# Ajay Singh > Senior Software Engineer @ Sentry.io Location: San Francisco Bay Area, United States Profile: https://flows.cv/ajaysingh1 📄Resume: https://tinyurl.com/46fcshf9 Senior software engineer operating primarily in backend-heavy and systems-oriented problem spaces. I own and evolve revenue-critical infrastructure, lead the delivery of complex technical roadmaps, and drive cross-org initiatives where the challenge lies in navigating technical constraints and making durable trade-offs. I am often pulled into ambiguous, high-stakes domains: AI infrastructure, pricing and billing architecture, system reliability, and large-scale migrations. As a technical lead, I partner closely with product, design, infrastructure, and ML teams to align stakeholders, set direction, and ship durable, high-impact solutions. Hoping to someday put a ding in the universe. ## Work Experience ### Senior Software Engineer @ Sentry (sentry.io) Jan 2024 – Present • Architected a compute observability framework for Sentry’s AI Bug Predictor, identifying systemic processing bottlenecks to drive a 70% reduction in runtime and operational costs while maintaining model parity. • Transformed Sentry’s AI evaluation infrastructure by migrating flaky scripts to GitHub Actions and architecting a full-stack platform for ingestion and labeling; reduced eval latency by 80%, cut dataset creation time by 99%, and established a robust architecture for other AI initiatives. • Owned API integration, account linking, and billing systems for the Codecov–Sentry merger, operating ahead of schedule while aligning multiple teams of stakeholders and driving high-stakes deliverables to completion. • Key player in defining heuristics and initial product design for Codecov’s Test Analytics Product, leading other developers to Codecov’s most successful product launch. • Designed and implemented multiple payment initiatives in Codecov, including ACH and backup payment architecture, in addition to failed payment email infrastructure, resulting in 100% YoY increase in revenue retention. • Drove architectural redesign of plan, pricing, and feature models, enabling Codecov to create new offerings in under 2 days (from 6 weeks). ### Software Engineer @ Ethos Life Jan 2021 – Jan 2024 • Led the Consumer: Activation team, driving lead conversion to activation owning a variety of backend services like product determination, quoting, pricing, and payments while being heavily experiment focused on the frontend. • Created ERDs for architectural initiatives, including migrating external identifiers to UUIDs, implementing strictly typed APIs, and developing a new internal design system. • Implemented a high-performing Kafka Stream for Product Routing and Decision Observability, delivering millions of events per week to multiple downstream services and systems. • Executed full-stack experiments, such as price elasticity testing and revamping the checkout experience, resulting in a remarkable 100+% increase in ROAS (Return On Ad Spend). • Developed and optimized the ’Verification Service’ responsible for identity and eligibility checks, handling 100% of applicants and later spun out into a standalone microservice for improved efficiency. • Mentored junior and mid-level engineers worldwide, providing initial onboarding, continuous code review support, and promoting best practices for code quality. ### Software Application Engineer @ Workday Jan 2018 – Jan 2021 | Pleasanton, California • Delivered numerous features including Fiscal Year Proration uptake for Salary Over Cap (SOC), implementation of Accounting Date Override, and adding non-regular run categories to fringe payroll calculations. • Refactored Academic Payment implementation to accommodate multiple configurations and a solution for SOC for workers with multiple jobs. • Triaged a range of Commitments and Accounting bugs in numerous customer environments/configurations. ### Chapter President @ Engineers for a Sustainable World Jan 2017 – Jan 2018 | UC San Diego 200+ members, 4 committees, 14 projects, and an R&D Team Outstanding Chapter of the Year Revamped Research and Development Team Laid Framework for multi-organization "Makeathon" ### iOS Developer @ Roamer Jan 2017 – Jan 2017 Built Roamer's interface with Google Maps API and implemented user login via OAuth tokens and Facebook API ### iOS Developer @ JustHuynh Jan 2017 – Jan 2017 Identified bugs in both Android and iOS versions of minimum viable product for social fitness mobile application. ### Software Development Intern @ ISAT Seismic Bracing Jan 2016 – Jan 2016 Built "Task Tracker" application for the company to track project statuses and due dates as well as information/material lists related to those projects. XCode/Swift 3.0 with Firebase Backend ### Sales Associate @ American Eagle Outfitters Jan 2015 – Jan 2015 Seasonal American Eagle Employee ## Education ### Mathematics-Computer Science B.S. in Computer Science UC San Diego ## Contact & Social - LinkedIn: https://linkedin.com/in/ajaysinghucsd --- Source: https://flows.cv/ajaysingh1 JSON Resume: https://flows.cv/ajaysingh1/resume.json Last updated: 2026-04-01