Frontline Education

Owns the long-term product strategy, leads and coaches product teams, and ensures delivery of high-impact outcomes. | Requires 10+ years in product management or leadership, experience with SaaS or complex enterprise products, and strong strategic, analytical, and communication skills. | Sr Dir, Product Management Location: United States Description Position Overview The Senior Director of Product Management is a senior product leader responsible for defining and driving the strategy, outcomes, and evolution of a mission-critical product domain at Frontline Education. This role carries Senior Director scope due to the strategic importance, scale, and complexity of the domain, as well as the level of decision-making, influence, and accountability required — not because of portfolio breadth or generalized ownership. You will operate at an executive altitude, shaping high-impact product decisions that materially affect customers, the business, and Frontline’s long-term direction. As part of Frontline’s empowered product organization, you will enable Product Managers, Designers, and Engineers to operate with clarity, autonomy, and accountability. You will ensure discovery, delivery, and learning are tightly connected, and that teams consistently solve the right problems with measurable results. Key Responsibilities Strategic Domain Leadership • Own the long-term product strategy for a highly complex, high-impact product domain that is central to Frontline’s mission and business performance. • Translate company strategy into domain-level bets, defining clear problem statements, hypotheses, and success metrics. • Make high-stakes product decisions that balance near-term outcomes with long-term scalability, quality, and product health. • Serve as the primary product authority for the domain, providing clarity and direction in ambiguous or high-risk situations. Outcome Accountability • Be accountable for material customer and business outcomes within the domain, such as retention, adoption, revenue influence, operational efficiency, risk reduction, or customer satisfaction. • Define success metrics that are reviewed at senior and executive levels, ensuring transparency and evidence-based decision-making. • Continuously assess product performance and adjust strategy based on data, customer insight, and market signals. Empowered Team Enablement • Lead and coach senior Product Managers operating in an empowered product model, ensuring strong ownership from discovery through delivery. • Ensure teams have the context, constraints, and clarity needed to make high-quality decisions independently. • Champion continuous discovery practices so teams deeply understand customer problems before committing to solutions. • Act as an escalation point for complex trade-offs, prioritization conflicts, and cross-team dependencies without absorbing day-to-day execution. Cross-Functional Influence • Partner closely with Engineering and Product Design leaders to align on technical feasibility, experience quality, and delivery sustainability. • Influence priorities across Go-To-Market, Customer Success, Finance, and Operations through insight, data, and clear articulation of impact. • Represent the domain in executive forums, ensuring leadership has a clear understanding of risks, opportunities, and outcomes. • Support strategic customer engagements and high-visibility initiatives where product leadership is critical. Discovery, Delivery & Quality • Ensure discovery and delivery are integrated, with fast feedback loops between customer insight and shipped value. • Promote modern product practices that balance speed, quality, compliance, and long-term maintainability. • Hold teams accountable for delivering outcomes, not just features, while maintaining reliability and trust with customers. What Success Looks Like • The product domain delivers measurable, material impact to customers and the business. • Teams are empowered, aligned, and confident in their decision-making. • Discovery is continuous, evidence-driven, and directly informs delivery priorities. • Cross-functional partners trust product leadership for clarity, judgment, and follow-through. • The domain is recognized internally as strategically sound, resilient, and continuously improving. Qualifications & Attributes • 10+ years of experience in Product Management or Product Leadership within SaaS or complex enterprise environments. • Proven success owning strategy and outcomes for a high-impact, complex product domain. • Strong strategic and analytical thinking, with the ability to connect customer problems to business results. • Deep understanding of empowered product teams, continuous discovery, and modern agile practices. • Exceptional communication and influence skills across senior technical and executive audiences. • Demonstrated ability to lead through ambiguity, complexity, and high-stakes decision-making. • Experience coaching senior Product Managers and enabling high-performing teams. • Bachelor’s degree in Business, Computer Science, or a related field; Master’s degree or MBA is a plus. • Willingness to travel as needed. Who we are: Frontline Education is a pioneer of school administration software purpose-built for K-12 districts. We provide innovative, connected solutions for student and special programs, business operations, and human capital management with powerful data and analytics to empower educators and administrators. We earn the trust of K-12 leaders across the U.S. by serving as a consistently high-performing, forthright partner of school districts through every dimension of the company. We're a group of unique and talented individuals that love what we do. We've been lucky enough to land jobs with a rapidly growing tech company that supports an appreciative and friendly customer base. We work hard to make our customers happy, but we like to have a good time in the process. We are a company that strives to think in terms of “we” instead of “me.” We believe in the philosophy of servant leadership and that it’s all about putting others first. We also value the balance between family and work. We are intentionally building a workplace that respects, supports, and values the identities of all our team members. We believe this to be foundational in developing a strong community in our company. Frontline Education is an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. The perks of being a Frontliner: At Frontline, we value our people and invest in their success. We offer a competitive compensation package that includes a 401(k) match, comprehensive national healthcare coverage, and flexible, personalized PTO. As our company continues to grow, so do the opportunities—creating an environment where you can advance your career, take on rewarding challenges, and make a real impact.

