Principal Product Manager  ยท  Director of Product

Courtney Dean

Problem Solver  |  Value Creator  |  AI Product Leader
๐Ÿ“ Salt Lake City, Utah
About
Building products that endure
Courtney Dean

I deliver products that yield a 10x improvement in the lives of users. Your product needs to solve for people's problems. I start with discovery and continuous experimentation to develop and ship products that make a substantial improvement in customers' lives.

I build products that endure because they are grounded in real human behavior, measurable outcomes, and disciplined execution. With a foundation in Industrial-Organizational Psychology and nearly two decades leading AI-enabled and mission-critical platforms, I translate complex science and emerging technologies into scalable, market-relevant solutions.

Cookie-cutter PMs bound by inflexible processes lack the vision to create lasting products that matter. My mission: 10X benefit for users. At least 2X ROI for the company.

Currently independent โ€” building AI-powered applications with Cursor. Open to Principal PM and Director of Product roles where measurable user impact matters as much as technical sophistication.

$50M+
Sustained funding unlocked
100%
Graduation rate (up from 50%)
~$3M
Saved per trainee
Expertise
Skills & Capabilities
AI Product Strategy
AI Orchestration
Agentic AI Systems
AI Trust & Safety
AI Governance
Foundation Models
Prompt Engineering
Computer Vision
Autonomous Systems
Product Discovery
Product-Market Fit
Value Creation
Roadmap Planning
Agile Execution
SAFe / Scrum
CI/CD
A/B Testing
User Story Writing
Acceptance Criteria
Stakeholder Alignment
Data Analytics
Behavioral Science
I-O Psychology
Defense Tech
Cursor / Vibe Coding
Jira & Confluence
R&D Commercialization
SBIR / Gov Tech
Training Systems
Product Model
Current Work
Featured Apps & Projects
AI App ยท Cursor ยท Built for PMs
Product Developer's Toolkit
AI-powered templates and LLM assistants that help Product Managers create the documents that matter โ€” PRDs, Jobs to Be Done, User Stories, Acceptance Criteria, and Written Narratives โ€” all exportable to Word and Excel.
AI App ยท Cursor ยท Built for Ski Families
Alpine Prep Pro
Helps parents of racers and ski technicians maintain their quiver of skis. Tiered support from novice to expert โ€” so every ski in the family arsenal is race-ready.
Chrome Extension ยท Built for Job Seekers
Ghostbluster
Detects ghost jobs before you waste time applying. Scans job postings for telltale signs โ€” lack of specificity, generic or duplicate content, posting age โ€” and scores the probability the role will never actually be filled.
๐Ÿ“ฅ Download Extension
Product ยท Aptima Inc. ยท 2016
A-Measureยฎ Platform
The official Aptima product page for A-Measureยฎ โ€” the mission-critical human performance measurement platform Courtney led as Product Manager. SPOTLITEยฎ, PM Engineโ„ข, and Performance Dashboardโ„ข.
View Archived Page โ†—
A-Measureยฎ
Observe. Measure. Explore.
ยฉ 2016 Aptima, Inc.
Product Brochure ยท 2016
A-Measureยฎ Product Brochure
Official product brochure for the A-Measure Platform. Back page lists Courtney Dean, A-Measure Product Manager as the primary contact.
๐Ÿ“„ View Brochure โ†—
Impact
Case Studies
SPOTLITEยฎ
Defense Training ยท Aptima
Delivered an instructor-ready evaluation platform simplifying observation, standardizing assessment, and generating precise actionable insights for after-action reviews. Deployed to the 66th JTAC Weapons Instructor Course, transforming training throughput and graduation outcomes.
