Collections Specialist

Let’s keep things simple: we are an unbelievably 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 users. We’re removing that complexity.

Our industry-leading technology solution puts a simplified benefits experience in the hands of users, saving them time and money. Since the start of the pandemic, we’ve created a COVID-19 resource center, helped members find testing and care, and made it even simpler to get telemedicine and mental health support to employees. 

HealthJoy has experienced explosive growth over the last few years: we've raised over $50M in funding, earned awards for Talent Culture’s Best HR Technology, Forbes 2021 Best Startup Employers and Built In Chicago’s Best Places to Work for the past three years. This year, we plan to continue down a path of high growth and high impact.

You’ll be responsible for managing the collections process, ensuring timely customer payments, and applying those payments accurately to the correct accounts. Your work will directly support cash flow operations, customer relationships, and financial reporting accuracy. You’ll also help identify and streamline improvements to the collections and cash application process in a fast-paced, evolving environment.

Collections Management:

• Support the end-to-end collections process for a portfolio of customer accounts, including outreach, follow-ups, and dispute resolution.
• Communicate professionally with clients to resolve outstanding balances.
• Partner with Sales, Customer Success, and Legal to address collection issues and customer disputes.

Payment Application:

• Accurately apply payments, credits, and adjustments to customer accounts in a timely manner.
• Reconcile unapplied cash and work with customers or internal stakeholders to resolve.
• Manage daily cash postings from various payment platforms (ACH, wire, credit card, etc.).

Process Improvement:

• Identify process inefficiencies and recommend scalable solutions for collections and payment applications.
• Support the implementation of new tools, automation, and integrations that reduce manual effort and increase accuracy.

Reporting & Analysis:

• Maintain accurate and up-to-date AR aging reports.
• Track and report on collections KPIs, including DSO (Days Sales Outstanding), cash application timing, and outstanding balances.
• Assist with monthly close processes related to AR, bad debt reserves, and cash reconciliation.

• 2+ years of experience in collections, payment application, or AR within a fast-paced or high-growth company (tech or SaaS preferred).
• Familiarity with complex billing models (usage-based, tiered pricing, multi-entity, etc.).
• Hands-on experience with accounting or ERP systems (e.g., NetSuite, QuickBooks, Maxio, or similar).
• Strong Excel or Google Sheets skills (pivot tables, lookups, etc.).
• Exceptional communication, organizational, and problem-solving skills.
• Ability to work independently, prioritize tasks, and adapt quickly to change.
• Prior insurance or healthtech experience is preferred

Job Level: Band 20

Base Compensation Range for Job Level: $55,000-$70,000 annually

The cash compensation above includes base salary only. Certain roles are eligible for additional cash incentives such as commission, annual bonus targets, overtime pay or other variable incentives.

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 

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. 

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.