Coursedog

• Own administration of our core SaaS systems including Rippling, Google Workspace, Salesforce, Maxio, Jira, and related tooling • Serve as the company-wide point of contact for internal tool questions, escalations, and requests • Evaluate, procure, implement, and retire internal tools based on evolving business needs and operational scale • Manage vendor relationships, contracts, and renewals in partnership with Finance and Legal • Design and maintain the data architecture connecting our internal systems — data models, pipelines, warehousing, and integrations between SaaS tools and our analytics environment • Build and maintain ETL/ELT workflows via APIs, iPaaS tools, and native connectors so data flows reliably between systems of record • Establish scalable data governance practices around ownership, quality, definitions, and access • Partner with Data & Analytics teams to ensure operational and AI-related workflows are supported by reliable, well-modeled data • Administer and support the company’s AI tooling ecosystem, including licensing, access management, usage policies, and employee enablement • Partner cross-functionally to operationalize AI workflows and ensure employees can effectively leverage approved tools • Lay the foundation — SSO, identity, shared context, data access — that lets AI initiatives move from experiments to systematic implementation • Partner with Product, Engineering, and Operations leaders as they build AI into their workflows • Evaluate and pilot emerging AI capabilities and help drive responsible adoption across the organization • Own the internal-systems side of Coursedog’s SOC 2 compliance program, including access controls, provisioning and deprovisioning, access reviews, MFA enforcement, audit logging, and evidence collection • Implement and maintain identity and access management (SSO, SCIM, least-privilege, RBAC) across the tool stack • Manage endpoint security and MDM for company devices • Partner with Security and Legal on policy creation and implementation, risk assessments, and vendor security reviews (including AI tools) • Build and launch a centralized internal knowledge base and FAQ program, including documentation for core business systems, common support requests, onboarding/offboarding procedures, and AI tooling guidance. Establish ownership, maintenance processes, and self-service workflows that reduce repetitive support requests. • Complete a comprehensive audit of all internal platforms, applications, user accounts, and access permissions. Deliver a documented inventory of systems, identify orphaned accounts and excessive privileges, and implement a repeatable access review process. • Increase identity and access management maturity across the organization by driving MFA adoption, expanding SSO coverage where technically feasible, documenting exceptions, and establishing standardized provisioning and deprovisioning workflows. • Partner with Operations stakeholders to assess Coursedog's readiness for SOC 2. Identify control gaps, document current-state processes, implement foundational workflows and evidence collection procedures, and deliver a prioritized roadmap toward successful audit readiness. • Establish baseline IT operational processes, including ticket triage, support documentation, access request workflows, and system ownership records, creating a sustainable foundation for future scale. • Leave the organization with clear documentation, repeatable processes, and measurable improvements in security posture, access governance, and employee self-service capabilities.

• Own the financial engine of the business • Lead Coursedog's annual budgeting and financial planning process • Own monthly forecasting and financial performance tracking • Analyze business performance and provide actionable recommendations • Develop strong partnerships with business leaders • Lead monthly cross-functional budget reviews • Develop and maintain executive and board-level reporting • Own GTM commission planning, tracking, forecasting, and reporting processes • Partner with the Accounting team on procurement-related activities • Spearhead AI-driven transformation initiatives across the Finance function • Continuously improve FP&A systems, processes, and reporting frameworks • Serve as a trusted financial partner to executives and functional leaders