๐Ÿ† Graduation rate doubled 50% โ†’ 100% ยท ~$3M saved per trainee
A-Measureยฎ Platform
Behavioral Science ยท Aptima
Championed product strategy for Aptima's flagship training and performance assessment platform, translating behavioral science into market-driven solutions. Delivered PM Engineยฎ and Performance Dashboardโ„ข as interoperable platforms supporting 800+ Navy P-8A students annually.
๐Ÿ’ฐ Converted outcomes into $50M+ in sustained funding and long-term investment
ART-FM
Agentic AI ยท DARPA
Orchestrated product strategy for a DARPA-backed agentic cloud-enabled testbed designed to evaluate and red-team multimodal foundation models for vulnerabilities, biases, and causal relationships. Operationalized AI governance frameworks balancing autonomy, auditability, and human control.
๐Ÿค– Delivered AI vulnerability assessment capability for DARPA
GODDESS
Computer Vision ยท AI
Spearheaded incubation of a strategic AI initiative defining vision and commercial product direction for a scalable ISR technology advancing computer vision from static imagery to motion-based intelligence.
๐Ÿ‘๏ธ Pioneered motion-based CV for intelligence, surveillance & reconnaissance
PMATT-TA
Naval Training ยท NAWCTSD ยท 2016
Led product development of a web-based, centralized mission assessment database for the Navy's Maritime Patrol community. Responding to a statement of urgent need from Commander, Patrol and Reconnaissance Group (CPRG), PMATT-TA delivered standardized, objective, outcome-based performance data across P-8A squadrons. Deployed to Kaneohe Bay, Whidbey Island, and Jacksonville across 2015โ€“2016, with a full community transition planned for FY17.
โœˆ๏ธ Deployed to CPRW-2, CPRW-10, CPRW-11 ยท Supported 800+ Navy P-8A aircrew assessments
Work Sample
See Me In Action
Presenting A-Measureยฎ at I/ITSEC
Courtney Dean presenting on the A-Measure performance assessment platform โ€” demonstrating how behavioral science translates into deployable, mission-critical training solutions.
Podcast
MINDWORKS Podcast
April 6, 2021  ยท  1 hr 11 min
Mission-Critical Environments: Can we improve human performance?
Hosted by Daniel Serfaty on the MINDWORKS podcast โ€” Courtney Dean joins Dr. Shawn Weil and Evan Oster of Aptima to discuss blending field wisdom with lab science to optimize human performance in mission-critical settings. Framed around LGen John H. Cushman's principle: "You can't improve what you don't measure. But you cannot measure what you don't understand."
Official Product Documentation
Product Evidence
A-Measureยฎ Platform ยท Aptima, 2016
Official Aptima product brochure and product page โ€” back page lists Courtney Dean, A-Measure Product Manager as the contact. Covers SPOTLITEยฎ, PM Engineโ„ข, ASAโ„ข, and Performance Dashboardโ„ข.
SPOTLITEยฎ Product Sheet ยท Aptima, 2021
Official Aptima SPOTLITEยฎ product sheet โ€” contact listed as Courtney Dean. Covers behaviorally-anchored mobile measurement for soldiers, Marines, airmen, and sailors across real-time training environments.
PMATT-TA Fact Sheet ยท NAWCTSD, 2016
Official Navy product fact sheet describing the centralized mission assessment platform deployed across Maritime Patrol communities at Kaneohe Bay, Whidbey Island, and Jacksonville.
Ideas
AI Thought Leadership
Product Leadership  ยท  April 6, 2026
Strategic Versus Tactical Versus Engineering Thinking
I am working on maturing my thought processes. I worry that my thinking remains tactical at times when it should be more strategic. But what does that mean?
Strategic vs Tactical vs Engineering Thinking

