Paper

• Own pipeline health, stage discipline, and forecast accuracy • Leverage AI to identify deal risk, slippage, and forecast gaps • Lead weekly pipeline and forecast reviews with data-driven insights • Design and optimize the sales process across new business and expansion • Implement and enforce CRM stage definitions, entry, and exit criteria • Use AI to streamline workflows, reduce manual updates, and improve compliance • Drive operating cadence (weekly metrics, monthly reviews) • Support deal structuring, approvals, and contract workflows (deal desk) • Own Salesforce architecture, data model, and governance end-to-end • Evaluate and deploy AI-enabled GTM tools (forecasting, enrichment, call intelligence, workflow automation) • Automate reporting, data capture, and repetitive tasks • Ensure clean data flow across Sales, Marketing, CS, and Finance systems • Define and track key funnel metrics (conversion, velocity, pipeline coverage) • Use AI and advanced analytics to identify patterns, performance drivers, and opportunities • Translate insights into clear actions for GTM teams • Support annual planning, territory design, and quota setting • Model pipeline coverage, hiring needs, and productivity scenarios • Partner with Sales leadership on onboarding and ongoing enablement • Equip reps with AI tools and workflows that increase selling time • Reduce friction in the day-to-day sales motion.

Our Paper Customer Engagement Specialists are essential in promoting what is possible when students have access to academic support and high-impact tutoring. As a contracted Customer Experience Team member, you will lead trainings and provide hands-on support to districts implementing Paper’s GROW high-impact tutoring program, helping maximize student participation and academic success.We are an enthusiastic, collaborative team that enjoys sharing ideas and best practices. We are looking for an energetic and forward-thinking individual that understands the K-12 industry in today’s ever-changing landscape. Paper is reimagining how schools support students so that every learner can reach their full potential. Our vision is a world where every student receives timely, personalized, and relevant academic support. We offer a suite of scalable solutions including 24/7 tutoring, writing feedback, math practice, college and career support, and AI-powered instructional tools that provide personalized support to all students, including multilingual learners. Our GROW high-impact tutoring program accelerates learning through targeted small-group instruction, delivers measurable gains in student achievement, and eases teacher workloads. Trusted by 500+ school districts across 40+ states and backed by leading investors including IVP, Sapphire Ventures, Framework Capital, and Reach Capital, we’re pursuing a bold goal: to drive the best academic outcomes for as many students as possible. Recent articles: - GROW by Paper Drives 201% Increase in Grade-Level Proficiency in Just 12 Weeks - GROW by Paper Earns Stanford’s NSSA Tutoring Program Design Badge, Signaling Excellence in Research-Aligned Design - Paper Appoints Marisa Burkhart as CRO Job Description This is a part-time, contractor opportunity until December 31, 2026. Our Paper Customer Engagement Specialists are essential in promoting what is possible when students have access to academic support and high-impact tutoring. As a contracted Customer Experience Team member, you will lead trainings and provide hands-on support to districts implementing Paper’s GROW high-impact tutoring program, helping maximize student participation and academic success.We are an enthusiastic, collaborative team that enjoys sharing ideas and best practices. We are looking for an energetic and forward-thinking individual that understands the K-12 industry in today’s ever-changing landscape. Responsibilities: - Lead the in-person implementation of Paper’s GROW high-impact tutoring programs, including coordinating onsite logistics, conducting training sessions, and ensuring students are effectively onboarded and supported. - Facilitate in-person or virtual enablement training that educate teachers and administrators about Paper and/or GROW implementation at the classroom and site level. - Grow and nurture relationships with administrators and teachers on the ground by providing quality support and resources - Help expand our grassroots approach to high-impact tutoring and district-wide engagement Required Qualifications: - Must reside in Visalia, CA, United States. - Demonstrated experience leading in-person program implementation, including logistics coordination and on-site execution. - Proven ability to facilitate engaging, effective training sessions for educators or adult learners. - Strong organizational skills with the ability to manage multiple priorities during live implementations. - Excellent interpersonal and communication skills, with the ability to build rapport with district leaders, teachers, and students. - Has 1-2 years of experience in a customer-facing role, preferably in education - Has working knowledge of K-12 education industry - Has laptop and phone that can be used for work purposes (developing slide decks, presenting to districts, communicating cross-functionally) - A self-starter who loves a challenge and a strong team player who loves to collaborate Preferred Qualifications: - Experience working in a K-12 school district - Experience leading professional development within a district Location: Visalia, CA. This role will support school districts in the region with occasional travel outside the region if necessary. These individuals must have their own transportation and a valid driver’s license as this role requires considerable travel. Travel territory will be dependent on business needs. Travel: Approximately 70% of the role requires travel to district sites to support in-person program implementation. Travel includes transportation via car and/or flights. Compensation & Benefits: We offer a competitive salary, $35/hour for your prep and facilitation time. This is an as-needed contract role; weekly hours may vary and are not fixed. Customer Engagement Specialists will have the ability to keep all travel points for hotels booked for work-related travel. Mileage reimbursement may be available for applicable travel. What is it like to work at Paper? You will: - Be joining a remote-first company with a collaborative, mission-driven culture working together to write the next chapter of Paper! - Have opportunities to connect in person throughout the year, even while working remotely day-to-day. - Be part of an exciting new era of growth, with fresh leadership, a bold product vision, and a redefined charter. - Thrive in a fast-moving, build-from-scratch environment where agility and critical thinking guide decisions, collaboration is built on trust and healthy challenge, and every team member takes ownership to deliver real customer impact and grow every day. Additional Benefits: - Comprehensive & competitive compensation, health benefits, retirement plan, stock options, and more. - In addition to vacation days, we provide Paperites with sick days and 4 extra weeks off - including statutory holidays, Paper Days throughout the year, and a full Paper Week from Dec 25 to Jan 1. - A $500 stipend to set-up your workspace and $100 monthly stipends to support with on-going workspace needs. - We support growing families with generous paid parental leave. - Unlimited access to tutoring and educational support for children of Paper employees. You’ll be joining a team of mission-driven builders who care deeply about equity in education, and who thrive in a culture of ownership, velocity, and continuous learning. If you’re energized by challenges, inspired by impact, and ready to help lead a high-growth business through its next phase, we’d love to meet you. We believe diverse teams build better products and we are committed to creating an inclusive environment for all employees. Paper does not discriminate on the basis of race, color, religion, gender, gender orientation, gender expression, sexual orientation, age, national origin, disability, marital status, or military status. Requisition ID R-100323

