Director of Engineering, Scratchpay

• 8+ years of software engineering experience with significant focus on integrations, APIs, or platform engineering
• 3+ years of engineering management experience, leading teams of 5-10 engineers
• Deep expertise in API design and development (REST, GraphQL, webhooks, authentication/authorization patterns)
• Strong architectural skills with experience designing scalable integration platforms
• Experience with browser extension development (Chrome/Firefox) and understanding of extension architecture and limitations
• Background in desktop application development, ideally with on-premise deployment experience
• Track record of shipping complex integrations with third-party platforms, especially platforms that may be unfriendly to integrations
• Experience leading the adoption and rollout of AI/ML capabilities within an engineering team, including evaluating AI tooling, integrating LLMs or AI agents into production workflows, and coaching engineers through the transition
• Demonstrated ability to identify where AI can meaningfully improve engineering velocity, product quality, or customer outcomes and execute on that vision
• Expert-level understanding of API integration patterns, data synchronization strategies, and error handling
• Experience with modern backend technologies and frameworks, such as Javascript, Typescript, React, GCP, PostgreSQL, BigQuery, ElectronJS. C# would be a nice-to-have
• Strong knowledge of authentication protocols (OAuth 2.0, SAML, API keys)
• Understanding of database design and data modeling for integration scenarios
• Familiarity with cloud infrastructure and deployment practices
• Knowledge of security best practices, particularly for on-premise and enterprise environments
• Proven ability to build, lead, and scale high-performing engineering teams. Specifically, experience leading distributed, cross-timezone teams with a strong appreciation for cultural diversity and inclusive team practices
• Commitment to mentoring, developing talent, and building strong successors within the team
• Strong technical communication skills with ability to explain complex concepts to non-technical stakeholders
• Experience balancing technical debt with feature delivery
• Track record of improving engineering processes and team effectiveness
• Collaborative approach with ability to influence without authority across the organization

Desirable

• Scratch has 2 main products:
• Scratch Pay: Point-of-sale client facing lending, including a BNPL offering and longer-term payment plans
• Scratch Checkout: Payment processing that is integrated with the veterinary practice management software
• We're seeking an experienced Director of Engineering to lead our Integrations team as we scale our platform connectivity across multiple surfaces
• You'll be responsible for architecting and delivering robust integration solutions across our Google Chrome Extension, on-premise desktop application, and growing practice management systems (PIMS) integrations portfolio
• This role combines hands-on technical leadership with people management, overseeing a team of approximately 7-8 engineers
• While the company is based in Pasadena California, we are currently accepting applicants across the US & worldwide as we function as a distributed team
• All must be available from 7am - 12pm PST regardless of locale for normalized overlap hours
• Define and evolve the technical architecture for our integrations platform, ensuring scalability, reliability, and maintainability across Chrome Extension, desktop, and API surfaces
• Establish architectural patterns and best practices for integration development that enable rapid, consistent delivery
• Partner with fellow engineering directors to strategize, commit to, and execute large-scale, cross-organizational technical initiatives and architectural evolutions
• Make critical build vs. buy decisions for integration infrastructure and tooling, particularly around integration of new AI methodologies / agents into the existing flows
• Drive technical strategy for Cloud-based, On-prem, and API integrations, including REST/GraphQL design, AI usage, authentication patterns, webhooks, and data synchronization
• Ensure security and compliance standards across all integration touchpoints, particularly for on-premise deployments
• Manage, mentor, and grow a team of 7-8 engineers, fostering a culture of technical excellence and collaboration
• Conduct regular 1:1s, performance reviews, and career development planning
• Build team capabilities through hiring, onboarding, and skills development
• Create an environment where engineers can do their best work and grow their careers
• Own the roadmap and delivery of integration features and new API partnerships
• Deeply understand the codebase and be a resource to review and update code from time-to-time
• Balance competing priorities across Chrome Extension enhancements, desktop app stability, and new API integration launches
• Establish metrics and monitoring to ensure integration reliability and performance
• Partner with Product, Sales, and Customer Success to prioritize integration opportunities based on customer impact and business value
• Work closely with Product Management to translate customer needs into technical solutions
• On occasion, work with our largest enterprise partners on technical solutioning and ingestion of their feedback for the integrations suite
• Collaborate with other engineering teams to ensure seamless integration with core platform capabilities
• Partner with Sales and Customer Success to support enterprise customer implementations and troubleshoot complex integration issues
• Engage with external partners and vendors for API integration development
• Drive the integration of AI and agentic workflows into the integrations platform, identifying high-impact opportunities to automate data ingestion, mapping, and synchronization across surfaces
• Evaluate and adopt emerging AI tools, frameworks, and methodologies to accelerate integration development and improve reliability
• Champion AI-first thinking across the team, ensuring new integrations are designed with AI capabilities as a core consideration rather than an afterthought

• Submit your resume
• Answer the custom questions provided
• Feel free to add any additional information or documents you believe are relevant to your application
• We look forward to reviewing your application!