Tactics usually cover what thing to do now whereas strategy asks "where are we going, and how do we get there?" This may be an oversimplification, and let's not get into debating definitions. They are well established and my descriptions are more for context than for Oxford.

So, when presented with a problem, a tactically minded PM is going to identify solutions that solve the problem, right? That means a Strategic PM will think about the larger implications of this problem and possible solutions? How will this problem impact us downstream? How can we turn this into a win? What are the consequences of solution A vs solution B?

But what is thinking like an ML engineer? The recent post by Moe Ali talks about a hypothetical PM solving AI error with a test agent and a robust testing scenario. Valid strategy, but is this strategic thinking or tactical thinking?

This PM is surely solving problems and there are a lot of outputs. But what is the outcome? How down in the weeds is this approach and does it set up the product for success, or just move past one pothole on the roadmap? A PM's role extends well beyond testing and validation. And does a heavy focus on engineering skill turn a creative thinker and problem solver into a hammer in search of a nail?

Does getting too technical eliminate strategic thinking? Does getting too strategic overlook the tactics that actually win the daily fights? Where does one need to land to optimize outcomes?

I think the answer lies in your job title and seniority as well as team composition.

Principal PMs, Director Level, and up should be focused on 2nd and 3rd order effects โ€” very strategic. There should be others on the team, project managers, a lead engineer, etc., who can contribute valid approaches to solve technical problems.

Senior PMs balance some Tactics and Strategy and leverage problem solving. A Senior PM should look past the solution to the intended outcome and any unanticipated consequences that may arise. This is closer to systems thinking and shifts the focus to outcome versus outputs.

Junior PMs should solve problems, overcome hurdles, and move the product along. There should be senior staff to mentor and guide these PMs to mature their thinking as they move from 0 to 1.

One caveat: All of this hedges on team composition. If the other members of the product team are empowered, there's likely some good tactical contributions coming from those skilled and competent team members. If it's a feature team, or worse, outsourced work, then even a Principal PM is going to be forced to operate at the tactical level to overcome obstacles.

Product Strategy  ยท  March 9, 2026
Your Roadmap Is a Best Guess. Treat It Like One.
Roadmaps should never be inflexible, etched in stone. They are best guesses based on the knowledge we have today. When that knowledge changes, our roadmaps must change.

This is foundational to the Product Model and essential to building a lasting product that customers continue to love.

If your roadmap cannot be changed โ€” if newly discovered, high-value features can't be prioritized over things already on the list โ€” then you're not going to fulfill your customers' unmet needs. They will go elsewhere.

It's funny. I got a very similar question from a recruiter the other day. I was asked how to rectify a needs-roadmap disconnect. I don't see there being any tension here. I think this situation is probably very common in empowered product teams.

CI/CD should include continuous discovery and experimentation. Those who practice continuous experimentation should expect their assumptions to change with new information.

Isn't that the whole point of testing in the first place? To validate or refine our hypotheses?

Product Discovery  ยท  March 6, 2026
Product Development Is a Murder Mystery. And I'm Here for It.
I always found problem discovery to be thrilling. Getting an audience with users and customers and really working to discover their unmet need โ€” it's kind of like the first act in a murder mystery. This is where the plot is revealed.

Act One โ€” Discovery. This is where the plot is revealed. The unmet need, the hidden friction, the problem nobody has named yet. Thrilling work if you let it be.

Act Two โ€” Testing & Experimentation. Each minimally viable experiment (MVE) is a suspect to be interrogated. Those that don't qualify for production are either victims โ€” if we're stretching this to an Agatha Christie story โ€” or ruled out as suspects.

Act Three โ€” Delivery. This is the big reveal. Poirot โ€” or, more currently, Benoit Blanc โ€” knows whodunit and delivers a grand monologue that explains the murder, the motive, and implicates all the characters in some way.

And this is sort of where my analogy falls apart. Because delivery is terminal โ€” and no Product Team wants a short product lifecycle. There's no room for CI/CD in this story.

Unless we're talking sequel. Or trilogy.

Ooh โ€” Dynasty! Let's Friday the 13th this thing. That franchise endured for decades.

Product Philosophy  ยท  February 15, 2026
What You Should Expect From Your Next PM
You need a PM who can guide a team of missionaries to discover, develop, and deliver the best products for your customers. Here's what that actually looks like.

I've unlocked $50M in sustained funding and doubled graduation rates from 50% to 100% โ€” not by managing backlogs, but by turning product teams into missionaries and customers into evangelists.

Great products don't happen by accident. They happen when a PM obsesses over the right problem, aligns the team around real customer needs, and maintains a value creation mindset from discovery through delivery.

My practices make missionaries of product teams, evangelists of customers, and ensure products meet the needs of the business โ€” across segments, across the full product lifecycle.

I'm looking for empowered teams ready to discover their next flagship product. If that's you, let's talk.

AI Strategy  ยท  February 5, 2026
The AI Revolution Feels Like a Trip to the Casino. Are You Betting Smart?
Companies are playing a lot of games and betting big stakes. How you approach AI may mean the difference between sustained double-digit growth โ€” or massive decline and loss of shareholder value.

