Enterprise GTM Account Executive

About The Role

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 while you will have your own targets you’ll be 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.

• Manage outbound and inbound leads for North America
• Present demos to potential clients and do follow‑up until closing the deal – 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 Perk 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 Perk and both evolve and improve the lead qualification process
• Conduct high‑level discussions with a broad variety of stakeholders, from Office Managers to CFOs, to explain the Perk Value Proposition
• Become an expert in Perk

• 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 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

• Competitive compensation and equity ownership in Perk
• 20 vacation days and 12 public holidays
• Three medical plans to choose from, with company contributions and an HSA when enrolling in an HDHP medical plan
• Dental, vision, and Wellhub’s gym subscription from your start date
• Life and disability policies from your start date, with options to add extra protection through voluntary buy‑up plans
• 401(k) plan with company matching contributions
• Partner discounts on pet insurance
• Annual summer party and other Perk events
• Spring Health – access to therapy and coaching sessions for you and your loved ones
• 12–16 weeks paid parental leave
• 16 paid hours per year to volunteer for charitable causes
• Up to 20 “Work from Anywhere” days per year
• Four‑week fully paid sabbatical after five years
• Relocation support for one of our hubs

• Talent Acquisition Interview – 30 minutes (Virtual)
• Hiring Manager Interview – 45 minutes (Virtual)
• Assessment Interview – 60 minutes (Virtual)
• On‑Site Visit – 60 minutes (In‑Person or Virtual if relocating)

Compensation for this role is a combination of salary, commissions, and stock options. The on‑target‑earnings (OTE) are $204,000 with uncapped commissions. The commission structure will be tied to the achievement of revenue and retention targets.

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…