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Courtney Douglas

Strategic programs, product operations, and learning systems that turn complexity into momentum.

I lead multidisciplinary teams and build practical systems across innovation programs, digital products, and responsible AI—making complex work easier to deliver, learn from, and scale.

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Current focus

Head of Strategic Programs & Product Operations

Strategic programs, product operations, learning systems, and responsible AI.

Open to remote opportunities

Interested in learning technology, responsible AI, and mission-driven products.

Interactive career evidence

Hiring for a role? See where Courtney fits.

Paste your job description into an AI-assisted comparison grounded in more than a résumé. The analyzer checks the role against Courtney's verified experience, leadership scope, product work, case studies, and practical AI practice—then shows the strongest evidence and the questions worth discussing.

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What it considers

  • 15+ years of documented experience
  • Selected products and case studies
  • Leadership, systems, and AI practice

Evidence-based, candid, and designed to surface both alignment and material gaps—not to predict a hiring decision.

About

Leadership grounded in how work actually gets done.

I bring 15+ years across strategic programs, digital product delivery, operations, and quality assurance. Across four roles at Hackworks, I grew from program delivery into leading the people, systems, and product operations behind a complex client portfolio.

I built and led a multidisciplinary delivery organization spanning engineering, program delivery, customer success, design, and facilitation. My remit included hiring and development, performance management, product budgets and roadmaps, capacity planning, risk and quality, and external partners.

Earlier, I worked in mobile-game production and QA at XMG Studio. That foundation still shapes how I lead: make the system clear, protect the user experience, and help teams deliver work they can stand behind.

Capabilities

I connect strategy, people, systems, and delivery.

Senior leadership with a hands-on understanding of the workflows, decisions, and tools teams need to move.

Strategic Program Leadership

Turn ambiguous, multi-stakeholder initiatives into clear portfolios, operating rhythms, decisions, and reliable delivery.

Product Operations & Systems

Connect product strategy, roadmaps, budgets, capacity, quality, feedback, and continuous improvement.

Responsible AI & Learning Enablement

Create practical AI-supported workflows, reusable knowledge systems, facilitator materials, and training with guardrails for privacy, accuracy, and human review.

Selected work

Selected products and systems I led at Hackworks.

Three systems that made complex innovation work more structured, repeatable, and useful for clients, participants, and delivery teams.

Watch + read

Platform product

Hackworks Innovation Challenge Platform

One platform for configuring registration, participation, submissions, communications, and judging across very different innovation programs.

View case study
Watch + read

Facilitation product

Rapid Innovation Game

A prompt-driven ideation system that gives teams creative constraints and turns workshop output into structured, reusable data.

View case study
Watch + read

Internal AI product

Proposal Generator

A guided proposal workflow that connects discovery, deterministic service recommendations, and editable AI-assisted drafts.

View case study

Experience

From quality and delivery to portfolio leadership.

At Hackworks, I directed 75+ client programs—usually 3–5 at once and up to 10 at peak—while improving delivery speed by 25% and sustaining a 95% client-return rate.

  1. 2022–Present

    Head of Strategic Programs & Product Operations

    Hackworks

  2. 2019–2022

    Director, Program Operations & Client Services

    Hackworks

  3. 2018–2019

    Senior Program Manager

    Hackworks

  4. 2015–2018

    Program Manager

    Hackworks

  5. 2010–2015

    Producer and QA Manager

    XMG Studio

Independent projects

Products, tools, and experiments in progress.

A collection of practical systems exploring learning, discovery, AI workflows, product thinking, and interactive experiences.

Apps

Independent products designed for everyday use.

Lift Laugh Log app icon

Version 2.0

iPhone · Mac · Apple Watch

Product

Live

Lift Laugh Log

A private workout and nutrition tracker with understandable progress, quick logging, and occasional judgement from Khaleesi.

FitnessNutritionPrivacy-firstSwiftUISwiftDataCloudKit
Visit product site(opens externally)

AI tools & agents

Practical GPTs, agents, and workflows as they move from idea to working product.

AI tool

Live

Role Fit Analyzer

An employer-facing AI tool that compares a job description with verified career evidence, leadership scope, portfolio work, and material gaps.

Structured outputsEvidence-groundedEmployer toolNext.jsTypeScriptOpenAI API
Analyze a role

AI tool

In development

Women’s Sports Agent

A personalized women’s-sports discovery and onboarding experience designed to help new fans find leagues, teams, athletes, rivalries, and ways to watch.

Women’s sportsDiscoveryOnboarding
In progress

Games & experiments

Smaller explorations in systems, interaction, and play.

Game

In development

Animal Sweeper

A systems-driven deduction game designed around inferable, no-guess play.

DeductionGame systemsNo-guess play
In progress

Game

Prototype

Detective Board

A systems-driven investigation game where player decisions, time, effort, and collected evidence change the outcome.

Game systemsInteractive narrative
Prototype

Contact

Looking for a strategic programs or product operations leader?

I’m exploring remote roles in learning technology, responsible AI, and mission-driven products.

Email meLinkedIn