How do you want to approach AI? Do you:

1. Lay off anyone not directly contributing to your AI initiative, and use those savings to go all in?
2. Wait, watch the tea leaves, and see how things play out?
3. Invest earnestly (but don't bet the farm) in an AI initiative, starting with discovery and needs assessment โ€” hire (not fire) key persons who can further your AI investigation, and keep your talented staff involved so that when you find those winning solutions, you can quickly bring them to market?

Option 1 feels like putting half your money on one number on the roulette table. Option 2 feels like you might miss the boat entirely. Option 3 is the right combination of risk and bold initiative to produce meaningful results.

This AI renaissance is looking more and more like the dotcom bubble. Every organization is going mad with FOMO, or counting the money before it's been made โ€” thinking AI just automatically comes with a value proposition. It's not that the internet didn't add value (it's omnipresent today) โ€” it's that so many just assumed the money would flow without asking "how?"

In 2025, companies weren't asking "how?" either. Will there be a similar bubble? Folks are adamant on both sides. Regardless, there will be severe consequences โ€” some good, some bad, some great. And a whole lot of people are going to have a #OpenToWork banner on their profile.

๐Ÿ“– Related: HBR โ€” Companies Are Laying Off Workers Because of AI's Potential, Not Its Performance โ†—

And yes, I used an em dash. On my own. No help from a chatbot. And I am proud of it โ€”

Product Philosophy  ยท  February 4, 2026
We Cannot Turn PMs Into Coders. And We Shouldn't.
PMs can code. That's not the point. They shouldn't โ€” because they should be doing what someone else can do better. The product lifecycle takes many minds. Taking one away wastes far more than time.

We cannot turn PMs into coders. Not that PMs can't code โ€” they shouldn't. They should do what someone else can do better.

Further, they are one person. The product lifecycle takes many minds. Taking one away โ€” even if it's just so that the PM can run a few experiments โ€” takes away an informed opinion, a creative perspective, a voice of reason, and an opportunity to stop or fix before time and resources are wasted.

When we make PMs wear more hats, who's to say they should not wear all of them? What's next? PMs must be UX folks too? And PMMs? And Account Managers? Customer Service Reps? Why not just have a PM do it all with their trusty chatbot copilot?

Career & Authenticity  ยท  February 1, 2026
My Resume Stank of ChatGPT. Here's How I Got Into the Trap.
Today it dawned on me. I don't know if I got lazy, or into a rhythm. But the implications are not so good. I was working on a resume for a job application when I saw it. Repeatedly. All over three pages of my career.

"...Doing A, B, C"
"to x, not just y."
"...at the intersection."

My resume stank of ChatGPT. I'm one of those, now. I don't know how I got into the trap. But I did. It was just so easy. I knew I should be more diligent. I knew if I wasn't careful, it would get out of control. I figured I could quit anytime.

How many did I send out like this? To whom did I blow my chances?

I shook off the stink of AI as best I could. I reviewed and rewrote every bullet. But I fear there's an AI essence that persists.

For all you job seekers out there โ€” don't let a few job descriptions that reek of AI convince you that you can offer the same. Hiring managers have the power right now. And they're inundated with applications. Don't make it easy for them to dismiss you.

Write your own resume.

Building in Public  ยท  January 31, 2026
Putting My Money Where My Mouth Is โ€” Building Apps to Stay Sharp
My last post suggested that motivated folks do some hobby AI exploration. I suppose I should put my money where my mouth is. In the last couple of months, I've been trying to take my own medicine.

I started with formal instruction โ€” taking courses on AI Product Management and trying to add things to my resume that would help me stand out. At the same time, I've been doing a little vibe coding.

Using OpenAI, I've built a Ghost Job Detector Chrome Extension, a Resume and Cover Letter Customizer, and an article writer called Product Salad โ€” which helps me write those The Onion-inspired satire stories about product management and AI.

Today, I am building an app for Alpine ski racing technicians โ€” Alpine Prep Pro. It isn't really revolutionary. But it is giving me the opportunity to keep my skills fresh and develop some more nascent ones.

I'm starting pretty basic. The app lets users put in information about skiers, skis, tuning equipment and wax, and events. It provides recommendations for waxing and tuning for an upcoming race or training day โ€” but it assumes the user knows how to tune and wax. It's really just a database for equipment and events to start.