Role Description As the Director, FP&A and AI Finance at Coursedog, you'll own the financial engine of the business while helping transform how Finance operates through AI-enabled workflows and automation. This role balances strategic thinking with hands-on execution in a fast-moving, mission-driven B2B SaaS environment. - Lead Coursedog's annual budgeting and financial planning process across all functions, ensuring alignment with company goals and strategic priorities. - Own monthly forecasting and financial performance tracking against budget. - Analyze business performance, identify key drivers of variance, and provide actionable recommendations to leadership. - Develop strong partnerships with business leaders to understand operational metrics and translate them into financial insights. - Lead monthly cross-functional budget reviews, proactively identifying risks, opportunities, and areas for investment. - Develop and maintain executive and board-level reporting that clearly communicates business performance and financial outlook. - Own GTM commission planning, tracking, forecasting, and reporting processes. - Partner with the Accounting team on procurement-related activities, including vendor budgeting, spend management, and expense approval workflows. - Spearhead AI-driven transformation initiatives across the Finance function, including automated workflows, agent-based tools, and always-on reporting capabilities. - Evaluate, prototype, and deploy AI-enabled solutions that improve financial processes, reduce manual effort, and increase decision-making speed. - Continuously improve FP&A systems, processes, and reporting frameworks to support a growing SaaS business. - Serve as a trusted financial partner to executives and functional leaders across the company. Qualifications - 7+ years of FP&A experience in a high-growth SaaS environment, with increasing ownership and responsibility. - 2+ years of investment banking or related rigorous financial training experience. - Demonstrated success leading budgeting, forecasting, and financial reporting processes in a fast-paced organization. - Experience partnering with senior business leaders to influence decision-making through data and financial insights. - Hands-on experience applying AI tools and automation within finance workflows, including platforms such as ChatGPT, Claude, n8n, or similar technologies. - Ability to clearly articulate AI-driven solutions you've built, the problems they solved, and their business impact. - Strong analytical and systems-thinking skills with a focus on process improvement and operational efficiency. - Exceptional attention to detail and a commitment to producing high-quality work. - Excellent written and verbal communication skills, with the ability to communicate effectively across technical and non-technical audiences. - Proven ability to manage multiple priorities, meet deadlines, and operate independently in a remote environment. - Ownership mentality with a bias toward action and a willingness to operate across both strategic and execution-focused work. - Experience working successfully in a fully remote or distributed organization is a plus. Benefits - Healthcare, Dental & Vision: Fixed contribution model promoting equity and transparency. - Retirement Planning: Safe Harbor 401(k) plan with a 4% employer match. - Paid Time Off: Unlimited Paid Time Off policy for flexibility and balance. - Remote-First Since Inception: Culture emphasizes flexibility and outcomes. - Equity: All employees are granted equity aligned to role and tenure. - Paid Parental Leave: Up to 12 weeks of fully paid leave for parents.

• Lead the systems, integrations, and operational infrastructure supporting business operations across the company. • Manage tier-1 IT support and resolve day-to-day issues with internal tools. • Design data flows and integrations across systems while leading projects and supporting AI tooling. • Collaborate with Operations, Finance, and Legal departments for efficiency. • Handle occasional off-hours responsibility for critical system outages. • Aim to establish a centralized internal knowledge base, audit internal platforms, enhance identity and access management, assess readiness for SOC 2, and create sustainable IT operational processes.

• Lead and scale a high-performing team of Technical Support Analysts • Own ticket backlog, CSAT, Service Level Agreements, and Average Resolution Time • Champion AI usage and automation to enhance customer support • Analyze Support Ticket volumes and quality trends • Own the onboarding plans for new Technical Support Analysts • Train and develop the team's technical expertise • Collaborate with Product, Engineering, Customer Success, Data Engineering, and User Education • Manage the rollout for large feature releases • Project manage the implementation of global Customer Support team • Champion the adoption and integration of AI-driven tools and automation solutions

