Dear
Dentsu—
I build ideas fast. This site is my cover letter and my proof of work.
Matthew Schapiro
Digital strategy & AI innovation leader
I'm an early adopter who turns emerging technologies into practical systems—connecting creative, media, and data teams in ways that actually work.
With more than a decade at the intersection of creativity, data, and product, I've led initiatives that make emerging tech useful. My expertise spans cross-channel marketing systems, Customer Data Platforms (CDPs), and AI-powered automation—building and shipping prototypes to learn fast, align teams, and find the shortest path to impact.
As Director of AI Creative Strategy at dentsu, I'd help your teams and clients navigate the AI landscape with confidence—translating technical possibility into brand-true creative work, building rapid prototypes to test ideas, and establishing frameworks that make AI adoption practical and ethical.
I've created AI-powered platforms, generative optimization frameworks, and collaboration workflows that help marketing and product teams move from concept to deployment.
dentsu sits where creativity, media, and technology converge. That's where I do my best work: translating human insight + machine capability into meaningful experiences.
And after years of remote work, I'm genuinely excited to be back in an office in Chicago—collaborating in person, building alongside teams, and being part of a creative culture again.
Prototype Lab
I design, code, and ship fast. Here are two solo-built projects.
DailyTracker.ai
A productivity app that uses AI to help you organize, prioritize, and complete tasks.
PromptPipeline.ai
A prompt organization and optimization tool for AI developers.
Problem
Most people lose track of what matters. Tasks scatter across apps, priorities shift constantly, and important work falls through the cracks. Traditional to-do lists can't keep up with real life.
Solution
DailyTracker.ai brings everything into one intelligent workspace. It understands your tasks in plain language, automatically prioritizes based on urgency and impact, and guides you through completion with an AI-powered assistant.
Role
Solo builder from concept to launch — defined product vision, designed user experience, built full-stack application with Next.js and Supabase, engineered AI assistant capabilities, and deployed production infrastructure.
Feature Highlights
- Voice-first task capture — Speak or type tasks naturally; AI transcribes, structures, and organizes them automatically with full context
- Intelligent prioritization — Dynamic scoring system weighs value, effort, and urgency to surface what matters most
- AI Assistants — Get personalized guidance, break down complex tasks into actionable steps, and receive smart suggestions tailored to your workflow
- Unified workspace — Personal and professional tasks, health tracking, appointments, and more in one distraction-free hub
Problem
Prompt engineering without a system: ideas lost, iterations scattered, no clear way to prioritize what to build next.
Solution
Workflow tool for prompt engineering: capture ideas instantly, optimize with AI, and prioritize work on a visual board
Role
Solo builder from concept to launch — defined product vision, designed kanban-based UX, built full-stack application with Next.js and Supabase, integrated voice capture and AI optimization, configured PWA and email automation, and deployed production infrastructure.
Feature Highlights
- Voice capture with real-time transcription — Turn spoken ideas into structured prompts hands-free, enabling rapid ideation while coding or away from keyboard
- AI-powered prompt optimization — Automatically refine prompt quality, clarity, and effectiveness using advanced language models to improve output consistency
- Visual kanban workflow — Drag-and-drop board interface to manage prompt pipeline from ideation through testing to production deployment
- Multi-project organization — Organize and track prompts across multiple AI projects with categorization, status tracking, and real-time synchronization
How I Lead AI Creative Strategy
Human × Machine Collaboration
Design workflows where people + models co-create.
Prototyping as Strategy
Build to think; ship small to learn big.
Purposeful Innovation
Make AI meaningful, ethical, and brand-true.
I'm passionate about turning AI capability into business value — fast. I'd love to explore how we can prototype creative systems that make dentsu's work even more inventive and effective.
Humanly,
Matt Schapiro
Resume
Core Skills
Generative AI Strategy • Prompt Engineering • AI Product Development • Analytics & Reporting • Digital Marketing • Paid & Organic Growth • SEO Strategy • Automation Design • Supabase / Firebase • OpenAI API • Web3 & Emerging Tech • Product Operations
Professional Experience
Fetch Pet Insurance — Senior SEO Manager
Chicago, IL / New York, NY | 2024–2025
- Spearheaded the development of Fetch's AI-powered content framework, automating copy generation, interlinking, and on-page optimization — cutting content production time by 60%
- Built and deployed an internal suite of custom AI bots (SEO Helper, Content Ideation, Internal Link Strategist, Landing Page Optimizer) to streamline digital marketing initiatives
- Launched Fetch's first Generative Engine Optimization (GEO) initiative to align content with Google's AI Overviews
- Led cross-functional AI literacy workshops, accelerating ethical AI adoption across marketing, content, and product teams
imnotArt — Founder & Director, Digital Strategy
Chicago, IL | 2021–2024
- Founded Chicago's first Web3-enabled gallery and event space bridging digital art, NFTs, and immersive experiences
- Engineered and deployed Ethereum smart contracts for artist royalty automation and transparent revenue distribution
- Produced and curated 20+ exhibitions and 50+ events blending digital, virtual, and physical participation
- Integrated AI-generated creative assets and automated marketing workflows for event promotion
United States Soccer Federation — Senior Manager, Digital Operations
Chicago, IL | 2019–2021
- Oversaw full website/app relaunch ahead of the 2019 Women's World Cup, coordinating cross-functional development and creative teams
- Integrated Customer Data Platform (CDP) combining CRM, e-commerce, and behavioral data, enabling AI-driven segmentation and personalized content journeys
- Led SEO strategy and metadata optimization initiatives that increased organic reach by 250%
- Introduced performance modeling to inform editorial prioritization and early-stage personalization efforts
Discovery Communications — Senior Manager, Digital Acquisition
New York, NY | 2016–2018
- Led SEO strategy for digital properties across Discovery, TLC, and Animal Planet, driving double-digit traffic growth via optimized content architecture and technical SEO enhancements
- Partnered with UX and product teams to execute a full-site redesign prioritizing page speed, discoverability, and personalization readiness
- Collaborated with executives to shape strategic direction for new streaming products, contributing to cross-brand digital roadmap development
DIRECTV — SEO Manager
New York, NY | 2014–2016
- Acted as sole in-house SEO lead, managing multiple agency partners while driving sitewide optimization across DIRECTV's digital ecosystem
- Optimized brand keyword routing and local SEO performance, capturing diverted traffic from affiliate competitors and increasing direct call center leads — generating $1M+ in annual impact
- Optimized digital infrastructure to improve discoverability and user engagement
Earlier Experience
2008–2014
OneIMS / WinTheNet / Feed Company — Digital marketing and SEO consulting for brands including Levi's, HP, Budweiser, and Activision. Founded independent consultancy providing SEO, analytics, and web development services.
Education
Tufts University • University of Southern California
Technology Stack
OpenAI API • PromptPipeline • Supabase • Firebase • Google Search Console • Google Analytics • Ahrefs • SEMrush • Screaming Frog • Moz • Looker Studio • Tavily • ChatGPT Enterprise
P.S.
Anybody interested in Pickleball?
Kinda random but I can also teach your team pickleball. Court strategy, creative strategy—I've got both covered. Currently ranking #1 for "Chicago Pickleball Coach" (Once an SEO, always an SEO).
© 2025 Matthew Schapiro