I'll expand the app with more support features next โ€” make it more accessible to the other parents of junior racers who may not consider ski maintenance a fun hobby. The app will become more instructional as I mature it.

The point here is that I am borrowing from the Lean Startup Movement. I'm trying out the build, measure, and learn mindset.

Product Leadership  ยท  January 25, 2026
What Kind of PM Are You โ€” or Are You Trying to Hire?
I've been thinking a lot about what Marty Cagan and Chris Jones wrote in Empowered. I worry that the AI revolution has some misguided notions about what an empowered PM and product team actually looks like.

I see posts about Claude or OpenAI enabling a PM to produce PRDs during lunch, or produce a prototype in the morning and a second in the afternoon after using that same copilot to test the first. AI is not going to make a PM a one-person product team. It is not going to exponentially accelerate product development.

It may continue this trend of rushed, under-tested, poorly thought-out products that fail. AI may help us automate some things. It may even help us get a prototype in a morning. But it won't do the thinking for us.

AI is the ultimate yes-man. Even when you program your chatbot to be critical and merciless, it is still going to enable you to mature a mistake right into the danger zone.

What makes a good Product Manager valuable is his or her ability to think. Dozens of decisions need to be made every day, in every stage of the product lifecycle. Those decisions cannot be made in isolation. They shouldn't be made with just a chatbot either ("Yes. Brilliant. You're killing it today!"). They should not be made without getting real data from real humans โ€” users, designers, developers, executive sponsors, competitors.

The decisions we make as product managers come from using messy data, experts' opinions, and our own internal neural network. We make decisions based on experience, data, and the outcomes of the last decision we made.

If you want to be a great PM โ€” or if you want to hire one โ€” prioritize good analytical skills. Anyone can move sticky notes on a Kanban board. But not everyone can figure out the "what" or "why" that differentiates a Claude from a Fraud.*

*"Fraud" being my hypothetical failed AI initiative from a hypothetical company that never got off the ground.

AI & Career  ยท  January 15, 2026
Want to Work in AI? Get in the Saddle.
It's not about courses, or certificates. It's not about following the most influential AI experts on social media. It's about curiosity โ€” getting under the hood of your preferred model and discovering what YOU can do WITH it.

Vibe coding isn't just a skill for your resume. It should be a hobby. If you want to land a job in AI, you have to genuinely like AI. You can't just see its potential for your company. You have to try, experiment, ideate, and reveal that potential.

You should have been doing this in 2022. But it is not too late. You just have some aggressive catching up to do.

So, if you want to be a part of the AI revolution โ€” don't get on the bandwagon. Get in the saddle, grab the reins, and start leading the way.

โ€” Forgive the clichรฉs. This was done without the aid of an LLM.

