Controller

Come for the mission. Stay for the innovation. 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. Our path to success is paved with our proprietary technology, demanding team members who are naturally AI-forward and data-driven to accelerate our impact. Healthcare benefits are complex and largely underutilized by most people. That’s why HealthJoy was built with one vision: to remove the complexity from being healthy and well. We do that by guiding employees to affordable, high-quality healthcare, consolidating our clients’ health and wellness strategies into the HealthJoy Benefits Operating System - a simple, unified digital experience. The result: healthier employees and a healthier bottom line. With over $100M in fundraising to date, and the successful closing of our recent Series D, HealthJoy has garnered workplace awards for Inc.’s Fastest Growing Startups and Built In Chicago’s Best Places to Work. We’re continuing down the path of high growth and high impact, and this role is a key member of the Finance Team making that happen. Your impact. As the Controller, you will own the accounting operations function and provide leadership on all accounting initiatives. You will have responsibility for the monthly and annual close process, managing the relationships with all third party vendors and coordinating all tasks within company audits. You are someone who is comfortable working in a fast-paced, unstructured environment while continuing to deliver results. You will work extensively with other departments of the organization on various projects and strategic initiatives, so the willingness and ability to work cross functionally is a key part of the role. You will own the accounting operations and due to our company’s growth, help in creating and implementing scalable process improvements. You will help define the strategic direction of the team and also have opportunities to help prepare the annual budget, build and analyze the operating model, and have a voice in key financial decisions. Key Responsibilities: Drive process improvements and contribute to accounting transformation, with an eye on leveraging AI to eliminate manual work, improve speed and efficiency, and reduce potential for errors Own the monthly and year-end close processes, including reviewing balance sheet reconciliations, performing ad-hoc analyses, trial balance reviews, international consolidation, and financial statement preparation, while adhering to tight deadlines Ensure that financial records & reports are maintained in compliance with company policies & GAAP (accrual basis, ASC 606) Analyze monthly operating results to ensure accurate accounting records Oversee all payroll and billing functions Manage client invoicing and collections Lead the annual financial audit with independent CPA firm and 401(k) audit Coordinate the preparation of annual tax returns with independent CPA firm including preparation of supporting workpapers Ensure compliance with sales tax requirements in the appropriate jurisdictions Implement, document and maintain adequate and effective internal controls, policies, and procedures Enforce expense reimbursement policy Oversee the Sales commission, Bonus, Partner commission processes Provide leadership to the accounting staff by managing, recruiting, and training employees Provide thought leadership on emerging accounting trends Periodically review accounting and financial management systems to ensure that systems meet business requirements and implement necessary changes Your experience. 8+ years progressive accounting experience (minimum 2 years in public accounting strongly preferred) Experience managing a small team of accounting professionals Experience leveraging AI to improve accounting processes Experience using NetSuite preferred Strong Microsoft Excel skills (such as vlookup, sumif, pivot tables, and data analysis) and analytica