Creighton
Pyles

Product leader.

For ten years I’ve taken products from first idea to millions of people. I set the vision, shape the design and architecture, and build the team. The work spans consumer apps and enterprise software. Lately it’s AI agents. I’ve helped startups raise and private equity firms grow what they buy.

Most of the future is decided one product decision at a time. Psychology taught me to ask what a technology does to the people using it. Philosophy taught me to ask where that leads. That combination is why teams trust my judgment on what to build next.

Creighton Pyles

Trusted by

Highlights

Top 25 App Store launch

Reached the Top 25 in Utilities, with 250K+ downloads.

Led 1,000x user growth

From 3K to 3M monthly active users in one year, through product and retention strategy.

Founding product member, $8M raise

Built the prototype behind the raise, then took it to launch and paid adoption.

Built products for 30+ companies

From venture-backed startups to private equity portfolios and Fortune 500s.

Experience

– Present

Late Checkout

AI Product Lead

  • Embedded product lead across the studio’s client portfolio, brought in at the start to set direction, build the team and carry it through launch and scale.

Engagements

  • Paramount+80M+ subscribers Agentic innovation across search, recommendations and on-screen awareness, as well as generative entertainment like conversational characters and shows that generate live as audiences shape the story.
  • Loblaw / Shoppers Drug Mart~$46B revenue Defined the agent experience for PC Chat, Loblaw’s AI health assistant. Directed the agent strategy, design system and feature roadmap through a nationwide launch.
  • Intuit~100M customers An agentic wallet concept spanning Intuit’s ecosystem, taken to executive alignment.
  • Baylor Scott & White55 hospitals Product direction, delivery and evaluation for care and medication agents serving the system’s full digital patient base.
  • Jasper900+ enterprise customers Early custom Model Context Protocol integrations, built with engineers before connectors were standard.

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Freespoke

Director of Product

  • Founding product member, advanced to Director of Product on a search and news platform.
  • Grew usage from 3K to 3M monthly active users in one year through multichannel reengagement and product work across web and mobile.
  • Led product on a search engine built from scratch, from the index and crawler to the ranking algorithm. Saw the market shift early and layered an agentic architecture on top for AI answers and news briefs.
  • Originated the mobile strategy, then hired and managed the mobile team through launch and iteration to a Top 25 App Store ranking with 250K+ downloads.

– Present

Utopian Brands

Founder & Principal

  • Product firm serving private equity-backed businesses and funded startups.
  • Built Foresite’s prototype behind its $8M raise, then took it through launch and paid adoption with top national home builders, including D.R. Horton.

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Independent Consulting

Product Design & Growth Consultant

  • Turned early-stage founders’ ideas into launched products, building brands, websites and customer acquisition across email, social and paid.

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Cerner, Oracle

Technical Project Manager, Software Implementation

  • Delivered healthcare software implementations for hospital and correctional clients, from operational assessment through training and go-live.
  • Sole implementation lead on an Erie County behavioral health rollout, aligning executives, clinicians and IT stakeholders through go-live.

Capabilities

AI & Technology

  • Agentic & Conversational AI
  • AI Architecture & Integrations
  • LLM Evals
  • Analytics & Experimentation
  • Emerging Tech & Innovation Strategy

Product

  • Product Strategy & Roadmapping
  • Zero-to-One & Go-to-Market
  • Growth & Retention
  • Product Monetization
  • UX Strategy & Design Systems
  • Behavioral Research & User Insight

Leadership

  • Cross-Functional Leadership
  • Executive & Stakeholder Alignment
  • Hiring & Team Building
  • PE & Growth Equity Value Creation
  • Healthcare & Regulated Environments

Outside work