Location Designation: Fully Remote Role Overview: The Enroller Manager is a senior individual-contributor role within New York Life Group Benefit Solutions, accountable for the strategic planning, execution, and continuous improvement of enrollment staffing operations. This role leads the end-to-end lifecycle of vendor enrollers (benefit counselors), ensuring enrollment events are staffed with high-quality, credentialed professionals who deliver an exceptional client and participant experience. Operating with a high degree of autonomy, the Enroller Manager serves as a subject matter expert (SME) for enrollment staffing strategy, group benefits enrollment practices, and vendor performance management. The role partners closely with Sales, Service, and Field Leadership to align staffing decisions with business priorities, cost efficiency, and client complexity. What You'll Do: Strategic Staffing & Workforce Planning - Independently forecast enrollment staffing demand across assigned markets, factoring in seasonality, client complexity, geographic considerations, and enrollment modality. - Develop and execute proactive recruitment strategies to maintain a deep, ready bench of experienced enrollers. - Evaluate staffing models and recommend improvements to optimize cost, quality, and coverage. Recruitment, Hiring & Vendor Oversight - Lead end-to-end recruitment, selection, onboarding, and performance management of vendor enrollers. - Apply expert judgment to assess qualifications, licensing, and fit. - Maintain strong professional relationships with experienced enrollers and insurance agents. Enrollment Execution & Account Readiness - Partner with Sales Offices and internal teams to ensure enrollment readiness. - Deliver account-specific training and briefings. - Anticipate and resolve enrollment risks independently. SME Leadership & Cross-Functional Influence - Act as a trusted advisor to Sales and Service teams. - Educate partners on staffing best practices. - Contribute thought leadership to enrollment strategy. Reporting, Compliance & Continuous Improvement - Ensure post-enrollment reconciliation and expense compliance. - Analyze performance trends and recommend improvements. - Lead or support special projects. What You'll Bring: - Minimum 3 years of experience in enrollment staffing or group benefits operations. - Working knowledge of group benefits and enrollment mechanics. - Established insurance agent or enroller network preferred. - Strong decision-making, organizational, and communication skills. - Technology-savvy with demonstrated ability to use tools such as Smartsheet, payroll and timekeeping systems, Adobe applications, and emerging AI-enabled tools to improve operational efficiency, reporting accuracy, and decision-making. Preferred Qualifications - Bachelor's degree or equivalent experience. - Active insurance license or ability to obtain. - Advanced Microsoft Office proficiency. Pay Transparency Salary Range: $63,000 - $70,000 Overtime eligible: Exempt Discretionary bonus eligible: Yes Sales bonus eligible: No Actual base salary will be determined based on several factors but not limited to individual's experience, skills, qualifications, and job location. Additionally, employees are eligible for an annual discretionary bonus. In addition to base salary, employees may also be eligible to participate in an incentive program. Company Overview At New York Life, our 180-year legacy of purpose and integrity fuels our future. As we evolve into a more technology-, data-, and AI-enabled organization, we remain grounded in the values that drive lasting impact. Our diverse business portfolio creates opportunities to make a difference across industries and communities-inviting bold thinking, collaborative problem-solving, and purpose-driven innovation. Here, you'll find the rare balance of long-standing stability and forward momentum, supported by an inclusive team that honors tradition while embracing progress. As a Fortune 100 mutual company, we offer a place to grow your skills, contribute to meaningful work, and deliver solutions that matter. Your ideas drive what's next, and your growth powers it. Our Benefits We provide a full package of benefits for employees - and have unique offerings for a modern workforce, including leave programs, adoption assistance, and student loan repayment programs. Based on feedback from our employees, we continue to refine and add benefits to our offering, so that you can flourish both inside and outside of work.Click hereto discover more about our comprehensive benefit options or visit our NYL Benefits Site. Our Commitment to Inclusion At New York Life, fostering an inclusive workplace is fundamental to who we are and how we serve our communities. We have a longstanding commitment to creating an environment where individuals can contribute their best and succeed together. This foundation is rooted in our core values of humanity and integrity, ensuring that every employee feels valued and supported. By embracing a broad range of perspectives and experiences, we achieve greater success and fulfill our promise of providing financial security and peace of mind to families across all communities. Click here to learn more about New York Life's leadership in this space. Recognized as one of Fortune's World's Most Admired Companies, New York Life is committed to improving local communities through a culture of employee giving and volunteerism, supported by the Foundation. We're proud that due to our mutuality, we operate in the best interests of our policy owners. To learn more about career opportunities at New York Life, please visit the Careers page of www.NewYorkLife.com. Visit our LinkedIn to see how our employees and agents are leading the industry and impacting communities. Visit our Newsroom to learn more about how our company is constantly evolving to meet our clients' and employees' needs. Job Requisition ID: 93324

