
Natalie Cervantes
Verified Expert in Project Management
Project Manager
San Diego, CA, United States
Toptal member since May 21, 2021
Natalie is a seasoned technical program manager who thrives at the intersection of strategy, systems thinking, and high-stakes delivery. She's led complex, cross-functional initiatives across platforms and industries, from web, mobile to AI-powered products. Natalie's superpower is turning chaos into clarity: driving alignment where it's missing, architecting smart systems and workflows, and empowering teams to move faster with purpose.
Project Highlights
Expertise
- Agile Leadership
- Full-stack Development
- Kanban
- Scrum Master
- Stakeholder Management
- Technical Program Management
- Technical SEO
- Web Architecture
Work Experience
Engineering Manager
Allegis - Cruise Automation
- Defined the product vision and roadmap for getcruise.com by leading cross-functional gap analysis. Identified capability gaps, created a prioritized plan transforming the site from a marketing portal into a platform serving 6 business units.
- Drove product strategy, doubling organic traffic, identifying SEO optimization as a key lever for market reach and customer education goals.
- Led technical implementation of structured data, site performance improvements, and media optimization initiatives that drove 362% traffic growth from 65,000 to over 300,000 monthly visitors, exceeding the 2x growth target.
- Spearheaded performance tracking initiatives, leveraging Google Analytics, Lighthouse metrics, and Datadog data to assess and optimize website speed, accessibility, mobile responsiveness, and user engagement.
- Created and delivered accessibility-focused solutions, improving website WCAG 2.1 compliance by 80% to create a more inclusive and user-friendly experience.
- Shaped internationalization product strategy for Spanish-speaking market expansion, defining localization requirements and technical approach that balanced time-to-market with future scalability across additional markets.
- Drove technical product and architecture decisions that resulted in an 80% build performance improvement, and security enhancements that eliminated critical vulnerabilities while streamlining content workflows.
- Built and scaled the engineering team through mentorship and growth planning, developing talent that resulted in two promotions while maintaining delivery velocity on strategic initiatives.
- Contributed production code to web platform and mobile apps, including ride-hail pickup and dropoff and delivery merchant testing, balancing strategic leadership with hands-on execution and improving the Delivery Merchant app test coverage by 70%.
Technical Lead | Product/Program Manager
First String Digital
- Re-architected and rebuilt the company's corporate website using API-first technologies for eCommerce, user-authenticated paywall, headless CMS, digital asset management, and localization/ translation services.
- Devised and created the content strategy and content model for the corporate website based on business goals and objectives.
- Implemented Agile DevOps workflow, improved feature requirements definition, and prioritized and planned project milestone deliverables, increasing team efficiency and client satisfaction rates.
- Led product pivot from custom implementations to restaurant-focused platform, defining product strategy and making prioritization decisions that increased company revenue by 30%.
- Drove product discovery through the use of the design sprint methodology. Validated concepts with clients before development, increasing client sign-ups by 50% and eliminating post-development misalignment issues.
- Designed and built key platform features and functionality—including a customized Stripe checkout workflow with serverless functions for a seamless payment experience—and an Auth0-powered login feature enabling secure access to personalized content.
Senior Program Manager
Money Management International
- Managed a $2.2 million budget and 15+ engineers across enterprise website redesigns, coordinating cross-functional delivery from discovery through launch for Fortune 500 clients.
- Improved client web design and user workflows by creating wireframes and recommendations driven by content strategy and competitive analysis metrics.
- Defined technical architecture and scope decisions for complex platform projects, balancing client objectives with feasibility and speed to market.
- Created organization-wide Agile training materials and workshops, equipping teams with the knowledge and skills needed to drive agile transformation.
Co-founder | Chief Technology Officer
StitchIt
- Founded a collaborative mobile video startup, defining the product vision, technical architecture, and go-to-market strategy as co-founder and CTO through the Founders Institute accelerator program.
- Conducted customer discovery and market research to identify three distinct customer segments, developing detailed personas that informed product positioning and feature prioritization decisions.
- Defined the roadmap and revenue model, projecting $550,000 seed requirements, combining premium content monetization with brand marketing partnerships, and targeting $30 CPM rates via ML-driven personalization for a projected 2+ million user base.
- Architected and developed an iOS MVP in Swift, building a sophisticated video composition engine that merged multiple video clips with synchronized audio tracks for seamless playback.
- Implemented the native iOS camera integration, photo library management, and asynchronous media processing pipeline.
Senior Program Manager
BSQuare
- Led program execution for Fortune 500 clients, including Amazon, Coca-Cola, and Trimble, coordinating global engineering teams and managing executive communications to deliver complex technical programs on time.
