Jenny Dolan

Technology enthusiast & leader

Summary

Technical engineering leader with 15+ years of experience building secure, scalable platform capabilities that enable teams to deliver performant and reliable digital experiences. Led enterprise‑wide cybersecurity and DevSecOps transformations, including an 81% vulnerability reduction at McDonald’s and the first implementation of implicit safe‑delivery gates blocking critical and high‑risk issues from production. Skilled in defining strategy, roadmaps, and investment priorities for global engineering platforms, aligning automation, security, and developer experience to accelerate delivery at scale. Known for modernizing cloud and deployment ecosystems, implementing automated security guardrails across the SDLC, and developing data‑driven engineering maturity frameworks that elevate performance across Fortune 100 organizations.

Experience

Present2023

Senior Product Manager/Senior Engineering Manager — DevSecOps Platform

McDonald’s Global Technology Information and Operations (Remote, York ME)
  • Direct strategy, roadmaps, and investment priorities for global DevSecOps Platform capabilities: ~$4.5M Dev Tool Procurement and 40 platform engineers.
  • Led an enterprise‑wide cybersecurity transformation in 2025; achieved 81% reduction in vulnerabilities through automated safe‑delivery gates and standardized governance.
  • Launched enterprise Internal Developer Portal to accelerate onboarding and self-service to AWS and GCP which measures engineering maturity over time and provides actionable AI‑driven recommendations for continuous improvement.
  • Established enterprise practice standards to enable implicit pipeline cybersecurity guardrails and a governance scorecard for GitHub pipelines, using GitOps, GitHub Actions, Snyk, Wiz, SonarQube, Stackhawk and Chainguard, resulting in a reduction of 300K vulnerabilities in 2025 and serving ~3.5K technical users.
  • Drive multi‑cloud onboarding for AWS and GCP with automated infrastructure-as-code pipelines, implicit security controls, golden image registry and lifecycle, and secure container-as-a-serviceprovisioning.
  • Advanced release reliability with gitops‑driven deployment automation, real‑time observability, automated promotion/rollback, and configurable canary/blue‑green patterns, reducing SRE toil and accelerating release velocity 2x.
  • Designed a talent strategy framework called ROOST (Recruiting, Onboarding, and On‑the‑job Success Tools) that standardizes recruiting, onboarding, and career‑growth planning and supports team expansion in India and Mexico.
  • Lead the development and implementation of the enterprise production readiness framework, defining exit criteria across GitHub org/repo/pipeline baselines, OIDC‑based integrations, and AWS/GCP environment readiness to standardize and elevate software delivery at scale.
20242020

Lead Director, Product - Developer Experience Platform

CVS Pharmacy Inc. (Remote, Portsmouth NH & Boston, MA)
  • Collaborated with business executives and leaders of Aetna/CVS engineering, security, and architecture to provide exceptional developer experiences and full-stack technology platform capabilities which enables business delivery to more than 56 million digital health customers and greater than 1 million mobile CVS Pharmacy application downloads.
  • Directed strategy and objectives and key results (OKRs) for the platform engineering team and alignment to the company's business goals.
    • Managed a dozen technical product managers and defined common routines of communication outputs such as roadmaps, enterprise scorecards, product portals, monthly operating reports, tech bytes, product capability and developer experience (dX) assessments and feedback loops.
  • Partnered with Enterprise Security to integrate supply chain security practices to the build and deploy pipeline.
  • Directed enablement of more than $60 million in SaaS Infrastructure with seamless cloud platform integrations on GCP and AWS.
  • Directed product delivery and lifecycle for reusable workflows, infrastructure automation, quick starts and libraries to support web and mobile developers working with Angular, Java Spring boot, Nodejs, Next.js, React, iOS and Android.
  • Partnered with legal team to recieve first patent for CVS Developer Platform for an internally developed software solution that accelerates creation of secure APIs using standard patterns. CVS API-Forge platform centrally houses more than 1K business and about 300 external healthcare APIs.
  • Launched the inauguration of CVS’s first Developer Academy that focused on teaching developers and digital leadership how to improve speed to market, application quality and security posture by leveraging platform capabilities and employing modern software practices.
20202018

IT Consulting & Entrepreneur

Owner New England: MA, NH, ME
  • Freelance IT Consulting to advise hedge fund/private equity firms on technology & companies.
  • Manage/sell/rent/remodel properties in Reading MA, York ME, Ogunquit ME and Portsmouth NH.
20182012

