CarGurus
Software Engineer Intern, Infrastructure
Boston, MA
- Solving problems in scalable infrastructure and observability on the Engineering Platform team.
Experience
Technical experience and applied work across engineering, security, and product.
A detailed look at each role—what was built, what was learned, and the technical context behind the work.
Timeline
Technical Experience and Applied Work
Eidos Health
Founder & CTO
Remote
- Building a modern electronic medical records (EMR) platform designed for clinics and hospitals across Africa, covering patient registration, appointment scheduling, clinical documentation, physician workflow management, and operational analytics.
- Architecting the core system around modular clinical workflows—intake, triage, consultation, lab orders, prescriptions, and discharge—so facilities can adopt modules incrementally without replacing existing processes overnight.
- Designing the data layer to handle patient records, clinical notes, medication histories, and appointment graphs with strict access controls and audit logging to meet healthcare data handling requirements.
- Leading product direction, technical architecture, and early user research with clinic administrators and physicians to validate workflow assumptions before building features.
Building for healthcare in resource-constrained environments means every architectural decision has to account for unreliable connectivity, shared devices, and clinical staff with minimal technical training. The hardest problem is not building the software—it is understanding workflows well enough to simplify them without breaking clinical safety.
CovenantIQ
Founder & CTO
Remote
- Founded and leading development of CovenantIQ, an agentic AI platform for private credit teams that automates borrower reporting review, covenant extraction, compliance certificate analysis, and cited review memo generation.
- Building agentic workflows that ingest credit agreements, financial statements, EBITDA addback schedules, and compliance certificates to identify covenant discrepancies, missing support, near-breaches, and borrower reporting risks.
- Designing the core AI and document infrastructure for financial covenant intelligence, including document classification, source-grounded extraction, calculation comparison, human-in-the-loop review, and citation-backed audit trails.
- Translating a manual, document-heavy private credit monitoring problem into a workflow-first AI product that helps analysts reduce review time, improve consistency, and surface portfolio risk earlier.
Private credit workflows are deeply manual and high-stakes. The product challenge is not just building accurate extraction—it is earning trust from analysts who are personally liable for the numbers they sign off on. Every AI output needs a citation trail back to the source document.
Software Engineer Intern
Mountain View, CA
- Designed and shipped a new Ad Inspector feature that enabled publishers to inject custom GAM and AdMob test-ad configurations, reducing internal QA setup time by cutting manual test-ad creation steps across both iOS and Android Decagon SDK releases.
- Wrote and validated SDK-level integration tests for the configuration parameter pipeline, catching 3 edge cases in cross-platform payload serialization before the feature reached beta.
- Authored a technical design document evaluating two competing API surface approaches, presented trade-offs to senior engineers on the Ads SDK team, and drove the final decision on API boundaries that maintained backward compatibility.
- Coordinated daily with the Android, iOS SDK, UI, and Product Management teams to scope requirements, resolve interface conflicts between platform-specific rendering paths, and deliver the feature within a single-quarter timeline.
First time working inside a massive monorepo with strict code review gates. Learned how to navigate internal build systems, write design docs that survive staff-level scrutiny, and ship cross-platform SDK changes without breaking downstream publisher integrations.
Adam Networks
Offensive Security Engineer Intern
Remote
- Conducted a comprehensive web application penetration test on Adam Networks’ website, identifying security vulnerabilities following OWASP methodology and performing OSINT analysis to detect data leaks and information exposures.
- Generated detailed reports outlining findings, recommendations, and mitigation strategies to enhance the company’s cybersecurity posture and safeguard sensitive information against external threats.
- Collaborated with developers to validate remediations, implemented proof-of-concept exploits to demonstrate risk severity, and strengthened the organization’s security awareness.
Learned to think like an attacker on production systems where mistakes have real consequences. Got hands-on with scoping engagements, managing client expectations, and writing reports that non-security engineers can actually act on.
HeadStarter AI
Software Engineer Fellow
Remote
- Led a team of four engineering fellows through weekly Agile sprints, running standups, backlog grooming, and retros while shipping 3 AI-powered applications from zero to production in 5 weeks.
- Built a RAG-based customer support assistant using Next.js, OpenAI embeddings, and Pinecone vector search, achieving sub-2-second query response times on a 10K-document knowledge base.
- Reduced generative model inference latency by 40% through request batching, parallel API calls, response streaming, and payload trimming—validated with custom timing instrumentation.
- Integrated Stripe billing and subscription management into a SaaS flashcard product, handling webhook event processing, idempotent payment flows, and production error monitoring.
First experience owning a team's delivery cadence end-to-end. Learned that shipping fast with AI APIs means investing heavily in error handling and fallback logic—LLM responses fail in ways traditional APIs do not.
Abiex Security
Founder
Remote
- Founded and operate a security consultancy delivering web application, API, and network penetration tests for small organizations and nonprofits that lack in-house security resources.
- Designed the full engagement workflow from scoping questionnaires through final reporting, standardizing a repeatable methodology across OWASP web app testing, API fuzzing, and network enumeration.
- Developed client-facing educational materials—threat model walkthroughs, remediation playbooks, and post-engagement debriefs—that translate technical findings into business-level risk language.
- Configured and maintained internal testing infrastructure including Kali Linux environments, Burp Suite Professional, custom wordlists, and automated recon scripts for asset discovery.
Running your own operation teaches you fast that technical skill alone does not close engagements. Scoping, communication, and writing reports that non-technical stakeholders trust are just as important as finding the vulnerabilities.
FaithTech
Software Engineer
Remote
- Collaborated with a distributed engineering team to build an AI-assisted Digital Missionary Assistant that routes and triages incoming correspondence, reducing manual review load for field workers.
- Built Python automation pipelines that classify inbound message intent using keyword extraction and rule-based scoring, prioritizing genuine seekers for follow-up and filtering noise.
- Designed the data flow architecture between the intake form, classification engine, and case management dashboard, ensuring clean handoffs and minimal data duplication.
- Contributed to sprint planning, code reviews, and technical documentation within a volunteer engineering team spanning multiple time zones and skill levels.
Working on a volunteer engineering team with varied experience levels forced me to write clearer code, better commit messages, and documentation that someone unfamiliar with the codebase can onboard from.