Come for the mission. Stay for the experience.

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. Now more than ever, employers are adding value to their employees’ benefits like telemedicine and mental health services. HealthJoy’s industry-changing tech platform consolidates those benefits into a simplified benefits experience, saving users time and money.

HealthJoy has garnered workplace awards for Inc.'s Fastest Growing Startups and Built In Chicago’s Best Places to Work while growing globally to nearly 400 team members. We’re continuing down the path of high growth and high impact, and this role is a key member of the Product Team making that happen.

Your impact.

HealthJoy is a leading innovator in the healthcare navigation industry, committed to transforming healthcare through cutting-edge technology solutions. Our mission is to improve patient outcomes, enhance healthcare efficiency, and drive innovation in the rapidly evolving healthcare landscape. We are seeking a dynamic and experienced thought leader to join our Revenue Operations team as Senior Manager, GTM Systems.

This is a hands-on, senior-level role for a proactive problem-solver with 10+ years of experience who can own our Salesforce platform's configuration and user experience from end-to-end. You'll be responsible for the full lifecycle of our sales and go-to-market data, focusing on data integrity, user support, and delivering actionable insights through powerful declarative tools. This role is crucial for scaling our operations and using our data to drive strategic business decisions with HealthJoy leadership.

Desired Outcomes:

• Architect a Seamless GTM Ecosystem: Act as the definitive owner and final authority for the Salesforce platform and our entire integrated stack (Rattle, DocuSign, Cirrus Insight, and billing/ICM tools). You will ensure these systems are harmonized and resilient, creating a "single source of truth" that allows the business to scale without technical friction.
• Pioneer an AI-Enabled Revenue Engine: Lead the strategic identification and implementation of "Agentic AI" opportunities (e.g., Agentforce, N8N, or custom LLM integrations). Your success will be defined by shifting the organization toward a self-service model, where automation handles the routine and your team is freed to focus on high-impact innovation.
• Drive Modernization to Eliminate "The Weeds": Proactively audit and overhaul manual, legacy processes—such as contract renewals and product refreshes—replacing them with automated, resilient solutions. You will be responsible for moving the organization from reactive troubleshooting to proactive system evolution.
• Function as a Strategic Liaison to FP&A and Leadership: Partner directly with the Director of FP&A to translate complex business requirements into a high-level technical roadmap. You will ensure that our systems are not just operational, but are strategically aligned with financial reporting needs and the broader go-to-market vision.
• Enablement, Compliance, and Instant Insights: Champion a culture of platform proficiency through strategic user training and rigorous security governance. You will own the permission architecture and compliance standards while delivering "insights at the fingertips"—a suite of real-time dashboards and high-fidelity reporting that empowers leadership to make proactive, data-driven decisions.

Key Responsibilities:

• Administer and configure a complex Salesforce platform, including custom objects, fields, workflows, and integrations, while leveraging Salesforce Flows, Lightning Web Components (LWCs), Apex, and other advanced platform capabilities.
• Collaborate with Sales, Customer Success, Marketing, Finance, and Product teams to gather requirements and design scalable, maintainable solutions that effectively address business needs while enabling Salesforce best practices.
• Ensure data quality and integrity through proactive, regular hygiene audits and updates.
• Co-manage cross-functional implementations and the logic and connections of tools that integrate with Salesforce.
• Own the end-to-end documentation strategy for Salesforce configurations and business processes.
• Directly manage junior admin resources in Salesforce-related projects and day-to-day support.
• Leverage new Salesforce features and best practices to drive continuous platform improvement.
• Lead a tactical assessment of departmental priorities and resource allocation. Develop a data-driven recommendation for organizational design and process improvements to mitigate bottlenecks, maximize platform ROI, and accelerate the delivery of strategic business outcomes.

Culture & Values:

Our company values are the heart of our culture. We’re looking for someone who doesn’t just fit in, but helps us build a stronger team by living these values every day.

• Deliver Joy: We find joy in our work and strive to deliver a joyful experience to our users and teammates. This means being a positive force, celebrating wins (both big and small), and taking pride in creating a seamless and delightful platform experience.
• Accountability: We own our work, our outcomes, and our mistakes. We believe in following through on commitments and taking responsibility for our actions, which builds a foundation of trust and reliability within the team.
• Open in Heart and Mind: We approach challenges and disagreements with an open heart and an open mind. This value means being receptive to new ideas, different perspectives, and constructive feedback, and choosing empathy over judgment.
• Purpose over Pride: Our collective mission to improve health outcomes is bigger than any single ego or personal agenda. We set aside pride and focus on what’s best for the company and our users, collaborating openly and honestly to achieve our shared purpose.
• Care: We genuinely care about our colleagues, our users, and the quality of our work. This value is reflected in how we support each other, the attention to detail we bring to every task, and our commitment to building a product that truly makes a difference.

Your experience.

• 10+ years of hands-on experience as a Salesforce Administrator.
• Technical Skills:
• Proven track record as the Subject Matter Expert (SME) for all things Salesforce, serving as the go-to resource for system configuration, customization and best practices.
• Experience architecting, implementing, and maintaining CPQ solutions; Revenue Cloud Advanced experience a plus.
• Strong experience designing, building, and managing integrations. including migrating data and processes from legacy software systems to Salesforce.
• Demonstrated ability to evaluate integration tools, architect solutions, and ensure seamless data flow across platforms.

Leadership Skills:

• • Adaptability: Prioritize and thrive in a fast-paced, ambiguous startup environment where priorities can shift quickly.
  • Proactive Problem-Solver: Don't wait to be told what to do; identify challenges, propose solutions and advocate for needed change.
  • Communication: Clearly articulate technical concepts to non-technical stakeholders and work effectively across departments.
  • Business Acumen: Demonstrates strong business acumen with the ability to think strategically, aligning team deliverables with broader business objectives and ensuring work directly supports organizational.

AI Acumen:

A forward-leaning mindset toward leveraging AI and machine learning to drive and optimize business outcomes. Experience with or a strong desire to learn Agentforce, N8N, or other agentic AI and automation platforms.

Total Rewards

Job Level: 60

Base Compensation Range for Job Level: $160,000-180,000

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

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.