Sean Carrollseacar.ai

Sean Carroll

Product Builder & Systems Architect

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Experience

My professional journey in software development

Co-founder / CTO

Full-time
Cycling & mobility
August 2023 - March 2026

BikeWise (Exited) · Paris, France

Co-founded BikeWise, which exited in March 2026, and built SheldonAI from zero — an enterprise-grade, agentic RAG platform for the cycling industry. Designed ingestion and embedding pipelines over 2.5M+ product listings, CLIP and text embeddings for hybrid retrieval, and LangGraph orchestration for query-time reasoning so operators get semantic search, recommendations, and inventory intelligence instead of brittle keyword filters. Owned the full lifecycle solo through EIT Urban Mobility Accelerator recognition, then landed and supported enterprise customers via customer engineering and white-glove API integration.

  • ·Production RAG at catalog scale: deduplication, chunking strategies, vector indexes, reranking, and eval loops tuned against real merchandiser feedback — not demo retrieval
  • ·Shipped APIs and dashboards operators actually run in production; paired FastAPI services with a Next.js/Tailwind front end, Supabase/Postgres, Redis, and Gemini where multimodal reasoning helped close the loop
Next.jsTypeScriptTailwind CSSLangGraphCLIPGoogle GeminiFastAPISupabasePostgreSQLpgvectorRedisDockerHerokuGitHub ActionsVitestReact Testing LibraryCypressLangSmith

Fractional CTO / Strategic Technical Consulting

Part-time
Cross-industry consulting
August 2023 - Present

Freelance · Remote

Fractional CTO and hands-on technical partner for AI-forward startups from idea stage through Series B-scale pressure. Embed with founders and product teams to turn ambiguous requirements into shippable systems: technical discovery, architecture, build-or-buy decisions, vendor and model selection, and the people/process work (hiring rubrics, code review culture, CI/CD) that keeps velocity honest after the first demo.

  • ·Portfolio spans $0–$25M ARR across home health care, real estate, e-commerce, and social — same playbook: map the constraint (compliance, data quality, latency, cost), design the smallest production slice, and ship with observability from day one
  • ·Deliver LangGraph (and adjacent) agent workflows, RAG over messy domain corpora, eval harnesses, and LLM-backed APIs that respect tenancy, PII, and each client's infra maturity — usually Python/FastAPI services paired with Next.js or existing app surfaces
  • ·Act as the single thread between execs, domain experts, and engineers: roadmap facilitation, sprint-level prioritization, interview loops, and crisp written specs so teams do not stall on alignment

Partnering with startups and growth-stage teams for fractional CTO and strategic technical leadership. Open to selective new engagements.

Past companies served

QensaReferraLynxTrustAgentOrBestOffer (OBO)
Next.jsTypeScriptPythonFastAPILangGraphLangChainOpenAI APIGoogle GeminiSupabasePostgreSQLRedisVector databasesDockerGitHub ActionsVercelRailwayVitestReact Testing LibraryCypressLangSmith

CTO

Full-time
Real estate development
September 2020 - September 2023

Madelon · New York, NY, USA

Startup CTO building REDtech — a GIS/ML platform that fuses parcel geometry, zoning rules, and proprietary underwriting logic so acquisition teams could compare sites in hours instead of weeks. Worked directly with national real estate developers to shape the product around how their acquisition teams actually underwrite. Owned product direction, data engineering for spatial joins and ETL from municipal sources, and the React/JavaScript application surface analysts used daily. Scaled the team from zero to four engineers on a $250K annual budget with nearshore partners, clear architecture reviews, and predictable release cadence across multiple active markets.

  • ·PostGIS-first modeling, Mapbox-backed visualization, and custom ML heuristics for lot-yield and constraint scoring — the same systems-thinking later applied to AI feature work, but here tuned for capital markets rigor
  • ·Hiring, budgeting, and stakeholder management in a regulated, document-heavy domain; learned how to ship when the source of truth is PDFs, GIS layers, and Excel, not a clean SaaS schema
PythonReactJavaScriptPostGISPostgreSQLMapboxML / GIS algorithmsGitHub ActionsHerokuVitestReact Testing LibraryCypresspytest

Full Stack Developer

Full-time
Digital agency
October 2019 - July 2020

ADK Group · Boston, MA, USA

Delivered full-stack Drupal and React engagements for agency clients: custom modules, editorial workflows, headless or hybrid integrations, and front-end performance work where Core Web Vitals and perceived speed were part of the contract. Partnered with designers and PMs in Jira-driven sprints; habits from this era (clear tickets, incremental releases, client demos) still shape how larger AI projects get governed.

DrupalPHPReactJavaScriptTwigjQueryJiraGit

Lead DevOps Engineer

Full-time
Sustainability & ESG media
January 2019 - August 2019

3BL Media · Northampton, MA, USA

Stepped into a leadership DevOps role for a multi-property Drupal and Ember estate: standardized CI/CD with GitHub Actions, hardened Acquia and Salesforce-adjacent release paths, and coached feature teams on environment parity, rollbacks, and incident response. Focused on making deploys boring — automated tests in the pipeline, documented runbooks, and fewer Friday-night merges — which freed React/Ember squads to ship UI without fearing infrastructure drift.

