycle, and support the post‑sale experience to set clients up for long‑term success.

• Own the full sales cycle—from outbound prospecting and booking meetings to running discovery, delivering demos, and closing new business.
• Generate pipeline through high‑volume outbound activity using phone, email, and Linked In.
• 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.
• 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 tailor 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—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—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.

The base salary is $92,000 and 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.

At Perk, we take an IRL‑first approach to work, meeting in person 3 days a week. As a result, this role requires you to be based within commuting distance of our hubs. We believe that meeting in real life improves connectivity, productivity, creativity, and overall workplace experience. For certain roles, we can help with relocation from anywhere in the world. English is the official language at the office.

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.