Come for the mission. Stay for the experience.

Let’s keep things simple: we’re a talented, hard-working and compassionate team driving towards a mission that impacts every single one of us - even you!

Healthcare benefits are complex, underutilized and a mystery for most people. That’s why it’s our vision to remove the complexity from being healthy and well. HealthJoy guides employees to affordable, high-quality healthcare by consolidating our clients’ health and wellness strategies into a simple, unified digital experience. This leads to healthier employees and a healthier bottom line.

With over $100M in fundraising to date, HealthJoy has garnered workplace awards for Inc.'s Fastest Growing Startups and Built In Chicago’s Best Places to Work while growing globally to over 400 team members. We’re continuing down the path of high growth and high impact, and this role is a key member of the Customer Success team making that happen.

Your impact.

HealthJoy’s Customer Success Team is leading the charge at HealthJoy to deliver industry-leading outcomes to our customers, with the ultimate goal of driving customer retention and growth.

As an Account Executive (Small Business), you’ll be joining a team of “subject matter experts” within the broader Customer Success organization, who provide impact both within a book of designated accounts and at scale.

You’ll serve as the post-sale commercial leader within a designated book of business composed of HealthJoy’s small-business customers. While these customers are overseen on a day-to-day basis by HealthJoy’s Customer Engagement Team, Account Executives are ultimately responsible for ensuring that the customers within your book of business find value in their investment, and ultimately expand their relationship with HealthJoy. Account Executives have an exciting opportunity to engage directly with HealthJoy’s benefit consultant partners (brokers), as well as client HR leaders and decision makers, as part of their role.

In addition, Account Executives partner closely with Customer Success Leadership, and other GTM teams, to deliver scaled value across our customer-base through thought leadership, webinars, and periodic higher-touch engagements with customers within your book of business.

This is a unique opportunity for a seasoned benefits industry professional passionate about delivering customer value, and excited to pivot to a dynamic, fast-paced team, to learn new skills in SaaS while making broad contributions toward HealthJoy’s overall revenue goals.

Here’s what you could expect in the role.

Confidently and independently own key customer outcomes (product adoption and utilization, net dollar retention, and customer health) for clients within your book of business (comprised of roughly 500 small business customers);
In higher-touch engagements with your customers and broker partners, and at scale, advise your customers on strategies to optimize adoption across their members, drawing upon your extensive knowledge of HealthJoy’s product and services, benefit industry domain knowledge, and best practices;
Regularly review product utilization data across your book of business in order to uncover opportunities to mitigate risk and/or expand your book of business value;
Participate in book of business reviews with HealthJoy’s benefit consultant partners, alongside your counterparts on HealthJoy’s Sales Team, in order to present on outcomes and product updates;
Remain highly organized and efficient in order to ensure that you are spending your time proactively engaging with those customers that are in need of a higher touch based upon risk and/or opportunity;
Effectively collaborate up, down, and across – this role will only be successful if the Account Executive is a top notch collaborator with teams in Sales, Customer Operations, and Marketing that regularly engage with this segment;
By conducting effective ongoing discovery about your customers and their wants and needs, uncover potential upsell and/or other account expansion opportunities, and partner effectively with HealthJoy’s Product Solution Consultant team to effectively position marketplace solutions and ultimately expand account value;
Lead the expansion sales and renewal process for customers within your book of business;
Partner cross-functionally with GTM teams to support the scaled delivery of product education to your customers, as new features and functionality are released to ensure ongoing awareness and adoption;
You are the voice of the customer and act as an advocate for our customers, while providing feedback to relevant internal stakeholders.

Add value across the organization as a subject-matter expert.

Contribute to cross-functional thought leadership initiatives, including partnering with GTM and Product teams to develop podcast, webinar, or other written thought leadership;
Support overall Customer Success team performance, in partnership with people managers, by developing internal domain-area training, templates, and other tools used by CSMs to improve the team’s overall understanding of the employee benefits industry and trends;
Evangelize customer value across internal cross-functional teams, advocating for not only what HealthJoy’s customers need in order to be successful today but also in the future given benefit industry trends;
Keep an active pulse on the emerging needs of your customers and ensure HealthJoy is adapting future strategy and infrastructure to support the success of this client segment;
Serve as a mentor to junior team members looking to grow their careers in customer success and employee benefits.

Your experience.

Benefits experience required. Experience working directly as an HR team member and/or as a benefit consultant strongly preferred.
7+ years of customer-facing account leadership or related experience demonstrating a high degree of skill in serving as a trusted advisor.
Demonstrated success managing a sales process.
Highly collaborative and influential with your teammates and business partners across the organization to drive results and innovation. The right candidate for this position not only enjoys collaborating with teams but thrives in that environment.
Extremely well organized. Goal oriented and motivated. You like to see results!

Exceptional executive presence. Ability to present complex or detailed information in a digestible and actionable manner to executive and c-suite level audiences.

Willingness to travel to support client book of business with the goal of approximately 1 visit per year to your most saturated benefit consultant partners, as well as at a minimum quarterly to Chicago headquarters for internal team meetings, and as needed. Total travel estimated at 30%.

Total Rewards

Job Level: 40

Base Compensation Range for Job Level: $105,000-125,000 Base + Variable

HealthJoy maintains a comprehensive strategy to determine rewarding and competitive packages for individual compensation for new hires, internal promotions and internal job changes. This strategy is based on several factors unique to each individual, including: 1) the skills, experience and qualifications of the individual; 2) the responsibilities and demands of the role; 3) analysis of external market data; and 4) company budget and financial performance.

HealthJoy is a remote-first employer. The disclosed range estimate has not been adjusted for the applicable geographic differential associated with the location at which the position may be filled.

At HealthJoy, it is not typical for an individual to be hired at or near the top of the range for their role, and compensation decisions are dependent on the facts and circumstances of each role and individual.

In addition to cash compensation, HealthJoy offers a rich “Total Rewards” package that includes:

Medical, Dental and vision insurance packages
HSA contribution match
Stock options for eligible roles
401k match
Paid parental leave
Company sponsored Short Term and Long Term Disability coverage
Flexible PTO

Commitment to Equal Pay

At HealthJoy, we are committed to creating a diverse and inclusive workplace where everyone has the opportunity to succeed and thrive.

We believe that everyone should be paid based on their qualifications, experience, and the work that they do, and not on their gender, race, or any other personal characteristic. Our compensation practices are essential to fostering a diverse and inclusive culture where we value the contributions of all our employees.

We conduct thorough annual reviews of employee pay and our pay practices to ensure we reward the right behaviors and are providing equal pay for equal work.

Additionally, we assess the external market and internal equity across like roles. As part of our regular review of pay practices, HealthJoy examines employee pay for potential disparities between persons of different genders, races and ethnicities that are not explainable by objective factors such as performance, experience level, credentials, or location, and are committed to correcting any issues and reviewing practices from unintended outcomes.

Commitment to Equal Opportunity

HealthJoy is committed to creating a diverse environment and is proud to be an equal opportunity employer.

All qualified applicants receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or any other basis forbidden under federal, state, or local law.

Don’t meet every single requirement? We know the confidence gap and imposter syndrome can get in the way of meeting spectacular candidates, so please don’t hesitate to apply — we’d love to hear from you. HealthJoy is dedicated to building a diverse, inclusive, and authentic workplace, so if you’re excited about this role and HealthJoy, we encourage you to apply. You may be just the right candidate for this or other roles.

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