Content Design · AI Product Design

Hi, I'm Brian. I make complicated products feel simple.

I'm a content designer. Lately that means writing the words and building the AI systems that scale them. Same goal it's always been: clarity, usefulness, and respect for the reader's time.

Lead Principal Content Designer, The Trade Desk 20 years across product, AI & growth Chicago
My approach

Three tenets I keep coming back to.

Across very different products, the work tends to move through the same three gears. They're how I think about almost every problem I'm handed.

01

Practical

Make sense of it, and make it consistent.

Meet the mess where it is. Get the language clear, the patterns consistent, and the basics documented so a whole team can move faster than I ever could alone.

02

Proactive

Get ahead of the problem.

Bring research and coordination in early. Build the systems and the shared understanding before they're urgently demanded — so the fire drill never has to happen.

03

Provocative

Push it somewhere new.

Once the foundation holds, use it to do something ambitious. Lately that's meant pointing content design straight at the model — designing how AI itself communicates.

Selected work

A few problems worth the long version.

01
The Trade Desk

From an overwhelming redesign to content that leads the AI roadmap

Role
Content & project lead
Team
Product, PMM, engineering, design, client training, exec leadership
Span
2022 – present
Surface
Kokai platform + agentic AI

The Trade Desk is a premium platform for buying digital advertising across the open internet. A month after I started, the company announced Kokai — a full, CEO-vision-led redesign of the entire platform, built on the periodic table of elements, shipping in six months, and full of brand-new concepts and terminology.

It was happening with or without me. So I moved through it the way I move through most things — practical first, then proactive, then provocative.

Practical

Make sense of it before anyone else has to

New platform, new vocabulary, and a clear need to scale my own understanding fast. I wrote the foundational documentation that turned a sprawling rollout into something a whole company could learn from.

Cut basic training from a 90-minute CEO recording down to four foundational help articles and four content tenets adopted company-wide.

Proactive

Introduce a progressive-reveal architecture

Adoption was low and understanding was scattered — users were overwhelmed. I built a system of centralized quick references that revealed the right information at the right moment, per tool and per page.

Wrote and shipped 30+ quick-help guides; Kokai adoption climbed from under 50% to 80% in roughly five months, with more revenue flowing through the new platform.

Provocative

Point the same idea at AI

If progressive reveal eased overwhelm in the UI, the same principle — and the same surface — could anchor an agentic AI experience. I worked with new AI tools and interfaces to start building it.

Adoption reached 90%, and content now leads the company's AI task force, with three AI implementations underway built on Quick Help's location and core progressive-reveal idea.

That last step is where the job changed: I stopped designing only the screen and started designing how the model itself writes.

Today my work at The Trade Desk runs across the whole AI content stack as one connected system. I write the system prompts and styling standards that define how our AI generates content. I built an LLM-based quality judge, integrated into our agentic production pipeline, that holds generated content to those standards without a human reviewing every piece. I develop the prompt strategy underneath it, and I build the internal tools — PRD drafting, release-note generation, platform audits — that scale the whole thing across the org.

The pieces feed each other. The tooling makes the styling work scale; the styling work gives the tooling something worth running; the quality judge keeps the loop honest. It's a system that gets better as it runs — and it's still content design, just pointed at the model instead of the screen.

<50→90%
Kokai adoption, start to current
90→4
Minute CEO recording replaced by four help articles
30+
Quick-help guides written & shipped
3
AI implementations content now leads
Optional imageDrop in a Kokai “Quick Help” screenshot here — replace this block with an <img>.
02
Collective Health

Rebuilding open enrollment around the member, not the deadline

Role
Content lead → project lead
Team
Research, product, marketing, sales, client & member support, legal, exec team
Span
2021 – 2022
Surface
Annual open enrollment (OE)

Collective Health is a third-party administrator — it sits between the employer, the insured member, the insurer, and the provider, working to make health insurance less miserable. Open enrollment is the highest-stakes window of the year, and content design touched every part of it.

Practical

Get through 2022

I was new, learning, and it was a lot. I made the necessary fixes to our 2022 OE deliverables and refreshed whatever we could improve in the time we had.