Role Description As the Manager, Customer Support at Coursedog, you will lead and scale a high-performing team of Technical Support Analysts focused on delivering exceptional customer experiences through technical expertise, operational excellence, and customer empathy. You will develop a deep understanding of customer challenges and work cross-functionally to share customer feedback that drives product improvements. You will own ticket backlog, CSAT, Service Level Agreements, and Average Resolution Time, while driving operational improvements that help scale the team and ensure high-quality, consistent customer support. You will champion AI usage and automation to scale the team's impact, driving ticket deflection, accelerating resolution times, and enabling analysts to focus on the highest-value customer interactions. This role is ideal for a hands-on leader who thrives in fast-paced environments, enjoys solving complex operational challenges, and can balance strategic thinking with day-to-day execution. This position offers a competitive base salary between $110,000 – $130,000, based on experience and qualifications. The role also includes a performance-based variable compensation component, bringing total on-target earnings (OTE) to $130,000 – $150,000 when performance objectives are achieved. What You’ll Do - Team Performance: Be accountable for the Support Team’s KPIs, including ticket backlog, CSAT, Service Level Agreements, Average Resolution Time, AI/Automation deflection rate, self-service resolution rate and the consistent delivery of high-quality customer support experiences. - Tools Implementation & Management: Own operations and upkeep of current Support Team tools (Salesforce, Jira, Notion). Partner with our Operations team to drive new AI/Automation functions to service customers and scale the support team. - Reporting & Data: Analyze Support Ticket volumes and quality trends to provide deeper insights into customer challenges and team performance. Identify upstream solutions and scalable process improvements that improve support quality, consistency, and ticket deflection. - Onboarding: Own the creation and ongoing management of onboarding plans for new Technical Support Analysts (TSAs), offering strong leadership and clear expectations, with a strong focus on quality, consistency, customer empathy, and AI/Automation scaling techniques. Support the VP, Technology Services with staffing recommendations for the team based on deployed customer forecasts. - Training & Enablement: Train and develop the team's technical expertise, product knowledge, and proficiency with AI/automation tooling. Offer ongoing training and deep-dive ticket reviews to drive faster, higher-quality resolutions. Establish quality standards and coaching practices that improve customer outcomes. Lead annual performance reviews. - Collaboration: Work closely with Product, Engineering, Customer Success, Data Engineering, and User Education to share insights and trends on current customer challenges. Partner cross-functionally to improve the quality and consistency of customer-facing experiences. Manage the rollout for large feature releases ensuring proper QA, documentation, and training. - Global Support Implementation: Meticulously project manage the implementation and ongoing support of Coursedog’s global Customer Support team. Act as the point person for our third party vendor. - AI & Automation Strategy: Champion the adoption and integration of AI-driven tools and automation solutions across the Support organization. Identify opportunities to leverage AI for workflow optimization, ticket deflection, agent enablement, customer self-service, and operational scalability while maintaining a high-quality customer experience. - Innovation & Continuous Improvement: Stay informed on emerging trends, technologies, and best practices within customer support and SaaS operations. Continuously evaluate new processes, tooling, and AI-enabled capabilities that improve team effectiveness, operational scalability, and customer satisfaction. Qualifications - 3+ years leading a technical support team for an enterprise, high-growth organization - Proven track record in leading and scaling high-functioning Support teams - Strong experience with APIs and technical troubleshooting, enabling you to coach and mentor the Support team - Strong, hands-on experience with Support Team tools such as Salesforce, ServiceNow, etc. - Hands-on experience deploying AI-enabled support capabilities in production (e.g., agent-assist, AI chatbots, intelligent routing, or automated deflection workflows), including vendor evaluation and driving adoption across a team - Demonstrated hands-on experience leveraging AI and automation solutions to improve support workflows, team efficiency, and customer outcomes - Excellent analytical and problem-solving skills, with a bias for action and a growth mindset - Deep familiarity with modern customer support platforms and operational tooling, with the ability to optimize processes and drive adoption across teams for quality and output - Proven success partnering cross-functionally with Engineering and Product teams to resolve complex technical issues and advocate for customer needs - Exceptional written and verbal communication skills, with the ability to build trust and communicate clearly with both internal stakeholders and external customers - Strong aptitude for continuous learning, with a demonstrated ability to quickly absorb new technologies, systems, and processes - Thrives in fast-paced, high-growth environments, with the adaptability to manage evolving priorities and scale support operations effectively Benefits - Healthcare, Dental & Vision: Fixed contribution model for medical, dental, and vision coverage. - Retirement Planning: 401(k) plan from day one with a 4% employer match starting January 1, 2026. - Paid Time Off: Unlimited Paid Time Off policy. - Remote-First Since Inception: Commitment to being a remote-first organization. - Equity: All employees are granted equity in the company. - Paid Parental Leave: Up to 6 weeks of Paid Bonding Leave at 100% of base pay, plus additional leave for birthing parents.

