Jack Pines

CTO

Kent, Washington, United States22 yrs 1 mo experience
AI Enabled

Key Highlights

  • Expert in designing humane, intelligent systems.
  • Proven track record in AI systems engineering.
  • Specializes in reducing cognitive load for engineers.
Stackforce AI infers this person is a SaaS architect specializing in AI-driven platforms and distributed systems.

Contact

Skills

Core Skills

Ai Systems EngineeringPlatform ArchitectureData EngineeringSystems ArchitectureTechnical CommunicationData ManagementData Architecture

Other Skills

System ArchitectureAI-Driven AutomationSystems DesignWorkflow AutomationCloud ArchitectureDistributed SystemsTeam ManagementCoaching & MentoringAgentic WorkflowsData PipelinesAI InfrastructureScalabilityData ModelingReliability EngineeringDistributed Computing

About

Principal Systems Architect with 25+ years designing the platforms, workflows, and guardrails that engineers build on top of. Began in enterprise support, learning failure modes from the practitioner's pain backward, then spent two decades building deterministic systems that reduce cognitive load, enforce quality, and scale engineering capacity. Recent work centers on agentic AI systems: designing multi-layer skill architectures, deterministic workflow engines, and safety boundaries for GitHub Copilot and enterprise AI-assisted development. Deep experience integrating LLM‑driven agents into CI/CD, data platforms, developer tooling, and operational ecosystems — always with an emphasis on governance, explainability, and blast-radius containment. Bridges platform architecture, distributed systems depth, and hands-on AI systems engineering — with the operational instinct of someone who spent a decade learning where systems break before designing them. Known for building the layer others stand on. I specialize in turning ambiguous, high-risk technical spaces into deterministic, governed platforms that teams can reliably build on. I design systems that expand human capacity — reducing cognitive load, protecting focus, and creating environments where engineers can do their best work without burning out.

Experience

22 yrs 1 mo
Total Experience
1 yr 5 mos
Average Tenure
--
Current Experience

Between2pines consulting

Principal Engineer & Technical Lead

Jan 2025Present · 1 yr 3 mos · Greater Seattle Area · Remote

  • I serve as a principal architect delivering AI‑infused platforms, deterministic workflow systems, and governed data architectures for enterprise clients. My work centers on reducing cognitive load, creating predictable engineering environments, and building humane systems that teams can trust — especially in ambiguous, high‑risk technical spaces.
  • 𝗠𝗶𝗰𝗿𝗼𝘀𝗼𝗳𝘁 — 𝗣𝗮𝘆𝗺𝗲𝗻𝘁𝘀 𝗗𝗮𝘁𝗮 𝗣𝗹𝗮𝘁𝗳𝗼𝗿𝗺
  • I designed deterministic agentic workflow infrastructure for GitHub Copilot, including Markdown‑driven workflow scripts, layered multi‑agent skill systems, and MCP‑based tooling with full test coverage.
  • I established governance and safety boundaries for enterprise AI‑assisted development, ensuring repeatability, auditability, and blast‑radius containment.
  • I operationalized the CommonModules platform framework across 150+ notebooks, introducing unified execution context, schema governance, and BDD/TDD culture.
  • I led the extraction of domain services from a monorepo while maintaining operational continuity and improving engineering clarity.
  • 𝗧𝗿𝗶𝗻𝗶𝘁𝘆 𝗟𝗶𝗳𝗲 𝗦𝗰𝗶𝗲𝗻𝗰𝗲𝘀
  • I delivered a Python‑based reconciliation pipeline that reduced quarterly financial close from two weeks to hours.
  • I built ingestion, normalization, and exception‑reporting workflows from underspecified requirements, creating calm, predictable operational paths.
  • 𝗔𝗽𝗽𝗹𝗲 — 𝗗𝗮𝘁𝗮 𝗣𝗹𝗮𝘁𝗳𝗼𝗿𝗺
  • I provided Spark platform operations support and pipeline contributions during a contractor transition gap.
  • I improved reliability and observability in a high‑throughput data environment.
System ArchitectureAI-Driven AutomationSystems DesignWorkflow AutomationCloud ArchitectureDistributed Systems+12

Cognitiv

Senior Software Engineer

Mar 2024Sep 2024 · 6 mos · Bellevue, Washington, United States · Hybrid

  • I architected and operated large‑scale distributed data systems supporting AI‑driven decisioning. My focus was stabilizing high‑volume ingestion pipelines, improving observability, and reducing cognitive load for downstream teams.
  • I diagnosed and resolved critical data skew in a 60 TiB nightly Spark ingestion pipeline for a ScyllaDB‑backed identity graph, restoring reliability for downstream AI workloads.
  • I owned schema design, Flink ingestion, and Airflow orchestration for AI‑critical warehouse data.
  • I built introspection and observability tooling that improved debugging velocity for data‑science teams.
  • I introduced deterministic ingestion patterns and schema governance to reduce operational surprises.
System ArchitectureSystems DesignWorkflow AutomationCloud ArchitectureDistributed SystemsData Pipelines+9

Virtana corp.