Lead and execute client success strategy, manage and develop client success teams, integrate AI-powered tools, drive client retention and expansion, and ensure operational excellence. | 8-10+ years in client success or account management with 3-5+ years in senior leadership, experience in SaaS or tech-led organizations, AI-driven customer success tool implementation, strong strategic and analytical skills, and ability to lead high-performance teams. | Director, Client Success Management Location: United States Description Director, Client Success Management Location Requirements: Hybrid to Wayne or Naperville. Remote candidates will be considered. Your role on the team: We are seeking a Director of Client Success Management who brings a bold, forward-thinking approach to customer engagement and lifecycle management. This individual will be responsible for architecting and executing a comprehensive strategy to ensure our clients realize measurable value, fueling both retention and expansion. The ideal candidate is a strategic operator and inspiring people leader who instills discipline, ownership, and accountability across the team, while actively championing an AI-first, innovation-driven culture. This leader must possess a strong bias for action, a passion for operational excellence, and a commitment to “driving value that drives demand.” They will empower their team to anticipate client needs, deliver high-impact engagements, and scale through technology and automation. You can expect to: Strategic Leadership • Define and execute a client success strategy that aligns with company goals and enables scalable, value-driven outcomes across the client lifecycle. • Establish a long-term vision that prioritizes innovation, digital transformation, and proactive client success practices. • Serve as a thought leader in customer success strategy, continuously identifying new methods to elevate client value, reduce churn, and maximize lifetime value. • Act as an executive sponsor for a defined subset of strategic accounts, fostering senior-level relationships and ensuring alignment between customer outcomes and business goals. AI-Enabled Client Success • Lead the integration of AI-powered tools and capabilities (e.g., predictive health scoring, automated engagement, sentiment analysis, renewal forecasting) to streamline operations and surface actionable insights. • Champion an AI-first mindset across the Client Success organization, ensuring all team members are enabled to leverage emerging technologies to enhance client interactions and improve efficiency. • Partner with cross-functional teams to design and implement intelligent workflows and automation that increase touchpoint consistency, accelerate time-to-value, and identify risk indicators earlier in the client journey. Client Engagement & Retention • Ensure all accounts have actionable success plans aligned to client goals, with consistent delivery of insights, value realization milestones, and ROI tracking. • Own the framework for Executive Business Reviews (EBRs), ensuring strategic alignment with key stakeholders and executive sponsors. • Personally manage key escalations and at-risk relationships while driving a culture of proactive resolution and customer advocacy. Team Management & Development • Directly lead and support a team of Strategic Client Outcome Partners and Client Outcome Managers, setting clear expectations, measurable objectives, and a standard of excellence. • Hire, develop, and retain a high-performing team of client success professionals with a deep commitment to accountability, excellence, and continuous learning. • Establish a feedback-driven culture rooted in transparency, empowerment, and results. • Drive alignment across teams to ensure unified customer communication, seamless handoffs, and cross-functional execution. Growth & Expansion • Collaborate with Sales and Marketing to identify and drive opportunities for product expansion, adoption, and upsell within existing accounts. • Ensure that value delivery is tightly coupled with demand generation efforts, enabling satisfied clients to become advocates and repeat buyers. Operational Excellence & Innovation • Design and optimize processes, playbooks, and engagement models tailored by customer segment, powered by technology and real-time data. • Leverage analytics, AI, and automation to improve forecasting accuracy, streamline renewals, and optimize team capacity. • Regularly evaluate new technologies and partner with Product and IT to pilot solutions that improve the client experience and internal efficiency. Key Metrics / KPIs • Gross Revenue Retention (GRR) • Net Revenue Retention (NRR) • Customer Health Score Accuracy & Predictive Engagement Rates • Time-to-Value (TTV) • Churn Rate • Expansion Revenue / Product Adoption Growth • Client Advocacy (e.g., NPS, referrals, testimonials) What you bring to the role: • Are a builder, not a maintainer—ready to architect a modern client success engine powered by data, technology, and innovation. • Have a natural bias for action and operate with urgency and clarity, especially