Senior Account Executive - US
Perk · Chicago, IL · 1 wk ago
HybridSales$165k/yrFull-time
About the role
At Perk, we're on a mission to revolutionize business travel. We're growing fast in North America, and we're looking for ambitious Senior Account Executives to join our team.
This is a high-impact, high-energy role where you’ll be responsible for outbound pipeline generation, running the full sales cycle from first touch to close, and even supporting the post-sale experience to set your clients up for long-term success.
You’ll join a high-performing, collaborative sales team that values curiosity, ownership, and continuous learning. We’re proud of the culture we’ve built—inclusive, fast-paced, and deeply supportive—and we invest in your growth with training, coaching, and a clear path for progression.
- 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.
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.
What do we offer?
- 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 and Benefits: Compensation for this role is a combination of salary, commissions, and stock options. The OTE (base + commission) is $165,000. The commission structure will be tied to the achievement of revenue & retention targets. Commissions are uncapped.
How We Work
- We take an IRL-first approach to work, where our team works together in-person 3 days a week.
- For certain roles, we can help with relocation from anywhere in the world, English is the official language at the office.