Robert Entwistle

Resume

Experienced product and technology leader with 20+ years across SaaS, data platforms, internal tools, client-facing systems, and business-critical software. I specialize in translating complex business problems into product direction, scalable technical strategy, and measurable operational outcomes.

Targeting Technical Lead, Solutions Architect, Product Technical Lead, and client technology roles.

Selected experience: Apple · Oracle · Harbor Compliance · dPivot

Selected Experience

Independent AI & Technology Consultant

Self-Employed

West Palm Beach, FL, Remote (11/2025 - Current)

  • Built four working AI-powered tools, a compliance rules engine, an image quality and duplicate detection system, a contract document analyzer, and a customer feedback sentiment tracker, each rebuilding a real business problem previously handled manually or with simpler rules, to evaluate where AI genuinely improves a workflow.
  • Redesigned the ETL ingestion process from sequential, single-file processing into a manifest-driven work queue, enabling multiple workers to process files in parallel for the first time.
  • Rearchitected the multi-tenant backend to safely support Laravel Octane, a high-performance mode that keeps the app running in memory between requests instead of rebuilding it each time, eliminating recurring CPU and memory spikes. Rebuilt how tenant data is loaded so each client's data stays properly isolated request to request, a requirement Octane's performance model would otherwise put at risk.
  • Replaced a dated Bootstrap frontend, patched together over time with various UI libraries and no real update cadence. This had drawn client complaints over broken and cumbersome features. Rebuilt it on PrimeReact behind a layer of custom wrapper components (for example, an AppButton wrapping PrimeReact's button and translating props) rather than binding directly to the library, a decision that paid off when PrimeReact changed its licensing shortly after delivery. The wrapper layer allowed a full migration to Mantine within the same delivery window instead of requiring a rewrite.

Senior Software Engineer

Harbor Compliance - SaaS Government Compliance Platform

Lancaster, PA, Remote (07/2024 - 07/2025)

  • Traced a recurring bug ticket category, previously patched as code defects, to slow database queries invisible to a team without database access, then self-initiated a query optimization effort using CTEs and indexing that cut key query times from over 20 seconds to under 1 second, avoided roughly $3,000 per month in planned database upsizing, and cut that ticket category by 50 to 60%.
  • Migrated a self-managed Azure MySQL server to a managed Azure Flexible Server using Azure Database Migration Service, cutting a manual dump-and-restore process that took 8 to 10 hours of downtime down to about 2 hours.
  • Designed and implemented API integrations with HubSpot, Appian, and Microsoft Azure to automate workflows, accelerate data synchronization, and improve customer experience through more reliable real-time processes.
  • Ran penetration testing using OWASP ZAP ahead of SOC 2 certification, identifying vulnerabilities and delivering recommendations the security team used to harden the platform.
  • Used AI tools including ChatGPT, Claude, Gemini, and DeepSeek for document review and automating repetitive manual tasks, meaningfully speeding up that work while operating within strict compliance-driven limits that kept AI tooling out of the codebase and production workflows.

Product & Technology Lead

dPivot - Data & ETL SaaS Startup

London, UK, Remote (10/2018 - 07/2024)

  • Consolidated 8 overlapping systems into a single multi-tenant platform, migrating from legacy CodeIgniter to Laravel services on AWS, rebuilding the frontend in React and TypeScript, and replacing a monolithic media asset and data system with a REST API backend serving a 50 million row product catalog, millions of records, and thousands of daily cross-system requests, cutting product manager reporting workload from a full day to under 5 minutes.
  • Scoped and delivered a custom reseller warranty management system, built with a React frontend and REST API backend, for a client with two distinct warranty types and workflows that no off-the-shelf system could support, including structured export into their internal CRM/ERP system. Engaged directly with the client to define requirements, wrote the full specification, and stayed hands-on from initial scope through delivery with a small team.
  • Took a client's reporting problem, "this takes all day and we still make mistakes," from initial scope through delivery: wrote the specification and proposal, secured approval from both internal management and the client, set the schedule and resourcing, and managed a small team to build an automated ETL and reporting pipeline using AWS Athena, integrated into the client's existing WordPress site so product managers could keep using the tool they already knew, cutting the process from a full day to about 10 minutes. The underlying data warehouse design, using a snapshot of every ETL run, also enabled a trend report for the client's management that had not been part of the original request.
  • Built a layered caching architecture across horizontally scaled EC2 instances behind a load balancer, combining an Nginx FastCGI cache with a CloudFront layer in front of it and Redis for shared locks and timeouts across instances in Laravel. Later moved from Redis to Valkey in production for cost reasons, since the two are functionally interchangeable for this use case.
  • Incrementally modernized network and storage architecture as the team shifted to fully remote work: redesigned the VPC and security groups, moved file and image storage off EC2-attached EBS volumes to S3, and replaced office-based IP-restricted SSH access with WireGuard, later migrating to Tailscale, each change proposed, approved, and rolled out in stages rather than as a single cutover.