• Own and maintain the corporate operating model • Own the company’s cash flow forecast and liquidity planning • Lead the rolling forecast process, including monthly BvA analysis • Build and maintain scenario analyses to support strategic decision-making • Partner closely with Sales and RevOps to improve pipeline visibility • Translate pipeline, bookings, and customer data into actionable insights • Define, track, and continuously improve KPIs and dashboards across the business • Support monthly close in partnership with Accounting • Assist in commission modeling, plan validation, and payout accuracy • Leverage AI and automation to improve forecasting speed, quality, and scalability • Deliver high-quality ad hoc analyses to support leadership and Board-level discussions.

Paper is reimagining how schools support students so that every learner can reach their full potential. Our vision is a world where every student receives timely, personalized, and relevant academic support. We offer a suite of scalable solutions including 24/7 tutoring, writing feedback, math practice, college and career support, and AI-powered instructional tools that provide personalized support to all students, including multilingual learners. Our GROW high-impact tutoring program accelerates learning through targeted small-group instruction, delivers measurable gains in student achievement, and eases teacher workloads. Trusted by 500+ school districts across 40+ states and backed by leading investors including IVP, Sapphire Ventures, Framework Capital, and Reach Capital, we’re pursuing a bold goal: to drive the best academic outcomes for as many students as possible. Recent articles: - GROW by Paper Drives 201% Increase in Grade-Level Proficiency in Just 12 Weeks - GROW by Paper Earns Stanford’s NSSA Tutoring Program Design Badge, Signaling Excellence in Research-Aligned Design - Paper Appoints Marisa Burkhart as CRO Job Description About the Role We are building the first B2B, in-classroom Voice + Video AI Tutor designed for real-world learning environments. Our system operates in live classrooms—processing noisy audio, interpreting visual signals, and delivering low-latency, safe, pedagogically aligned AI support to educators and students. We are seeking a Senior AI / Machine Learning Manager to lead a team of 3–5 ML engineers and data scientists building multimodal AI systems that power critical product features across our platform. This team develops trained models, generative AI systems, and agentic learning assistants that support millions of learners and educators. You will be responsible for defining the technical direction, mentoring the team, and delivering production-ready AI capabilities that operate reliably in complex real-world environments. This is a high-impact role with significant technical ownership, shaping how AI is embedded into our platform—from early research and experimentation through deployment and continuous optimization. You will work closely with Product, Data, Platform, and Engineering leaders to bring cutting-edge AI capabilities into classrooms at scale. Key Responsibilities Technical Leadership - Lead the design, development, and deployment of AI-powered product features, including trained models, generative AI systems, and agentic learning assistants. - Architect systems that support real-time multimodal AI, integrating signals from audio, video, and text to support classroom interactions. - Guide architecture decisions for LLM orchestration, prompt frameworks, retrieval systems, and agent-based workflows. - Ensure AI systems meet strict requirements for latency, safety, and reliability in live classroom environments. - Establish best practices for model development, evaluation, monitoring, and MLOps. Agentic Learning Systems - Design and implement agentic AI systems that guide, coach, and teach students through interactive learning experiences. - Build AI capabilities that support adaptive instruction, classroom assistance, and educator workflows. - Develop safe, pedagogically aligned AI interactions appropriate for real-world classroom use. Team Leadership - Manage and mentor a team of 3–5 ML engineers and data scientists. - Provide technical coaching, career development, and performance management. - Foster a culture of ownership, experimentation, and rapid iteration. - Help scale the AI team through hiring and organizational development. Project & Cross-Functional Collaboration - Partner with Product, Engineering, Data, and Platform teams to shape the AI roadmap. - Translate product requirements into technical architectures and execution plans. - Drive AI initiatives from research