- Managed the Kindle PDF Reader launch in 2011 across Apple and Windows platforms, coordinating 15+ Amazon and 9 BSQuare engineers through release delivery.
- Served as sole program lead for Trimble’s $1 million Juno handheld, managing technical dependencies, including wifi/cellular conflicts with Texas Instruments, coordinating global teams, and maintaining executive confidence through program challenges.
- Directed an NFC mobile app and Freestyle machine integration rollout for Coca-Cola, coordinating nationwide deployment across regions without cloud infrastructure by managing technical and operational constraints.
- Established Agile development practices across engineering teams, reducing cycle times and improving delivery throughput through structured sprint processes and backlog management.
- Created organization-wide Agile training materials and workshops, equipping teams with the knowledge and skills to drive effective agile transformation.
Program Manager
Microsoft
- Led program delivery for the Windows Embedded Silverlight Tools (WEST) platform, coordinating cross-team dependencies with Microsoft Visual Studio and Blend teams to deliver developer tools on schedule.
- Managed technical requirements and implementation for sample UI showcasing WEST API capabilities, ensuring feature delivery aligned with product roadmap and quality standards.
- Managed team priorities, tracked progress, communicated updates, and coordinated dependencies with key stakeholders across teams and disciplines to ensure features were delivered on time, within scope, and with the highest quality.
Project History
Getcruise.com Redesign & Re-architecture
http://www.getcruise.com/Launched and managed the re-architecture and redesign of Getcruise.com.
At Cruise, I led cross-functional programs to re-architect Getcruise.com and Cruisemunich.de, enhancing the CI/CD pipeline, increasing build speed by 80%, strengthening security, and streamlining content workflows. I aligned business priorities, managed stakeholders, and mitigated risks to drive execution.
I spearheaded localization efforts, enabling seamless content translation and adaptive site functionality for global markets. I also improved accessibility compliance by 80%, achieving WCAG 2.1 standards and creating a more inclusive user experience. To enhance efficiency and knowledge sharing, I developed technical documentation for localization, content components, and other feature initiatives. I led performance tracking, leveraging data from Google Analytics, Lighthouse, and Datadog to inform KPIs and drive impactful outcomes.
Using Agile methodologies (Scrum and Kanban), I optimized project execution while mentoring engineers through personalized growth plans, leading to two promotions. Additionally, I drove cross-team product implementations, contributing to a 70% increase in test coverage for the delivery merchant app.
First String Digital Web App
https://optimistic-jepsen-76aa0c.netlify.app/Led the development team on the web redesign and SaaS product implementation targeted toward restaurant owners seeking to enhance their web presence via first-in-class mobile-optimized solutions.
At First String Digital, I managed complex website projects, driving stakeholder alignment, ensuring on-time delivery, and fostering collaboration across product, design, and engineering teams. I led the development of the corporate website and a web-based SaaS product, leveraging React and Gatsby.js to build fast, secure, and mobile-optimized applications.
To enhance efficiency, I implemented an Agile DevOps process, improving feature requirements definition, CI/CD workflows, and automated testing, which streamlined development and increased client satisfaction. Additionally, I spearheaded the technical design and execution of reusable web content models, increasing user engagement by 50% and optimizing content authoring workflows.
By applying Agile methodologies, I prioritized project milestones, improved cross-functional collaboration, and ensured seamless execution, driving measurable improvements in team performance and product delivery.
Enterprise Web Platform Modernization & Digital Strategy
https://www.moneymanagement.org/- 70% — Reduction in Customer Support Tickets Post-workflow Redesign
- 2 — Follow-up Contracts Won Through Successful Project Delivery
- 15% — Increase in Organic Traffic Post-launch Through SEO Preservation Strategy
- 5+ — Concurrent Workstreams Managed: Replatforming, DevOps, Analytics, Mobile App, Chatbot
- $1+ Million — Program Budget Managed Across a Multiphase Enterprise Engagement
The legacy Sitecore CMS was outdated, difficult to maintain, and lacked scalable content workflows across thousands of high-value financial pages. The debt-repayment workflow—the company’s primary revenue driver—was confusing and unintuitive, generating 300 support tickets per month. No Agile process—siloed teams, Waterfall delivery, and unclear communication—led to delays and misalignment.
I conducted a gap analysis interviewing stakeholders across marketing, IT, and operations, then built a phased migration strategy with a content matrix, SEO plan, and prioritized roadmap. I caught that critical debt repayment workflow had been omitted and led a cross-functional redesign that simplified the user experience, introduced form validation, and reduced unnecessary steps. I transitioned the team from Waterfall to Agile/Kanban, with WIP limits, cycle-time tracking, and structured deployments. I expanded engagement—driving discovery for mobile apps, chatbots/AI, analytics, and DevOps.