Staff Software Engineer

Jul 2022Feb 2024 · 1 yr 7 mos

  • I served as a platform architect modernizing Virtana’s cloud cost‑management backend. My work unified the data‑layer architecture, introduced deterministic workflow patterns, and raised engineering discipline across a distributed team.
  • I led adoption of Snowflake to replace an underperforming Athena/Redshift/Glue stack, designing the full data layer including Snowpipe ingestion, SSO, Terraform provisioning, and schema standards.
  • I implemented dynamic Airflow DAG orchestration and BDD‑driven integration/canary testing, creating predictable, governed workflows.
  • I built Neptune graph‑database integration with Spark pushdown support to model cloud resource topology.
  • I reduced operational noise and improved developer confidence through clearer boundaries and deterministic execution paths.
System ArchitectureSystems DesignWorkflow AutomationCloud ArchitectureData EngineeringDistributed Systems+8

Lightbend, inc.

Senor Consultant / Senior Solutions Architect

Feb 2021Jul 2022 · 1 yr 5 mos · Washington, United States

  • I helped enterprises adopt reactive, message‑driven systems and translated complex distributed‑systems concepts into humane, comprehensible models for engineers, managers, and executives.
  • I guided enterprise clients in designing resilient Akka‑based architectures achieving 99%+ uptime under load.
  • I delivered technical narrative for Akka and Kalix across engineering, management, and finance stakeholders.
  • I conducted architecture and code reviews that improved reliability, throughput, and operational clarity.
  • I served as a stabilizing presence for teams adopting unfamiliar distributed‑systems patterns.
System ArchitectureSystems DesignTechnical PresentationsWorkflow AutomationCloud ArchitectureDistributed Systems+9

Apptio

Senior Software Development Engineer

May 2019Jan 2021 · 1 yr 8 mos · Bellevue, Washington, United States

  • I operated at platform‑architecture altitude, modernizing Apptio’s multi‑tenant SaaS through streaming, orchestration, and engineering‑discipline improvements.
  • I modernized the microservices platform using Kafka, Akka Streams, and Kubernetes to support multi‑tenant, high‑throughput workloads.
  • I introduced BDD testing practices and improved engineering hygiene across teams.
  • I built autoscaling and orchestration patterns that reduced operational toil and improved system predictability.
  • I led DEI Allies initiatives during COVID‑19, reinforcing humane, inclusive engineering culture.
Data ManagementSystems DesignWorkflow AutomationCloud ArchitectureDistributed SystemsData Pipelines+7

Microsoft

2 roles

Software Development Engineer II

May 2018May 2019 · 1 yr · Redmond, Washington

  • I contributed to high‑stakes fulfillment and media‑integration systems across Xbox and Azure, operating as a systems stabilizer in complex, multi‑team environments.
  • I delivered public/private cloud separation in the Xbox/Azure fulfillment pipeline, enabling Microsoft’s successful JEDI contract bid.
  • I implemented Movies Anywhere integration and contributed to platform vNext architecture.
  • I improved reliability and clarity in fulfillment workflows spanning multiple cloud boundaries and partner ecosystems.
  • I reduced cognitive load for partner teams by clarifying data flows, failure modes, and operational boundaries.
Data ManagementSystem ArchitectureSystems DesignWorkflow AutomationCloud ArchitectureDistributed Systems+6

Software Developer Engineer II

Jun 2014Nov 2017 · 3 yrs 5 mos · Redmond, WA

  • I owned global content‑publishing systems and led high‑risk migrations across Windows and Azure ecosystems. This was the period where I began operating at principal‑altitude, designing humane, deterministic workflows for systems touching every Windows 10 device worldwide.
  • I retired a $1.5M/year legacy ad platform by designing and executing a full migration to a Cosmos DB–backed publishing service with parallel‑path validation and flawless cutover.
  • I rebuilt the global content‑publishing pipeline for Windows 10 lock‑screen and engagement content, including URL‑rewrite logic across millions of records.
  • I designed authorization layers enabling government‑cloud support and private‑store segmentation.
  • I raised engineering discipline and reduced operational load across Windows content‑publishing teams.
Data ManagementSystem ArchitectureSystems DesignWorkflow AutomationCloud ArchitectureScalability+5