Head of Technology

Trust Payments / Mobilize Systems - Loyalty SaaS Platform

London, UK (07/2014 - 09/2018)

  • Led the client portal initiative from concept to delivery, secured stakeholder and CEO approval, and worked with one other developer to build the web-based management platform in 4 months, giving customers direct control over promotion management.
  • Migrated the company from a legacy datacenter to AWS, improving reliability, reducing infrastructure costs by about $7,000 per month, and helping the development team learn how to work in the new environment.
  • Reviewed the design and functionality of customer-facing iOS and Android apps built in Titanium, proposed improvements, and got buy-in from the development team, a mostly Java background, by writing some of the changes myself and teaching JavaScript patterns and techniques directly.
  • Traveled to client sites for account management and to gather requirements directly from customers, translating field conversations into new feature and development priorities for the platform.
  • Convinced the delivery team to migrate from SVN to Git, making the case for branching, merging, and workflow improvements Git offered, improving productivity and release reliability.

CRM Solutions Manager

Apple - EMEIA Division

London, UK / Cupertino, CA (10/2011 - 10/2013)

  • Led regional data migration and integration work for a telecom sales tracking system used across carriers including Orange, France Telecom, and O2, improving database structure, SQL performance, and reporting speed by 25%.
  • Worked directly with department leadership across iPhone distribution and Education sales teams to uncover pain points, then built internal sales reference systems aggregating distribution and iPad/Mac sales data with real examples and winning strategies, reducing planning cycles from months to days.
  • Identified overlapping internal systems across departments by engaging directly with the people who owned them, built the case for consolidating them into a single management-approved system, and presented findings to leadership, including the CIO, to secure buy-in without unilateral authority to approve the change.

Engagement Manager

Oracle / BigMachines - SaaS CRM Solutions using Salesforce

London, UK (03/2011 - 10/2011)

  • Helped turn Thermo Fisher from an unhappy account into a satisfied customer within 3 months, protecting the relationship and future revenue.
  • Delivered CRM platform customization ahead of schedule for Gilbarco, contributing to upsell and contract expansion.
  • Mentored engineers on the delivery team, teaching skills and techniques they had not previously worked with, while keeping projects on budget and on schedule.

Education & Certifications

  • MBA, INSEAD
  • B.S. Mechanical Engineering, UCLA
  • AWS Certified Solutions Architect

Languages & Affiliations

  • English (Native), Japanese (Fluent), French (Fluent)
  • Active INSEAD and UCLA alumni network, including regular INSEAD Florida meetups with founders, operators, and board-level advisors

Technical Focus

Mostly AWS and Azure, PHP and Laravel on the backend, React and TypeScript on the front, SQL underneath all of it. The common thread is APIs, data platforms, and modernizing systems that have outgrown how they were originally built, increasingly with AI in the workflow.

Product / Solutions
API design, systems architecture, integrations, technical discovery, client-facing solution design
Languages / Frameworks
PHP, JavaScript, TypeScript, Node.js, Bash, SQL, Laravel, ExpressJS
Cloud / Infrastructure
AWS (EC2, Aurora, RDS, Lambda, S3, API Gateway, SQS, SES, DynamoDB, CloudFront, VPC, WAF, VPN, ELB), Azure (VM, Functions, Storage, Queues, Flexible Server), Redis, Valkey (shared caching and locks), WireGuard, IKEv2, Tailscale
APIs / Data
REST, JSON, JWT, Salesforce integrations, HubSpot integrations, OpenAPI, Swagger, XML, ETL
Frontend
React, Vite, Mantine, Bootstrap, Next.js, Astro, WordPress, HTML, SASS/CSS, TailwindCSS, PrimeReact, jQuery
Databases
MySQL, PostgreSQL, Athena, Redshift, Oracle, DynamoDB, MongoDB, MSSQL
Testing / Delivery
Git, Playwright, PHPUnit, New Relic, Zabbix, GitHub Actions, Bitbucket Pipelines
AI / Automation
Codex, Claude, Kimi, DeepSeek, AWS Bedrock, Gemini, Grok
Tools
Jira, Confluence, Asana, VS Code, Postman, ApiDog, Docker, Querious, TablePlus, NoSQL Workbench, Tableau