GitHub ActionsDrupalPHPEmber.jsReactJavaScriptAcquia CloudSalesforce integrationsLinuxGit

Full Stack Developer

Full-time
Sustainability & ESG media
February 2017 - January 2019

3BL Media · Northampton, MA, USA

Built and maintained large Drupal properties alongside Ember and React islands: feature development, performance tuning, caching strategy, and the glue code between CMS content models and modern interactive components. Learned how enterprise editorial teams think — workflows, permissions, migrations — which later translated directly into designing admin and ops tooling for data-heavy AI products.

DrupalPHPEmber.jsReactJavaScriptSassWebpackGitJira

PADI Dive Master

Full-time
Tourism & recreation
Summer 2013

Freelance · El Coco, Guanacaste, Costa Rica

Led certified dives and assisted instructors with open-water courses along the Guanacaste coast — dive briefings, group supervision, and equipment management in a fast-paced, safety-first environment.

IT Student Assistant

Part-time
Higher education
August 2012 - August 2016

Office of International Education, Georgia Institute of Technology · Atlanta, GA, USA

Provided IT support and helped maintain systems for Georgia Tech's Office of International Education throughout undergrad — troubleshooting hardware and software issues, managing accounts, and supporting staff and student workflows.

Education

Academic background and continuous learning

AI Program (Masters Certificate)

Jan 2026 - Present

Stanford University · Stanford, CA, USA

Graduate AI program, taking one course at a time alongside production work — evaluation design, retrieval and agents, probabilistic modeling, and responsible deployment, always tied back to shippable product decisions rather than notebook-only experiments.

Business Data Analytics

2018

Wharton School, University of Pennsylvania · Philadelphia, PA, USA

Wharton analytics certificate emphasizing experimentation, causal reasoning, and executive-ready storytelling — the vocabulary still used when translating model metrics into board-level and investor narratives.

BS Materials Science & Engineering

2016

Georgia Institute of Technology · Atlanta, GA, USA

Rigorous materials-science training (thermo, transport, structure-property relationships) that doubles as systems thinking: constraints, failure modes, and measurable specifications — the same mindset applied today when stress-testing AI pipelines and data contracts.

Interests & volunteering

Interests

CyclingSailingSnowboardingScuba DivingCookingRock ClimbingPhotographyTravelKayakingMountain BikingSurfing

Volunteering

  • UNL Raikes School — Design Studio Coach
  • Lincoln Bike Kitchen

Projects

Side builds and open-source tools

Afoot

Family & friends
2026 – present

Local event discovery

Personal app for nearby events I’d actually go to. Family and friends only for now — event-data licensing and monetization aren’t there yet for a public launch.

SwarmHire

Live
2026 – present

Multi-agent career platform

Six parallel LangGraph specialists score a resume against a target role the way a hiring team would, with inline accept/dismiss suggestions and a Navigator that ranks what to fix first. Cover Letter Studio, a job-matching CRM, and application-readiness briefs on Next.js, FastAPI/Supabase, and Stripe billing.

TAP

Open source

The MCP of traceability

Open evidence infrastructure for AI agents — a vendor-neutral protocol for signed, portable, independently verifiable records of agent activity.

SUTH

Open source

Synthetic User Test Harness

Automated UX tester that drives a real browser with LLM-backed personas — impatient shopper, low vision, screen reader, power user — and reports friction, not pass/fail.

sports-widget

Open source

macOS menu bar scores

Menu bar app for live scores — a scrolling ticker for favorite teams and a scoreboard for pro and college leagues, from ESPN’s public API with no account and no API key.

Skills

Technical expertise across the full stack

Frontend Development

Modern JavaScript frameworks and responsive web applications

ReactNext.jsTypeScriptTailwind CSSSassCapacitorJSMaterial-UIVue.jsWebpackZustandFramer MotionVitestReact Testing LibraryCypress

Backend & APIs

Scalable server-side applications and API development

PythonFastAPINode.jsExpressSupabasePostgreSQLRedisREST APIsWebSocketsSSEGraphQLPrismaDrizzleMongoDBtRPCZodServerless FunctionsBullMQ

DevOps & Infrastructure

Cloud deployment and infrastructure automation

DockerRailwayHerokuGitHub ActionsGitAWSGCPVercelNginxLinuxCI/CD PipelinesCypressKubernetesTerraformCloudflareClerkNextAuthMonitoring & ObservabilityInfrastructure as Code

Agentic AI & RAG

Multi-agent orchestration, RAG, and eval-driven LLM workflows in production

LangGraphMulti-agent orchestrationRAG pipelinesEval-driven workflowsOpenAI APIsGoogle GeminiCLIPLangChainVector databasesEmbeddingsPrompt engineeringFunction callingPythonFastAPIAnthropic ClaudeLlamaIndexLangSmith

Mobile Development

Cross-platform and native mobile application development

React NativeCapacitorJSIonicSwiftAndroid StudioExpo FrameworkApp Store DeploymentMobile UI/UXPush NotificationsFirebaseMobile TestingApp Analytics

Data & Analytics

Data processing, analytics, and business intelligence

PostgreSQLPostGISRedisData ModelingETL PipelinesAnalyticsMapboxGIS DataBusiness IntelligencePandasNumPyData WarehousingSQL Optimization

Let's connect

I'm always interested in connecting with fellow technologists, entrepreneurs, and innovators.

sean@seacar.ai · +1 (617) 682-0733

More ideas and projects:

ResumeForward DeployedFractional CTOIncubatorseacar.ai
Sean Carroll
sean@seacar.ai+1 (617) 682-0733
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