Innovate with purpose At BILL, we believe in empowering the businesses that drive our economy. By replacing outdated financial processes with innovative tools, we help businesses—from startups to established brands—make smarter decisions and gain control of their operations. And we don’t stop there: we’re creating the future of financial automation so businesses can spend more time on what matters. Working here means you become part of a vision-driven team that’s ready to tackle challenges and build cutting-edge solutions. We value purpose, drive, and curiosity—and we thrive in a fast-paced, ever-changing environment. Whether in one of our offices in San Jose, CA, Draper, UT, or in a remote-eligible role, BILLders collaborate to deliver real impact for businesses that need more time in their busy weeks. BILL builds high performing teams and we seek to hire the best talent for every role. We're committed to building a workplace that fosters inclusion and diverse perspectives, valuing each person’s unique skills and experiences. We’d love to hear from you—you might be just what we’re looking for, whether in this role or another. ✨ Let’s give businesses more time for what matters. Make your impact within a rapidly growing Fintech Company Join BILL as a Scaled Customer Success Manager and help small and mid-size businesses modernize how they manage payables, receivables, and spend & expense. In this high-ownership, quota-carrying role, you’ll help manage a shared book of business and be accountable for retention, expansion, and renewals. You’ll guide customers to measurable outcomes through data-driven success plans, executive conversations, and best‑practice enablement that deepens adoption across our platform. You’ll sit within our Post-Sales organization and focus on proactive engagement, customer health, and product adoption at scale. The team monitors health metrics, runs training webinars, uses data to anticipate customer needs, and partners with Sales, Support, Product, and Operations to deliver a seamless customer experience. If you love blending customer success, cross-sales, data-driven decision making and you’re energized by helping small businesses succeed, this role is for you! Responsibilities: - Own and manage a shared book of SMB customers, using data to drive outcomes. - Deliver on revenue and retention goals by reducing churn, driving renewals, and identifying upsell/cross-sell opportunities. - Run training sessions and webinars to ensure customers are properly configured, enabled on best practices, and confident using our products. - Monitor customer health metrics and platform usage, using data and alerts to prioritize outreach, mitigate risk, and uncover expansion opportunities. - Have value-driven conversations with finance and accounting stakeholders (e.g., controllers, accountants, CFOs) to understand their goals and connect them to BILL solutions. - Capture clear notes, next steps, and CTAs in our systems so the broader team can support, follow up, and expand relationships over time. - Develop and maintain deep product expertise across BILL’s solutions, including expense reporting and modern accounting practices, to act as a consultative partner to customers. - Collaborate cross-functionally to resolve issues, remove friction, and deliver a consistent customer experience. We’d love to chat if you have: - Experience in customer-facing, revenue-tied roles such as customer success, account management, inside sales, banking, or finance. - You consistently meet performance targets and quotas by taking a proactive, self-starting approach and maintaining a strong focus on results even in ambiguous situations. - Use data and curiosity to diagnose issues, spot trends, and make thoughtful recommendations that balance customer and business needs - Excel in high-volume environments by maintaining strict discipline in process following, queue management, and organization to ensure effective prioritization and time management. - You are a persuasive and empathetic communicator, skilled at building rapport and resolving conflict across various platforms while effectively presenting to groups in both formal and informal settings (webinars, training, or customer meetings). - Ability to build trust quickly, listen and consult with clients, not just “check the box” on activities. - Basic understanding of financial reports (e.g., Balance Sheet, Income Statement) and how they relate to business health. - Basic familiarity with accounting systems such as QuickBooks, Intacct, NetSuite, or similar tools. Nice to have: - 2+ years in a customer-facing, revenue-responsible