in complex or ambiguous situations. • Lead with integrity, inspire accountability, and believe in coaching up, not managing down. • Embrace change and challenge with a growth mindset, always seeking a better way. • Understand that value delivered is what drives client demand—and you know how to operationalize that across an entire team. Qualifications: • 8–10+ years of experience in Client Success, Account Management, or Customer • Experience, with 3–5+ years in a senior leadership capacity. • Proven success leading scaled client success operations in a SaaS or technology-led organization. • Demonstrated experience implementing or scaling AI-driven tools or customer success technologies such as Gainsight, Totango, Salesforce, or similar platforms. • Deep understanding of the customer lifecycle, segmentation models, digital success strategies, and operational best practices. • Track record of building high-performance teams, leading through change, and delivering measurable business outcomes. • Highly analytical, with strong communication and executive presence. • Passion for innovation, continuous improvement, and delivering exceptional client value at scale. Who we are: Frontline Education is a pioneer of school administration software purpose-built for K-12 districts. We provide innovative, connected solutions for student and special programs, business operations, and human capital management with powerful data and analytics to empower educators and administrators. We earn the trust of K-12 leaders across the U.S. by serving as a consistently high-performing, forthright partner of school districts through every dimension of the company. We're a group of unique and talented individuals that love what we do. We've been lucky enough to land jobs with a rapidly growing tech company that supports an appreciative and friendly customer base. We work hard to make our customers happy, but we like to have a good time in the process. We are a company that strives to think in terms of “we” instead of “me.” We believe in the philosophy of servant leadership and that it’s all about putting others first. We also value the balance between family and work. Frontline embraces diversity, equity, and inclusivity. We are intentionally building a workplace that respects, supports, and values the identities of all our employees. We believe this to be foundational in developing a strong community in our company. Frontline Education is an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. The perks of being a Frontliner: Frontline offers a competitive compensation package including a base salary, rewarding bonus structure, 401k match, ESPP, and personalized PTO! Our company growth has created a promising environment for career advancement and rewarding challenges. We offer a tuition reimbursement program for eligible college credit coursework available to employees depending on their status and length of employment. The salary range for this role is $145,000 - $155,000 per year, based on experience, skills, and internal equity. In addition to base salary, this role includes a bonus, personalized PTO, and comprehensive benefits, including health insurance, 401k, and much more! Our Privacy Policy: Your privacy is important to us. Click here to read our general Privacy Statement, and click here to read our Applicant Privacy Statement

Manage a client support team to deliver technical support, improve customer satisfaction, handle escalations, and optimize support operations. | Bachelor’s degree, experience leading distributed customer support teams in an enterprise SaaS environment, strong communication and organizational skills, and ability to manage support metrics and processes. | Support Manager - SPM (Special Programs Management) Location: United States Description Support Manager - SPM (Special Programs Management) Location Requirements: Hybrid to Wayne, PA or Naperville, IL. Remote candidates will be considered. Your role on the team: The Support Manager, reporting to a Senior Support Manager, leads a client support team responsible for helping customers answer technical support inquiries as well as mitigate and solve problems within the solution. This role will manage service delivery operations including WFM (workforce management), inbound volume across multiple channels, initial response SLA’s, issue cycle and resolution times, customer escalations and customer satisfaction. You can expect to: • Create an environment that fosters trust, open communication, creative thinking & cohesive team effort. • Motivate & inspire team members through servant leadership and by being an example. • Provide daily direction and communication to employees so that customer interactions are handled in a timely, efficient and knowledgeable manner. • Schedule routine 1:1 sessions with each team member to provide the following: • Metrics and performance feedback and coaching on a regular basis to each team member. • Write and deliver performance feedback in the performance management process and support development efforts through feedback in the employees’ Individual Development