and prototyping through production deployment. AI Quality, Evaluation & Experimentation - Establish rigorous evaluation frameworks for generative AI and ML systems. - Implement both automated evaluation pipelines and human-in-the-loop review processes. - Monitor system performance and continuously improve models through experimentation and feedback loops. Platform & Infrastructure - Collaborate with platform and DevOps teams to build scalable AI infrastructure and services. - Develop reusable tooling for model training, deployment, monitoring, and experimentation. - Ensure AI systems are cost-efficient, observable, and maintainable at scale. What We're Looking For Experience - Bachelor’s or Master’s degree in Computer Science, Engineering, Statistics, or a related field. - 7+ years of experience building production-grade AI/ML systems. - 2+ years leading or managing ML/AI teams. - Experience delivering both traditional ML models and generative AI systems in production. - Experience building multimodal systems involving audio, video, or sensor data. - Demonstrated expertise in model evaluation, including automated testing and human review protocols. - Experience operationalizing models using modern MLOps practices. Technical Skills - Strong hands-on experience with Python and modern ML frameworks (PyTorch, TensorFlow, Hugging Face). - Experience working with LLMs and AI orchestration frameworks. - Deep understanding of the end-to-end ML lifecycle, including data pipelines, training, evaluation, deployment, and monitoring. - Familiarity with cloud-native ML infrastructure and distributed systems. Leadership - Strong mentorship and people leadership skills. - Ability to communicate complex technical concepts clearly to technical and non-technical stakeholders. - Proven ability to lead teams with clarity, empathy, and accountability. Delivery - Track record of delivering production AI systems with measurable user impact. - Experience managing cross-functional AI initiatives from ideation to production. - Ability to balance technical innovation with pragmatic execution. Preferred Qualifications - Experience building AI systems in EdTech or education-focused products. - Experience developing retrieval-augmented generation (RAG), agentic systems, or AI copilots. - Experience working with real-time AI systems (speech, vision, or multimodal pipelines). - Experience deploying multimodal models involving text, audio, image, or video inputs. The annual salary range for this position is $195,000 - $220,000 USD or $160,000 - $190,000 CAD, plus equity. Please note that the final offer amount is determined by multiple factors, including geographic location as well as candidate experience, and may vary from the amounts listed above​. What is it like to work at Paper? You will: - Be joining a remote-first company with a collaborative, mission-driven culture working together to write the next chapter of Paper! - Have opportunities to connect in person throughout the year, even while working remotely day-to-day. - Be part of an exciting new era of growth, with fresh leadership, a bold product vision, and a redefined charter. - Thrive in a fast-moving, build-from-scratch environment where agility and critical thinking guide decisions, collaboration is built on trust and healthy challenge, and every team member takes ownership to deliver real customer impact and grow every day. Additional Benefits: - Comprehensive & competitive compensation, health benefits, retirement plan, stock options, and more. - In addition to vacation days, we provide Paperites with sick days and 4 extra weeks off - including statutory holidays, Paper Days throughout the year, and a full Paper Week from Dec 25 to Jan 1. - A $500 stipend to set-up your workspace and $100 monthly stipends to support with on-going workspace needs. - We support growing families with generous paid parental leave. - Unlimited access to tutoring and educational support for children of Paper employees. You’ll be joining a team of mission-driven builders who care deeply about equity in education, and who thrive in a culture of ownership, velocity, and continuous learning. If you’re energized by challenges, inspired by impact, and ready to help lead a high-growth business through its next phase, we’d love to meet you. We believe diverse teams build better products and we are committed to creating an inclusive environment for all employees. Paper does not discriminate on the basis of race, color, religion, gender, gender orientation, gender expression, sexual orientation, age, national origin, disability, marital status, or military status. Requisition ID R-100301