• Own quality for data synchronization engine connecting with multiple Student Information Systems • Design and execute testing strategies for API behavior and complex merge logic • Validate merge logic, conflict resolution, and bidirectional synchronization behavior • Analyze integration errors and identify root causes of data inconsistencies • Manage and maintain test cases in Qase • Triage CI/CD failures and build automated test coverage for integration pipelines

The Opportunity As a Senior QA Engineer, Data Integrations at Coursedog, you’ll own quality for one of the most critical parts of our platform: the bidirectional data synchronization engine that connects our system with 20+ Student Information Systems (SIS). You’ll ensure that complex, high-volume data flows — including nightly, real-time, and manual integrations — are reliable, accurate, and scalable across a diverse set of institutional environments. Reporting directly to the QA Manager and collaborating closely with engineering, product, and data teams, you’ll design and execute testing strategies that validate everything from API behavior to complex merge logic and conflict resolution. This role is ideal for a deeply technical QA engineer who enjoys working in data-intensive systems and solving complex integration challenges. If you’re excited about building robust test systems and ensuring mission-critical integrations flow effortlessly this is an opportunity to make a meaningful impact. This position offers a competitive base salary between $80,000–$90,000, based on experience and qualifications. The role also includes a performance-based variable compensation component, bringing total on-target earnings (OTE) to $90,000-$100,000 when performance objectives are achieved. Start date: This role has an anticipated start date of July 2026 or later. Note: We are a fully remote company and considering candidates from around the globe. What You’ll Do Day-to-Day - Design, build, and maintain end-to-end and API test suites using Cypress and Playwright - Develop test scenarios for SIS integrations, including create/update/delete flows across multiple platforms - Validate merge logic, conflict resolution, and bidirectional synchronization behavior - Analyze merge reports, investigate integration errors, and identify root causes of data inconsistencies - Manage and maintain test cases in Qase - Triage CI/CD failures, distinguishing between flaky tests and real defects - Build and maintain automated test coverage for integration pipelines, including real-time, nightly, and manual sync processes Strategic - Drive shift-left testing practices and improve quality earlier in the development lifecycle - Expand automation frameworks and increase test coverage across integration workflows - Establish performance, visual regression, and accessibility testing baselines - Advocate for QA best practices and elevate quality standards across the organization

• Own and evolve the systems that power Coursedog’s revenue engine, focusing on Salesforce • Shape the Salesforce roadmap and translate business needs into scalable solutions • Partner with various teams to identify opportunities and prioritize work • Lead day-to-day operations and delivery across the systems portfolio • Direct and coordinate offshore Salesforce Administrators/Developers • Design and build complex Salesforce Flows and manage object design • Own the prioritization of GTM systems work and stakeholder communication • Identify and deploy AI agent use cases to improve workflows and automation