Research
Publications & Presentations
2018
Uhl, E. R., Dean, C., & Ratwani, K. (2018). Standardizing performance measurement for ease of data analytics. I/ITSEC 2018. Orlando, FL.
Dean, C., Ratwani, K. L., Diedrich, F., Flanagan, S., Nargi, B., & Tucker, J. S. (2018). Measuring and tracking skills in the army reconnaissance course. ARI Research Product 2018-07. Fort Belvoir, VA.
2017
Wheeler, B. F., Tindall, M. J., Killilea, J., Tolland, M., & Dean, C. (2017). Standardizing performance measurement for ease of data analytics. I/ITSEC 2017. Orlando, FL.
2016
Ratwani, K. L., Dean, C. R., Knott, C., Dietrich, F., Flanagan, S., Walker, K., & Tucker, J. S. (2016). Measuring leader attributes in the Army Reconnaissance Course. ARI Research Report 1991. Fort Belvoir, VA.
2015
Dean, C. R., Freeman, J., & Puglisi, M. (2015). Supporting unit training management through mobile performance assessment tools. I/ITSEC 2015. Orlando, FL.
Ratwani, K. L., Dean, C. R., Flanagan, S., Knott, C., Diedrich, F., & Tucker, J. S. (2015). Innovative mobile technologies for assessing and enhancing soldier performance. I/ITSEC 2015. Orlando, FL.
Carlin, A. and Dean, C. (2015). Automated Extraction of POMDP training model from data. FLAIRS Conference, Special Track on Intelligent Learning Technologies.
2014
Knott, C.C., Flanagan, S., Bickley, W.R., Ratwani, K., Dean, C., Diedrich, F. (2014). An Army Learning Model implementation: Challenges, successes, future directions. I/ITSEC 2014. Orlando, FL.
Stewart, J. E., Dean, C.R., Zeidman, T., & Graham, S.E. (2014). Developing and evaluating performance measures for manned-unmanned teaming. I/ITSEC 2014. Orlando, FL.
Bink, M. L., Dean, C., Ayers, J., & Zeidman, T. (2014). Validation and evaluation of army aviation collective performance measures. Research Report 1972. U.S. Army Research Institute for the Behavioral and Social Sciences.
2013
Bink, M., Seibert, M., Dean, C., Stewart, J. & Zeidman, T. (2013). Development and validation of measures for army aviation collective training. 17th International Symposium on Aviation Psychology. Dayton, OH.
Carlin, A., Dumond, D., Freeman, J., & Dean, C. (2013). Higher automated learning through principle component analysis and Markov models. AIED 2013. Memphis, TN.
Stewart, J. E., Leonardis, L. B., Dean, C. (2013). Training aviation manned-unmanned teaming skills at home station. I/ITSEC 2013. Orlando, FL.
2012
Seibert, M. K., Diedrich, F. J., Ayers, J. M., Dean, C., Zeidman, T., Bink, M. L., & Stewart, J. E. (2012). Addressing Army aviation collective training challenges with simulators. Research Report 1958. U.S. Army Research Institute.
2011
Dean, C., Stacy, W., Keeney, M., Day, E., Terry, R., & Alicia, T. (2011). Item Response Theory Adapts Training to Disparately Skilled Trainees. I/ITSEC 2011. Orlando, FL.
Entin, E., Knott, C., & Dean, C. (2011). Age Related Attributions Biases to Success and Failure at a Technology Task. Gerontological Society of America 64th Annual Scientific Meeting. Boston, MA.
2009
Dean, C., Diedrich, F. J., Artis, S., Horn, Z. N. J., Jefferson, T. & Riccio, G. E. (2009). Local development of measures of effectiveness. Technical Report, U.S. Army Asymmetric Warfare Group, Ft. Meade, MD.
Dean, C., Jefferson, T., Horn, Z. N. J., Jones, E., Beltz, B. C., Puglisi, M., & Diedrich, F. J. (2009). Impact on Rifle Marksmanship Training. Technical Report, U.S. Army Asymmetric Warfare Group, Ft. Meade, MD.
Horn, Z. N. J., Diedrich, F. J., Dean, C., Artis, S., Jefferson, T., & Marceau, R. (2009). Observations of behavior and communication in rifle marksmanship training. Technical Report, U.S. Army Asymmetric Warfare Group.
Marceau, R., Jackson, C., Dean, C., Diedrich, F. J., Artis, S., & Wiese, E. (2009). Formative measures for instructors. Technical Report, U.S. Army Asymmetric Warfare Group, Ft. Meade, MD.
Sidman, J., Riccio, G., Semmens, R., Geyer, A., Dean, C., & Diedrich, F. (2009). Assessment tools for basic Army Noncommissioned Officer Training. Research Report 1899. U.S. Army Research Institute.
2008
Bellenger, B. L., & Dean, C. R. (2008). Cheating on Promotional Public Safety Examinations: Strategies for Responding to a Widespread Test Security Compromise. 29th Annual IPMAAC Conference on Personnel Assessment. Oakland, CA.
CATC Science Team (2008). Rifle marksmanship measurement and assessment methods for Basic Combat Training. Technical Report, Aptima, Inc., Woburn, MA.
2006
Dean, C.R., Miller, L., & Crenshaw, J.L. (2006). Content Validation Report: Police/Sheriff's Sergeant. Personnel Board of Jefferson County, Birmingham, AL.
2005
Lyon, J., Dean, C., Ramesh, A. (2005). Beyond selection system improvements: Overcoming the "applicant pool problem" to reduce adverse impact. 29th Annual IPMAAC Conference on Personnel Assessment. Orlando, FL.
Get in Touch
Let's Connect

If you're building products that must perform in complex, high-consequence environments โ€” and you care about measurable user impact as much as technical sophistication โ€” let's talk.