Hitachi vantara

Senior Software Engineer

Nov 2017May 2018 · 6 mos · Bellevue, Washington

  • I designed ingestion and observability infrastructure for Smart Data Center initiatives, applying distributed‑systems patterns to improve reliability and clarity.
  • I designed a pluggable data‑ingestion system with adapter architecture to support diverse observability sources.
  • I built ingest gateways for Azure Log Analytics using Java and Akka, translating Scala actor‑model patterns into Java implementations.
  • I improved ingestion reliability and reduced operational friction for downstream teams.
Data ManagementSystem ArchitectureSystems DesignCloud ArchitectureDistributed SystemsScalability+5

Google (acquired channel intelligence 2013-02-20)

Software Engineer

Jun 2012Jun 2014 · 2 yrs · Greater Orlando

  • I built ingestion and transformation systems for Google Shopping, improving data quality and reliability for high‑volume merchant feeds.
  • I built catalog‑ingestion tooling, e‑commerce feed processing, and Hadoop→MySQL bridging pipelines.
  • I improved data quality and ingestion reliability through deterministic validation and transformation patterns.
  • I strengthened operational clarity for downstream teams by stabilizing brittle ingestion paths.
Data ManagementSystem ArchitectureCloud ArchitectureData PipelinesData ArchitectureData Modeling

Fis software (team international)

Programmer Analyst

Mar 2012Jun 2012 · 3 mos · Maitland, FL

  • I worked across financial systems, batch workflows, and mainframe‑adjacent integrations — early experience that shaped my instincts for correctness, clarity, and operational safety.
  • I developed and maintained financial‑processing modules used by banking clients.
  • I debugged and stabilized legacy code paths in high‑volume batch workflows.
  • I translated business rules into deterministic logic with senior analysts.
  • I built maintainable workflows in an environment still transitioning from waterfall‑era practices.

Incharge institute (vaco contract until 2012/01/01)

Software Developer

Sep 2011Mar 2012 · 6 mos · Greater Orlando

  • I joined during a period of organizational collapse, shortly before the entire engineering team quit. I became the stabilizing force in a chaotic environment — an early lesson in resilience and humane engineering.
  • I took ownership of abandoned codebases and undocumented workflows after a full‑team departure.
  • I reverse‑engineered critical components to keep consumer‑finance applications functioning.
  • I introduced structure, documentation, and predictable development practices.
  • I learned firsthand how toxic environments create brittle systems — and how humane practices restore stability.

Universal american (apex systems)

Software Developer

Apr 2011Sep 2011 · 5 mos

  • This was my first post‑Symantec engineering role, building internal systems in a politically charged, high‑pressure environment. It taught me early lessons about boundaries, clarity, and designing software that remains reliable even when the organization isn’t.
  • I built and maintained internal applications supporting healthcare‑related operations.
  • I improved reliability of brittle legacy components through clearer logic paths and defensive coding.
  • I navigated a toxic environment while maintaining engineering integrity.
  • I strengthened debugging and failure‑mode analysis skills that later became central to my architectural identity.

Symantec

𝗦𝘂𝗽𝗽𝗼𝗿𝘁 𝗘𝗻𝗴𝗶𝗻𝗲𝗲𝗿 → 𝗕𝗜 𝗗𝗲𝘃𝗲𝗹𝗼𝗽𝗲𝗿

Jun 2007Apr 2011 · 3 yrs 10 mos

  • I progressed from frontline support to backline SME to BI platform engineer. I learned failure modes from the practitioner’s pain backward — a foundation that shaped the architectural instincts I rely on today.
  • I supported enterprise customers (including Microsoft data centers) through high‑severity incidents.
  • I built a technote‑lookup platform and an OLAP query‑abstraction layer solving a multi‑date‑dimension problem with no published solution.
  • I delivered reporting and BI tooling that reduced cognitive load for support teams.
  • I spoke at ONetUG and SQL community meetups on Onion Architecture and BDD practices.

Lockheed martin information technology

Enterprise Helpdesk Analyst

Jan 1999Jan 2000 · 1 yr

  • Primarily Exchange helpdesk support but also provided application support for Microsoft Office products, account resets for various systems, and various other helpdesk activities

Tek systems

Contractor

Jan 1995Jan 1997 · 2 yrs

  • Various IT projects

Glm computer group

Technician

Jan 1993Jan 1995 · 2 yrs

  • IT implemention, helpdesk support, and network administration

Education

Seminole State College of Florida

A.A. — Computer Science

Jan 2001Jan 2002

Illinois Institute of Technology

Computer Engineering

Jan 1986Jan 1990

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