The Opportunity As Coursedog’s Business Systems Lead, you’ll own and evolve the systems that power our revenue engine, with a primary focus on Salesforce. Sitting within the centralized Systems team, this is a player-coach role that blends product ownership, delivery leadership, and hands-on building. You’ll be responsible for shaping the Salesforce roadmap, translating business needs into scalable solutions, and ensuring our systems enable teams to move efficiently and make data-driven decisions. While Salesforce is the core platform, this role carries operational ownership across the full GTM systems ecosystem — including billing, support tooling, and revenue operations infrastructure — ensuring these systems are stable, scalable, and tightly integrated. You'll partner closely with GTM, Customer Experience, Finance, Operations, and Product & Engineering to identify opportunities, prioritize work, and deliver high-impact improvements. Operating under the strategic direction of the VP of Enterprise Systems & Architecture, you’ll own day-to-day operations, delivery, and stakeholder relationships across the systems portfolio while leading a small offshore team. You’ll own sprint delivery and continuously improve how systems are designed, built, and maintained. With a strong focus on AI and automation, you’ll help modernize workflows, reduce manual effort, and create a more intelligent, scalable systems foundation. This role is ideal for someone who thrives in both strategy and execution — equally comfortable defining roadmap priorities and jumping into Flow Builder to solve complex problems. If you’re energized by untangling complexity, building elegant solutions, and driving meaningful impact across the business, this is an opportunity to shape a critical function at Coursedog. This role offers a competitive base salary ranging from $110,000 - $130,000, depending on experience. The position also includes a performance-based variable compensation plan, bringing the total on-target earnings (OTE) to $120,000 - $150,000 when goals are met. What You’ll Own Salesforce Product Ownership - Roadmap & Backlog: Own the Salesforce product roadmap and manage the systems team’s Jira sprint cadence: write and groom tickets, run sprint planning and retrospectives, prioritize enhancements and tech debt, and keep delivery visible and predictable for stakeholders. - Requirements & Discovery: Lead stakeholder discovery sessions, write user stories with clear acceptance criteria, and translate business needs into specs that your offshore admin team can execute with precision.  - Process Design: Map current-state and future-state workflows, identify gaps, and define scalable solutions before a single Flow is created. - Release Management: Coordinate UAT, release readiness, and post-launch adoption across GTM, Customer Experience, Operations and Finance — ensuring what ships actually sticks. - Stakeholder Communication: Serve as the communication hub between business stakeholders and the delivery team — running standups, managing async coordination with the offshore admin team, writing release notes, and presenting roadmap progress to leadership. Systems Ownership - GTM Ecosystem Operations: Maintain operational health and day-to-day support across Coursedog's GTM systems portfolio — including Maxio, Service Cloud, DealHub, Pardot, Tableau, Outreach, Clay, and integration tooling — ensuring platforms are stable, accessible, and fit for purpose as the stack evolves. - Functional Team Support: Serve as the technical delivery partner for functional leads across RevOps, Customer Success, and Product & Engineering Operations — translating their business needs into system solutions, triaging issues, and managing a prioritized queue of requests across the portfolio. - Integration Layer Awareness: Maintain working familiarity with how data and workflows move across the ecosystem via integration and automation tooling (currently Workato, Zapier, and n8n), coordinating with the VP of Enterprise Systems & Architecture on design decisions and escalations. - Stakeholder Prioritization: Own the prioritization of GTM systems work — balancing functional team needs against capacity and strategic direction, managing trade-offs, and maintaining visibility for stakeholders on what's in flight, what's next, and what's been deferred. Escalate to the VP of Enterprise Systems & Architecture where cross-functional or architectural decisions require broader input. - Platform Judgment: Approach the systems portfolio with curiosity and a bias toward simplification — able to quickly develop working knowledge of new tools, evaluate fit, and form a point of view on what's worth keeping, consolidating, or replacing. Delivery Management - Offshore Team: Direct and coordinate a team of 3 offshore Salesforce Administrators/ Developers — assign work, review builds, provide QA feedback, and ensure output meets architecture and quality standards. - Jira Sprint Management: Own the systems team’s Jira board end-to-end — create and refine tickets, run sprint ceremonies, manage velocity, and maintain a healthy backlog that maps clearly to the product roadmap. - Spec Quality: Write tickets and specs with enough clarity that offshore admins can execute with minimal back-and-forth — detailed enough to build from, not so prescriptive that good judgment gets squeezed out. Hands-On Building - Flow Architecture: Design and build complex Salesforce Flows — record-triggered, scheduled, autolaunched — that replace manual processes and fragile legacy automations. - Configuration & Data Model: Own object design, field management, validation rules, page layouts, permission sets, and profiles — keeping the org clean as it scales. - Reporting & Dashboards: Build the reports and dashboards that Sales, CS, and Finance actually use — tied to real KPIs, not just data dumps. - Integration Oversight: Define requirements and review technical designs for integrations within the broader  ecosystem; get hands-on with configuration when needed. - Tech Debt Remediation: Audit the org for broken flows, dead fields, redundant automations, and governor limit risks — and systematically fix them. AI & Automation - Agents: Identify, design, and deploy AI agent use cases. - Agentic Workflow Design: Map manual, repetitive GTM processes (lead routing, case escalation, forecast nudges) and build autonomous agent flows that remove friction without adding complexity. - Continuous Evaluation: Stay current on Salesforce platform releases (3x/year), evaluate new AI capabilities against real use cases, and bring a POV to the team on what's worth piloting.