I reduced support tickets by 70%—from 300 monthly to <90—delivered on time within a $1+ million budget, secured 2 follow-on contracts with client trust, and built scalable Agile processes and a digital strategy foundation to power long-term growth.
PulseCheck – AI Status Reporting App
https://github.com/Natalie624/pulsecheck- 90% — Reduction in Status Report Writing Time vs. Manual Drafting
- 100% — Solo Ownership of Architecture, AI, Front end, Back end, & Deployment
- <4 Months — From Zero AI Experience to Shipping a Production-ready AI Product
- 5x — Faster Report Generation Through Multi-turn AI Classification
- 2 — Export Formats Delivered: Markdown & Server-side PDF
- 100% — End-to-end Type Safety with Shared Zod Schemas Across the Stack
Software managers spend 30-60 minutes per report manually compiling status updates. The workflow is repetitive and time-consuming. Existing tools like Jira and Notion store data but don’t synthesize it, leaving managers to manually interpret, categorize, and rewrite notes into polished, audience-ready reports.
I researched the status reporting workflow across product, program, and engineering management to identify where AI could eliminate manual effort. I designed a 2-tier architecture: a free mode for quick report generation via GPT-4.1 and an Agent Mode featuring a multi-turn classification pipeline built with LangChain and GPT-4o-mini. The agent classifies raw notes into status categories with confidence scoring, asks clarifying questions, and lets users customize tone, format, and point of view, with Markdown and PDF export support. I built the full stack solo with Chat GPT & Claude Code.
I cut reporting time from 30–60 minutes to under 5 (90% savings). I proved that confidence scoring builds trust in AI output—solving the #1 adoption barrier—and great AI products start with workflow insight, not model selection.
Education
Bachelor's Degree in English Literature and Business Administration
University of Oregon - Eugene, OR, USA
Certifications
Contentful Certified Professional
Contentful
Certified Scrum Master
Scrum Alliance
Skills
Tools
Jira, Google Docs, Google Sheets, Git, Slack, Claude, Confluence, Google Analytics, Stripe Checkout, GitHub, Microsoft Project, Asana, Figma, PostgreSQL
Paradigms
Kanban, Scrum, Agile, Agile Project Management, Agile Leadership, User Acceptance Testing (UAT), Web Architecture, B2B, B2C, Agile Product Management, Search Engine Optimization (SEO), Change Management
Industry Expertise
Architecture, Digital Marketing
Platforms
Contentful, Android, Shopify, WordPress, iOS, Vercel
Other
Agile Program Management, Scrum Master, Product Planning, Technical Program Management, Writing & Editing, Communication, Critical Thinking, Technical Project Management, Project Discovery, Release Management, Risk Management, Project Planning, Process Definition, Project Management, Program Management, Client Management, Google Drive, Organization, Planning, Digital Project Management, Website Design, Budgeting, Executive Reporting, Stakeholder Management, Strategic Planning, Documentation, PMO, Mobile/Web Project Management, Backlog Management, Sprint Planning, Stakeholder Engagement, Agile Coaching, User Stories, Content Management Systems (CMS), Product Owner, Websites, Web, Website Management, Website Performance, Project Tracking, Product Discovery, IT Project Management, Web Applications, Project Reporting, Feature Backlog Prioritization, Web Project Management, Web Platforms, Vendor Management, Product Launch, Team Management, Product Management, Gatsby, User Research, Content, Content Management, Engineering Management, Web App Deployment, Build Releases, Training, Technical SEO, Technical Project Monitoring, Migration, Digital Marketing Strategy, Google SEO, Process Improvement Project Management, eCommerce, Mobile Apps, Software Development, Code Review, Software Engineering, Netlify, React, Analytics, Content Strategy, SEO Tools, Digital Asset Management, APIs, GraphQL, Stripe API, Sitecore, Windows Embedded, WebKit, Windows Platform Builder, SEO Audits, Semantic Web, Agile DevOps, Mobile, JavaScript, Full-stack, TypeScript, Node.js, Next.js, React Native, Full-stack Development, System Migration, LLM Integration & Orchestration, LangChain, Structured Output Parsing (Zod), Tailwind CSS, Prompt Engineering, Prisma, Clerk, AI UX Design, 0-to-1 Product Build, Software Design, Revenue Strategy, Product Strategy, Mobile UX, Mobile UI, QA Testing, Product Roadmaps, Cross-functional Team Leadership, AI Product Management, Large Language Models (LLMs), Budget Management, Resource Allocation, Resource Management, Roadmaps, CI/CD Pipelines, Testing Strategy, PMO Processes, Process Design, Mobile Product Management
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