Jake Selby

Vice President of Engineering · Arcadia

jaketselby@gmail.com linkedin.com/in/jake-selby github.com/JakeSelby

Summary

Engineering leader who helped build CareJourney from early employee through its acquisition by Arcadia; now runs a 48-person org. Early, hands-on builder of agentic systems: architects and directs agents to ship production-quality software, authors spec-driven PRDs, and builds personal agentic-AI products on the side. Spec-driven delivery, MCP, Cursor + Claude.

Selected Highlights

  • CareJourney acquisition (July 2024) — joined as employee #7 and helped build the company from the ground up into a $20M+ platform sold to Arcadia. As VPE, led engineering through the deal and owned IT/tech due diligence end-to-end.
  • Technical breadth across paradigms — greenfielded CareJourney's production data platform (Snowflake, Airflow, Lambda, serverless APIs); at Arcadia, inherited and modernized a TypeScript/NestJS/Kotlin/Postgres/EKS estate while shipping care-management features and agentic delivery infrastructure.
  • Building with LLMs since ChatGPT launched (Nov 2022), agent-first ever since — Anthropic Claude 2 hackathon (2023); 50+ personal AI/LLM repositories; current trio of Cortex (substrate), Consul (EA), and Groundwork (civic infrastructure), all solo-built with full BMAD product theses.
  • Lived experience on every side — Obama 2012 field organizer → DNC research analyst → DNC data engineer → CareJourney SE → Director → VPE → Arcadia VPE.

Experience

Arcadia

Vice President of Engineering

Hyattsville, MD (hybrid/remote) · 48-person Workflow Org · Reports to CTO

  • Co-led a major engineering reorg with the SVP of Engineering — built out the Workflow Org structure post-acquisition with 5 teams across App Platform, ContractIQ/Network Modeler, Population Management, Whole Person Care/Light Brigade, and cross-cutting Solution Architects + Data Engineering.
  • Personally introduced Cursor, agentic coding, and spec-driven design (now the default engineering practice across the Workflow Org) into Arcadia post-acquisition.
  • Co-designed Arcadia's Wave SDLC framework with the SVP of Engineering — the org-wide delivery methodology for the Workflow Org.
  • Sole owner of the agentic delivery system built on top of Wave — designed and maintains the full agentic knowledge and skill infrastructure: PRD authoring, spec generation, estimation, sprint kickoff, release documentation, and more.
  • Authored and substantively edited PRDs and SPECs across 8 different initiatives in the past 18 months.
  • Personally scaffolded Arcadia's shared agent infrastructure monorepo (Nx) — typed service clients, shared packages, and GitHub App–based CI for agent workflows across teams.
  • Shipped production care-management backend features end-to-end — architected and delivered agentically while running a 48-person org.
  • Key technical owner of Arcadia's new agentic Care Platform buildout (tasks, notifications, scheduling, assignments, care plans, and orchestration APIs).
  • Stack: TypeScript, NestJS, React, Kotlin, PostgreSQL, AWS (EKS, ECS), Kubernetes, Terraform, Auth0, dbt, Cursor + Claude + MCP, GitHub Actions.

CareJourney

Vice President of Engineering

Arlington, VA (hybrid) · Jul 2024 – Feb 2025 post-acquisition at Arcadia

  • Led the engineering org through acquisition by Arcadia (July 2024) and integration through the Feb 2025 Workflow Org transition. Owned all of R&D except product and analytics — software engineering, data engineering, DevOps, infosec.
  • Grew the CareJourney engineering org from 20 at promotion to a peak of 50, with 40 at acquisition.
  • Overhauled the legacy data lake — replaced EMR, Presto, Apache Hive, and a custom Python orchestration engine with Airflow and Snowflake; dramatically reduced cost and processing time.
  • Co-designed and led the full web platform from scratch — replacing a legacy Java app and Tableau dashboards; owned architecture end-to-end (Lambda compute, DynamoDB, OpenSearch, data pipelines, API design, deployment, and CI/CD).
  • Stack: Snowflake, MWAA/Apache Airflow, AWS Lambda + Serverless Framework, DynamoDB, OpenSearch, React + Next.js, CircleCI.

CareJourney

Director, Software Engineering

Arlington, VA · Team of 7 at promotion, grew to 20 by VPE promotion

  • Built CareJourney's entire frontend web presence from scratch — replacing legacy Tableau dashboards with a modern React/Next.js product.
  • Led major data processing architecture redesigns — significant gains in speed and cost.
  • Designed a fully serverless implementation (AWS Lambda + Serverless Framework + DynamoDB + OpenSearch) still running since the July 2024 acquisition with near-zero active support.

CareJourney

Software Engineer

Arlington, VA

  • Built CareJourney's early data pipeline and frontend foundations — owned key product lines end-to-end as one of the first engineers.

Democratic National Committee

Data Engineer

Washington, DC

  • Built and maintained the entire voter-contact data integration system between the DNC, the 2016 Democratic presidential campaign, and NGP VAN. Pipelines for: volunteer-entered field activity → DNC; data-science-team output → merged voter file → push back to NGP VAN and the campaign's other data servers. Top-of-cycle production data engineering at presidential-campaign stakes.

Earlier: Field Organizer — Obama for America, VA (2012); Data & Analytics Associate — 270 Strategies (2013–14); Research Analyst — DNC Research (2014–15)

Personal Projects

Cortex / Consul

Agentic-AI platform — Cortex (substrate) + Consul (EA). Solo-built with full BMAD PRD/architecture: Hono agent-runtime, Next.js BFF, MCP server (OAuth, 17-tool registry), pgvector memory, iOS + Mac surfaces, production ECS deploy.

Groundwork

NGP VAN alternative for challenger campaigns — voter file, canvassing API, offline-first iOS app (Swift/GRDB). BMAD brief + Nx monorepo. — groundwork.jakeselby.com

Skills

Leadership & Architecture

48-person org (4 EMs, 5 teams), multi-quarter roadmaps, M&A leadership, performance management; distributed systems, multi-tenant SaaS, event-driven and serverless, agentic/MCP-first, multi-tenant access control (RLS, ABAC, tenant isolation).

Agentic AI & Product

MCP server design (OAuth bearer, tool registry), single/multi-agent loops + hand-off, persistent memory (pgvector, episode-store), decision explainability, Cursor + Claude dev environment, BMAD spec-driven delivery; PRD + SPEC authoring, sprint/wave planning.

Languages

TypeScript / JavaScript, Python, SQL, Kotlin, Bash, Swift, Java.

Stack

TypeScript/NestJS/Hono/React/Next.js, Kotlin, PostgreSQL + pgvector, Snowflake, Airflow, AWS (Lambda, EKS, ECS), Terraform, Auth0, MCP.

Education

Virginia Commonwealth University

Bachelor of Arts, Philosophy