Senior Account Executive - US

PerkChicago, IL
$165,000 - $165,000Hybrid

About The Position

Perk (formerly TravelPerk) is seeking ambitious Senior Account Executives to join their growing North American team. This is a high-impact role focused on outbound pipeline generation, managing the full sales cycle from initial contact to closing deals, and ensuring client success post-sale. The role involves working within a high-performing, collaborative sales team that values curiosity, ownership, and continuous learning. Perk offers a supportive, fast-paced culture with investment in employee growth, training, coaching, and clear career progression paths. The ideal candidate is a self-starter motivated by growth and targets, comfortable with high volumes of outreach, skilled in discovery and demo calls, and confident in closing deals.

Requirements

  • 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.

Nice To Haves

  • background in startups, SaaS, or B2B tech

Responsibilities

  • 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.
  • Sell to a range of personas–from Office Managers to Finance and HR leaders–and need to tailor your pitch accordingly.

Benefits

  • Competitive compensation, including equity in Perk
  • Generous vacation days
  • 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
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