role in a SaaS company - Experience in finance/accounting or with AP/AR workflows. - Experience with Gainsight, Salesforce, or similar customer success platform The On Target Earnings (OTE) range for this role is noted below for our office location in San Jose, CA. This role is eligible to participate in BILL’s sales incentive and equity plans. Our ranges for each role and job level are based on a variety of factors including candidate experience, expertise, and geographic location and may vary from the amounts listed above. The role is also eligible for a competitive benefits package that includes: medical, dental, vision, life and disability insurance, 401(k) retirement plan, flexible spending & health savings account, paid holidays, paid time off, and other company benefits. San Jose pay range $88,000—$105,600 USD The On Target Earnings (OTE) range for this role is noted below for our office location in Draper, UT. This role is eligible to participate in BILL’s sales incentive and equity plans. Our ranges for each role and job level are based on a variety of factors including candidate experience, expertise, and geographic location and may vary from the amounts listed above. The role is also eligible for a competitive benefits package that includes: medical, dental, vision, life and disability insurance, 401(k) retirement plan, flexible spending & health savings account, paid holidays, paid time off, and other company benefits. Draper UT pay range $74,800—$89,800 USD What’s in it for you? Redefining how businesses automate their work is a fast-paced, exciting, and fun environment. But we also have benefits and perks to ensure the magic isn’t only experienced by our customers, but by our employees as well. Here is a preview of some of the amazing benefits here at BILL: - 100% paid employee health, dental, and vision plans (choose HMO, PPO, or HDHP) - HSA & FSA accounts - Life Insurance, Long & Short-term disability coverage - Employee Assistance Program (EAP) - 11+ Observed holidays and wellness days and flexible time off - Employee Stock Purchase Program with employee discounts - Wellness & Fitness initiatives - Employee recognition and referral programs - And much more Don’t believe us? Check out our culture, benefits, and teams on our career site, LinkedIn Life, or YouTube pages. BILL is an Equal Opportunity Employer. We believe our best ideas come from the unique stories, perspectives, and experiences of our team members. We welcome people of all backgrounds, abilities, and identities to bring their authentic selves and contribute to our culture. We are committed to a transparent, inclusive hiring process that reflects our values. If you need accommodations at any stage, please contact interviewaccommodations@hq.bill.com. To ensure a fair evaluation, our Candidate Integrity Policy prohibits the use of unapproved external assistance, including generative AI, during live interviews or assessments. Doing so will result in a review and potential disqualification. Our Applicant Privacy Notice describes how BILL treats the personal information it receives from applicants.

WHO WE ARE: MagicSchool is the premier generative AI platform for teachers. We're just over 2 years old, and more than 7 million teachers from all over the world have joined our platform. Join a top team at a fast growing company that is working towards real social impact. Make an account and try us out at our website and connect with our passionate community on our Wall of Love. Role Description As a Senior Customer Success Manager, Texas, you will lead high-level strategic partnerships across major school districts in the state to ensure our tools reduce teacher burnout and accelerate student learning at scale. As a Texas market expert and commercial lead, this consultative position involves managing a multimillion-dollar book of business. Key responsibilities include driving customer adoption and leading renewal efforts within the unique Texas educational landscape. You will oversee complex onboarding and renewal processes, coach teachers and administrators through change, and design interventions that boost adoption. This role is regional, meaning you should live in Texas and bring extensive experience in Texas EdTech (handling large ISDs and understanding TEA/SBOE dynamics) to be considered for this role. Responsibilities In this role, you will own a portfolio of school and district relationships and be responsible for driving the following measurable outcomes: - Portfolio Growth and Retention: You will manage a multimillion dollar portfolio while maintaining a Net Revenue Retention (NRR) rate above target through strategic price increases and seat expansion. - Product Adoption: You will drive active usage across your districts by delivering high-impact training and implementation strategies and creating compelling support materials, such as tutorials and one-pagers, that ensure implementation is scalable and our tools become essential to daily teacher workflows. - Churn Mitigation: You will identify at-risk accounts and execute intervention playbooks to maintain a gross churn rate below company thresholds, specifically focusing on a 90 day action plan for high-stakes renewals. - Strategic Relationship Management: You will build