Account Executive, Mid Market

Sorry, this job was removed at 10:13 p.m. (CST) on Friday, Mar 27, 2026
Hiring Remotely in U.S.
Remote
HR Tech • Payments • Software • Financial Services
Mission: Helping companies reimagine the world of benefits and how they are delivered to employees.
The Role
About Us

At Benepass we're making benefits easy. We believe people are the most important asset to any company. Traditional one-size-fits-all benefits packages no longer cut it in today's hybrid and remote-first environment. With Benepass, companies can tailor their benefits to the unique needs of their workforce.

Through our easy-to-use and highly customizable fintech platform, People teams can implement, administer, and track the benefits that meet employees where they are. Employers design their benefits and perks plan by setting a contribution amount and eligible spend categories. Every employee has their own individual definition of wellness and needs different things to help them be their most productive, fulfilled self.

Our Mission

Helping companies reimagine how companies take care of their people.

Our Investors

We are backed by leading investors, including Portage Ventures, Threshold Ventures, Gradient Ventures, Workday Ventures, and Clocktower Technology Ventures. To date, the company has raised $35 million of equity capital.

Articles
  • Founder Story - Jaclyn Chen

  • Benepass Raises $40M Series B

Candidate Resources
  • Benepass | Candidate Resource Page

  • Benepass Listed on Inc. Magazine's Best Workplaces of 2023

Position Overview

We are seeking a motivated and dynamic Sales Representative to join our team, focusing on small to medium-sized businesses (SMB) with up to 5,000 employees. In this role, you will be responsible for identifying and engaging potential clients, understanding their unique needs, and presenting tailored solutions that demonstrate the value of Benepass's offerings.

Key Responsibilities:
  • Prospect and Lead Generation: Identify and research potential SMB clients through various channels, including online research, networking events, and referrals.

  • Consultant Relationship: In this role you are tasked with meeting and educating health care brokers about Benepass and our product suite and how we differentiate from other solutions in the market.

  • Client Engagement: Initiate contact with prospective clients via phone, email, and social media to introduce Benepass's solutions and schedule meetings or demonstrations.

  • Needs Assessment: Conduct thorough assessments to understand the specific benefits needs and challenges of each client.

  • Solution Presentation: Effectively communicate the features and benefits of Benepass's products, tailoring presentations to address the unique requirements of each client.

  • Pipeline Management: Maintain accurate records of all sales activities and client interactions in the CRM system, ensuring a well-organized sales pipeline.

  • Collaboration: Work closely with the marketing and product teams to stay informed about the latest product developments, market trends, and promotional initiatives.

  • Feedback Loop: Gather and relay client feedback to internal teams to assist in the continuous improvement of our products and services.

What You’ll Bring
  • 2–5+ years of experience managing a high-performing SaaS or benefits-tech sales team.

  • Proven success as an individual contributor in closing mid-market or enterprise deals.

  • Strong forecasting and pipeline management skills.

  • Exceptional coaching ability, you know how to elevate talent and drive consistency.

  • Experience selling to HR, Finance, or Total Rewards leaders (benefits, HRIS, HCM, or fintech experience a plus).

  • High curiosity, adaptability, and desire to thrive in a rapidly scaling organization.

  • Strong communication and collaboration skills, you’re as comfortable on a prospect call as in an executive strategy meeting.

Why Benepass
  • Training and Development: Comprehensive onboarding and ongoing training programs to support your professional growth.

  • Career Advancement: Clear pathways for career progression within the sales department and beyond.

  • Supportive Environment: A collaborative and inclusive work culture that values diversity and encourages innovation.

  • Competitive Compensation: A base salary with performance-based incentives and benefits package.

Compensation
  • Base: $100,000 - $130,000 + Variable Compensation + Equity

Range(s) is subject to change. Benepass takes a number of factors into account when determining individual starting pay, including market comparables, interview performance, peer compensation, and years of experience.What We Offer
  • 95% coverage of medical, dental, and vision

  • Fantastic benefits (of course 😃), including:

    • $250 WFH setup (one time)

    • $500/year Learning & Development Benefit

    • $150/month cell phone + internet

    • $100/month Wellness

    • $100/month Co-working and Commuter Benefit

  • We offer several team onsites a year

  • Flexible PTO

At Benepass, we are working towards reimaging how companies take care of their people. We are committed to creating an inclusive environment for all our employees and are seeking to build a team that reflects the diversity of the people we hope to serve with our revolutionary products. Benepass is proud to be an equal-opportunity employer.

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The Company
HQ: New York, NY
38 Employees
Year Founded: 2019

What We Do

Benepass is a platform to flexibly distribute benefits and non-salary compensation globally. Through our easy-to-use and highly customizable fintech platform, People teams can implement, administer, and track the modern benefits that their employees are looking for. Employers design their benefits and perks plan by setting a contribution amount and eligible spending categories. Every employee has their own individual definition of wellness and needs different things to help them be their most productive, fulfilled selves. Our card-first technology gives employees a physical and virtual VISA card with all their benefits from their employer coded on the card including: - Pre-Tax Benefits: Public Transit, Parking, Health FSA, Dependent Care FSA, HSA - Perks Programs: Wellness (Physical and Mental), Food, Family and Childcare benefits, Work from Home, Professional Development, LSA, and custom programs for your company! Today we’re the vendor of choice for 100+ clients representing 100,000+ employees in more than 30 countries.

Why Work With Us

We're a group of smart low ego hard-working professionals. We believe that we hire the best and give a high degree of ownership to be creative and execute. Being a part of a 37-person company you get the chance to directly shape how we build our culture, product, and trajectory of the company in a green field space. We practice what we preach!

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