Enterprise Sales Executive

Enterprise Sales Executive – US

Perk (formerly Travel Perk) is an intelligent platform for travel and spend management that automates everything from travel bookings to expenses, helping companies save time and boost productivity.

The Enterprise Sales Executive will drive new business across North America. Based in Boston or Chicago, you will generate leads, conduct outbound prospecting, present demos, close deals, and nurture high‑value accounts.

• Manage all outbound and inbound leads for North America.
• Present demos and conduct follow‑up activities until closing the deal.
• Understand prospects’ needs and articulate Travel Perk’s value proposition.
• Maintain accurate information on prospects and activities in Salesforce.
• Collaborate with marketing to improve lead qualification and awareness.
• Conduct high‑level discussions with stakeholders at all levels.
• Become an expert on Travel Perk’s products and solutions.

• 6+ years of SaaS sales experience, phone‑based and hunter‑style.
• Strong B2B solution‑selling skills.
• Proven track record of building a pipeline through outbound initiatives.
• Experience fostering relationships with C‑suite executives.
• Self‑sufficient remote work capabilities with a team orientation.
• Customer‑centric mindset and excellent communication skills.
• English written and oral fluency.
• Ethically sound, hungry, ambitious, and perseverant character.
• Eligibility to work in the USA.

• Competitive salary ($109,500 base) plus commissions and equity.
• On‑target variable earnings ($84,500) tied to revenue & retention.
• Generous vacation days.
• Comprehensive medical, dental, vision, life, and disability plans.
• 401(k) / Roth with company matching, HSA / FSA options.
• Gym subscription (Wellhub).
• Family support: adoption benefits, paid parental leave 12‑16 weeks.
• Hybrid, global presence; “Work from anywhere” allowance of 20 days.
• Learning & professional development opportunities.
• Travel Perk events, mental health support (iFeel), volunteer hours.
• Growth opportunities.

Perk is IRL‑first: work in person 3 days a week, with flexible remote options for eligible roles. The role requires commuting within distance of Boston/Chicago hubs. Relocation assistance is available for qualified candidates.

We’re an equal opportunity employer and welcome applicants regardless of background.

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