Information Management Division | Senior Application Portfolio Manager

Liberty Mutual Insurance - Global Retail Markets IT Boston, MA & Dover, NH
  • Managed data engineering practice, technical resource operations and budget, capability frameworks, information security audit & compliance and staffing procurement of $7M-$10M across Dover NH, Boston MA, Seattle WA, India, Wausau, WI.
  • Collaborated with the senior data architects and executive leadership to develop cross functional organizational frameworks to transform data engineering culture, tools, process, and skills landscape for about 24 Data Platform Scrum Teams.
    • Portfolio delivery manager for division’s AWS cloud enablement and digital data programs to move on-premise data warehouse to hybrid cloud solution using AWS for Right Track, Claims and Data Science. [Technologies: Java, IAM, S3, Glacier, Redshift, Athena, EMR, CyberArk, k8s]
  • Delivered the first on-demand automated data warehouse database deployment at the firm using open-source systems with development of secure micro service to handle authentication and authorization.
20112007

Senior Technology Program Manager

Cambridge Associates LLC Boston, MA
  • Head of PMO (Program Management Office) - ~24 Staff and $5M, residing in Arlington, VA and Boston, MA.
  • Responsible for executive reporting of KPIs, Budget, Audit and Compliance (Internally Developed Software accounting).
  • Product Owner for Investment Performance Reporting (Private Equity, Hedge Fund, Marketable), Accounting and Client Relationship Management product teams.
  • Established SCRUM methodologies and implemented tools/framework to support agile development processes using Microsoft Team Foundation System and Source Code Management.
  • Instituted a secure platform to manage NPPI data and investor vetting (Complinet) Provided technical expertise for directing test automation and software quality initiatives for the firm’s investment office applications.

Project Highlights

20252023

McDonald's Secure the Arches Transformation

McDonald’s Corporation
  • Led the Safe-Application Delivery initiative to establish enterprise standards for secure, automated software delivery across GitHub pipelines. Instituted implicit pipeline cybersecurity guardrails and a governance scorecard; driving an 81% reduction in vulnerabilities and remediating over 300K security issues. Scaled secure pipelines-as-a-service to hundreds of engineering teams, embedding safe-delivery gates, consistent compliance patterns, and measurable SDLC maturity as core expectations of how software ships to production.
20242022

CVS Application Delivery Transformation

CVS Pharmacy Inc.
  • Awarded excellence and multiple recognitions for multi-year business initiative which delivered central technology platform, tools and modernization to save more than $3 million in annual cost savings and resulted in 12X increase in production delivery with production. Business teams were able deploy to production from 60 per week to 725 per week. Technologies included: GitHub, Circle CI, Harness, Jenkins, Argo CD, LaunchDarkly, Snyk, JFrog Artifactory, SonarCloud, Kubernetes, Confluent Kafka, Hashicorp Vault, iOS, Android, Akamai, Fastly, Grafana, OpsGenie, Jira, Slack, Apigee, Kong, Venafi, Backstage, Suse Rancher, GCP/AWS, Grafana, Grafana Loki, Otel, Prometheus, New Relic, Quantum.
2018

Iternet of things Hackathon

Northeastern University
  • Awarded Certificate of Innovation from Northeastern University as a Semi-Finalist in 2018 IOT Hackathon / produced a POC using augmented reality technology for a 4D video game. Participant in multiple Liberty Hackathons using AI/Sentiment Analysis, Telematics, Apple Watch and Fitbit to reduce insurance claims.
20172015

DataOps Transformation

Liberty Mutual Inc.
  • Recognized for multiple IT Excellence, President and Bravo Nominations for DataOps transformation solutions that impacted 100+ software engineers to provide critical data to >11K home and auto insurance customers saving the company millions. Technologies included: Oracle Goldengate, Atlassian Bitbucket, IBM Watson, Jira, Java, Python, Unix, Informatica, Jenkins, JFrog Artifactory, Teradata, AWS Data Warehousing and Oracle Db.

Education

Ongoing

Continuous Learning

Professional training Onsite and Remote
Cortex IDP, Beyond Trust App Security, McD Leadership, Agile Safe - PO/PM Training,Kubernetes, Google Cloud Platform - DevOps, Udemy - iOS Bootcamp, Udemy - Web Developer Bootcamp, Github, GCP Vertex-Claud Agentic AI, Co-pilot AI.
Ongoing

Certifications

Multiple Organizations Onsite and Remote
Project Management Academy (PMA) Certification, MIT Sloan School - Marketing Analytics Certification, Project Management Professional 2011 exp, Scrum Alliance – Certified Scrum Master, ASTQB Certified Software Test Manager

Dual Bachelor of Science in Economics & Geology

Northeastern University Boston, MA