Plan. • Be available for employees with work and/or individual performance issues, by providing appropriate coaching, counseling, direction and resolution. • Ensure employees have appropriate training and other resources to perform their jobs. • Respond to and resolve employee relations issues expressed by team members; create and maintain high quality work environment so team members are motivated to perform at their highest level. • Share continual responsibility for deciding how to manage the employees’, ensuring calls are handled efficiently and effectively. • Establish work procedures and processes that support company and departmental standards, and strategic directives. Provide continual evaluation of existing processes and procedures. • Use appropriate judgment in upward communication regarding department or employee concerns. • Increase client satisfaction through Net Promoter Scores and Customer Satisfaction measurements. • Understand and the individual utilization and team capacity based on the average and anticipated volume of support to help establish metrics for the team. • Help drive a reduction in support volume by helping create knowledge base and drive users to available online resources. • Research and develop pro-active customer support approaches to minimize overall customer support that is necessary. • Guide and help manage the liaison between Client Success and Product for specific product line to represent product & client priorities and communication. What you bring to the role: You're a motivated self-starter who is comfortable wearing multiple hats and thrives in a dynamic environment. The ideal candidate will have exceptional customer service skills, solid technical experience, and proven experience leading a distributed customer support team at an enterprise SaaS organization. • Ability to meet key performance indicators such as first call resolution, schedule adherence, and customer satisfaction. • Ability to review customer satisfaction results and develop improvement initiatives. • Ability to research, analyze, develop, and recommend processes and procedures to improve the customer's overall experience. • Ability to analyze and influence support metrics, support channels and self-service tools to measure deflection of support. • Strong desire to coach, mentor, and retain talent. • Ability to work self-sufficiently in a fast-paced environment. • Ability to manage multiple clients & cases simultaneously with minimal supervision. This role requires: • Technical proficiency, communication and organizational skills are top strengths. • Bachelor’s Degree or higher. • Leverage knowledge base articles for both troubleshooting and educating clients. • Manage a team of approximately 8-10 people; including growth and evaluation of team, PTO approvals, and management of team expenses. • Strong verbal and written communication skills. Who we are: Frontline Education is a pioneer of school administration software purpose-built for K-12 districts. We provide innovative, connected solutions for student and special programs, business operations, and human capital management with powerful data and analytics to empower educators and administrators. We earn the trust of K-12 leaders across the U.S. by serving as a consistently high-performing, forthright partner of school districts through every dimension of the company. We're a group of unique and talented individuals that love what we do. We've been lucky enough to land jobs with a rapidly growing tech company that supports an appreciative and friendly customer base. We work hard to make our customers happy, but we like to have a good time in the process. We are a company that strives to think in terms of “we” instead of “me.” We believe in the philosophy of servant leadership and that it’s all about putting others first. We also value the balance between family and work. Frontline embraces diversity, equity, and inclusivity. We are intentionally building a workplace that respects, supports, and values the identities of all our employees. We believe this to be foundational in developing a strong community in our company. Frontline Education is an equal opportunity employer and we do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. The perks of being a Frontliner: Frontline offers a competitive compensation package including a base salary, rewarding bonus structure, 401k match, ESPP, and personalized PTO! Our company growth has created a promising environment for career advancement and rewarding challenges. We offer a tuition reimbursement program for eligible college credit coursework available to employees depending on their status and length of employment. The salary range for this role is $85,000 - $90,000 per year, based on experience, skills, and internal equity. In addition to base salary, this role includes a bonus, personalized PTO, and comprehensive benefits, including health insurance, 401k, and much more! Our Privacy Policy: Your privacy is important to us. Click here to read our general Privacy Statement and click here to read our Applicant Privacy Statement.