100% on-time delivery — plus a research initiative spun up to actually understand how the program performed, so 2023 could be better by design.

Proactive

Bring rigor and coordination in early

We needed baseline research and far better cross-team coordination. I moved the OE kickoff to March instead of the usual September, and partnered with research to measure the program honestly for the first time.

100% on-time delivery for 7/1 OE clients — and research that surfaced the real opportunity: a 7% post-OE registration rate and low brand recognition, with enormous room to grow.

Provocative

Prove the value of actually talking to members

Without control of the program, measurement and brand consistency were impossible — and we barely communicated with members at all. I built a pilot to recreate OE around consistent member communication, responsibly, without burning out the team.

Won executive approval for the pilot and a more flexible, creative content ecosystem. The program lifted enrollment enough that it was expanded after I left, and contributed to winning the company's largest client to date.

The win wasn't a single screen. It was convincing an entire company that a member worth insuring is a member worth talking to.

03
Grubhub

A support chatbot that knew its own limits

Role
Project co-lead (with product)
Team
Design & research, product, engineering & data science, Diner Care, marketing
Span
2017 – 2020
Surface
Customer support chatbot

Not every Grubhub order is perfect, and our care for customers was what set us apart. But as the company grew, that level of service got harder to deliver. The idea was a chatbot — and from my time at Facebook, I knew bots are tough to do well. Which is exactly why I made the case to our Chief Product Officer that I should co-lead it.

I started by doing what content designers do best: I wrote. The resulting playbook became our guide for selecting a vendor and building the bot. I led the technical and data requirement docs, mapped each outcome backward from its resolution, and wrote content that was honest about what the bot could and couldn't do — conversational, but upfront about its limits, handing off to a human the moment it hit one.

The 25% ticket reduction was the headline, but the more interesting result was what the bot taught us. The raw numbers couldn't tell us whether people got help or just gave up — so I read the individual conversations, used the bot's CMS to experiment with content in real time, and eventually migrated the whole experience into the product itself, where order data could make it genuinely seamless.

−25%
Customer support tickets among customers with chatbot access
1
Playbook that set the standard for build & vendor selection

It's the through-line to everything I do now — I've been designing conversations between people and systems since long before the systems could talk back.

Dessert writing

The stuff I write when nobody's specced it.

UX writing rarely lets me tell a story. So I've been lucky to work places that let me be me — satire, essays, the odd open letter — all aimed at shedding a little light, expanding a thought, and entertaining a few folks along the way.

Noogler's Stakeholder Management Leads to Epic Barbecue

Stakeholder management at Google was staggering in scale. Trying to laugh about it made it feel a little less brutal.

Read →

Bangkok Introspective

I'm a nervous traveler. But I've never felt more enlightened by a work experience than I did on a research trip to Thailand.

Read →

Silverware Bins Set to Organize Walkout

I got tired of watching people make more work for our contract coworkers by misusing the disposal bins. So the bins wrote back.

Read →

An Open Letter to MPK from The Boxes

A reaction to a truly absurd row about making cafeteria to-go boxes marginally harder to get. Told from the boxes' point of view.

Read →

Grubhub Content Chronicles

I wanted to give content strategy some color for the non-writers at Grubhub — so I made it a fun, informative series. (Link needs updating — the URL in your deck is broken.)

Add link →
About

For about twenty years I've helped build and grow businesses through content — at small startups, agencies, and some of the largest, most-scrutinized companies on the planet. I've led teams and worked alone, mentored and been mentored, and tried at every stop to make the complicated feel simple.

The common thread is a stubborn focus on the person on the other end of the screen: is this clear, and does it actually work for them? That question got me from payment flows and chatbots into the AI systems I build today. The tools changed; the question didn't.

Underneath the work, I care deeply — and I've learned how far a little levity can go.

The short version

  • NowLead Principal Content Designer, The Trade Desk
  • BeforeCollective Health, IA Collaborative, Grubhub, Facebook, Google
  • EducationMBA, UNC Kenan-Flagler
  • HomeChicago, with deep Wisconsin ties
  • Off-clockBaseball, cars, cooking, vacation friendships
  • HouseholdAmie's husband; Radar's dog-dad