• Design the experiences that move metrics • Craft beautiful, engaging interfaces for elementary and middle school students, making complex educational concepts feel accessible and fun • Shape product strategy by connecting user needs, business goals, and technical constraints into coherent solutions, then make tough calls about feature prioritization and scope • Keep track of schedules, dependencies, and unresolved decisions while bringing developers the complete picture - edge cases, error states, and precise interaction documentation • Understand Paper's business context before tackling design problems, connecting educational outcomes, student engagement metrics, and business impact to create solutions that satisfy all stakeholders

• Create strong relationships with customers, understanding their objectives and student needs to effectively translate to cross-functional teams to facilitate the design of effective tutoring programs. • Lead high-impact tutoring customer interaction within the sales and post-sales design process, ensuring alignment of program goals and expectations. • Support sales calls as a subject matter expert by clearly articulating the design and benefits of the GROW High-Impact Tutoring program. • Facilitate engaging, solution-oriented meetings with district partners, ensuring alignment on program design, timelines, and deliverables. • Act as a strategic thought partner to customers, balancing district goals with program feasibility and advocating for designs that meet both student needs and implementation realities. • Maintain detailed records of all customer communications, decisions, and program updates to ensure transparency and alignment across internal and external teams. • Work closely with the customer to deeply understand their goals and needs; using your background in education, transform the customer's goals into a detailed program plan designed to drive outcomes. • Develop comprehensive project plans that include timelines and milestones. • Keep program design timelines on track by setting clear internal and external deadlines, proactively addressing blockers, and regularly following up with stakeholders. • Use program management tools to manage timelines, communicate responsibilities, and track progress of program deliverables. • Lead onboarding and enablement sessions for school and district stakeholders to ensure shared understanding of program structure, timelines, and responsibilities.

• Design and deploy real-time voice and vision AI systems for classroom environments. • Evaluate tradeoffs between fine-tuning, RAG pipelines, prompt-based approaches, and tool-using agents. • Build scalable inference systems with strict latency and cost constraints. • Fine-tune and evaluate LLMs, ASR models, and vision/multimodal architectures. • Design robust evaluation frameworks (offline + online). • Implement safety guardrails and bias mitigation strategies. • Own the full ML lifecycle: data ingestion, training, validation, deployment, monitoring, and iteration. • Optimize infrastructure for GPU utilization, latency, and cost efficiency. • Partner with MLOps to build reliable, versioned AI pipelines. • Work closely with Product and Engineering to translate classroom needs into production-ready AI systems. • Clearly communicate tradeoffs between model complexity, performance, and cost. • Contribute to long-term AI roadmap and architecture decisions.

• Lead the in-person implementation of Paper’s GROW high-impact tutoring programs • Coordinate onsite logistics and conduct training sessions • Ensure students are effectively onboarded and supported • Facilitate in-person or virtual enablement training that educate teachers and administrators • Grow and nurture relationships with administrators and teachers • Help expand grassroots approach to high-impact tutoring and district-wide engagement

• Own and lead the monthly, quarterly, and annual close process, ensuring accurate and timely financial reporting • Maintain full ownership of the general ledger, financial statements, and all underlying accounting processes • Serve as the internal expert on US GAAP and technical accounting matters, including revenue recognition under ASC 606 • Review customer contracts and establish appropriate accounting treatment and documentation • Lead the annual audit process and serve as the primary point of contact for external auditors • Coordinate with external advisors on tax filings and compliance matters across jurisdictions • Establish and maintain scalable accounting policies, procedures, and internal controls • Oversee billing, accounts receivable, accounts payable, payroll, and fixed assets to ensure accuracy and operational discipline • Own NetSuite as the core accounting system, driving optimization, data integrity, and process automation • Implement new accounting standards and ensure ongoing compliance • Build and document SOPs, strengthen processes, and continuously improve efficiency and reporting quality • Partner closely with Finance leadership and cross-functional teams to support growth, new products, and evolving business models • Hire, develop, and manage the accounting team over time.