deep trust with district executive leadership, managing accounts with individual ARR values of six-figures or more through data-driven storytelling and consultative selling. - Leadership and Mentorship: You will scale our collective impact by contributing high level insights to the Customer Success playbook, driving cross functional strategy in leadership meetings, and mentoring junior team members to elevate the entire regional organization. - Key Metrics of Success - Revenue Retention (GRR, NRR) - Churn Rate - Pilot conversion - Expansion Growth - Operational Excellence Qualifications/Competencies/Skills To be successful in this role, you’ll bring the following skills and competencies: - Ownership Mentality: You take full responsibility for your portfolio, working with a high degree of urgency and a bias toward action. - Commercial Fluency: You are comfortable leading complex financial negotiations, including discussing contraction risks, pricing adjustments, and expansion opportunities. - Relationship-Driven: You build deep trust with teachers and district leaders alike. - Team Selling Approach: You operate as the "CEO of your accounts," proactively identifying internal resources and mobilizing cross-functional partners to deliver without waiting to be asked. - Consultative Stakeholder Management: You guide district leaders toward the right solution rather than simply reacting to requests. You bring a prescriptive point of view while ensuring the customer feels heard and valued. - Texas K-12 Expertise: You possess a deep understanding of the Texas educational landscape. - Strategic Problem Solving: You can balance long-term account health with the immediate pressures of a fast-paced renewal season. Experience Required - 5 - 8 years of experience as an individual contributor managing enterprise or strategic accounts in a SaaS environment. - A proven track record of meeting GRR and NRR and retention targets. - Demonstrated experience leading commercial conversations around renewals, expansion, and pricing - Comfortable navigating complex, multi-stakeholder organizations and building relationships at the executive level. - Technically proficient in Salesforce or a comparable CRM. - Willingness to travel within the state as needed to support district relationships (30%). Preferred - Background in education as a former teacher, coach, or school administrator, a plus Why Join Us? - Work on cutting-edge AI technology that directly impacts educators and students. - Join a mission-driven team passionate about making education more efficient and equitable. - Flexibility of working from home, while fostering a unique culture built on relationships, trust, communication, and collaboration with our team - no matter where they live. For full time employees: - Unlimited time off to empower our employees to manage their work-life balance. We work hard for our teachers and users, and encourage our employees to rest and take the time they need. - Choice of employer-paid health insurance plans so that you can take care of yourself and your family. Dental and vision are also offered at very low premiums. - Every employee is offered generous stock options, vested over 4 years. - 401k match & monthly wellness stipend. Our Values: - Educators are Magic: Educators are the most important ingredient in the educational process - they are the magic, not the AI. Trust them, empower them, and put them at the center of leading change in service of students and families. - Joy and Magic: Bring joy and magic into every learning experience - push the boundaries of what’s possible with AI. - Community: Foster community that supports one another during a time of rapid technological change. Listen to them and serve their needs. - Innovation: The education system is outdated and in need of innovation and change - AI is an opportunity to bring equity, access, and serve the individual needs of students better than we ever have before. - Responsibility: Put responsibility and safety at the forefront of the technological change that AI is bringing to education. - Diversity: Diversity of thought, perspectives, and backgrounds helps us serve the wide audience of educators and students around the world. - Excellence: Educators and students deserve the best - and we strive for the highest quality in everything we do.

• oversee a portfolio of Zillow’s key real estate partners across Zillow Pro, Follow Up Boss, and Showcase • deliver a first class experience to agents, teams and brokerages • leverage data and customer insights to drive activation, adoption, retention, and expansion across this full product suite • develop and conduct strategic coaching sessions, manage client relationships and implement scalable best practices • drive adoption and value across the full Agent Success product stack • serve as the primary post‑sales consultant and trusted advisor for real estate professionals • quickly build rapport with key stakeholders, understand their business objectives and challenges • drive results through strategic, data-driven business reviews • facilitate onboarding and adoption across Zillow’s product suite • leverage reporting to identify performance gaps and challenges • coordinate with internal cross‑functional partners to resolve issues