Growth Strategy & Consumer Insights

I help brands and businesses figure out what's next.

Research that actually gets used, segmentation that drives decisions, and a clear view of where AI helps versus where it doesn't. These days, I also build the tools.

The Job Has Changed

AI can run your competitor benchmarks and market sizing. Any intern with Claude can do that now. The question is: what do you do with it?

The hard part was never the analysis. It's the judgment calls: knowing which segments matter, what the data isn't telling you, and when to ignore the spreadsheet and trust your gut.

And now that AI has made building things the easy part too, the same rule applies twice. Anyone can generate. Knowing what good looks like — which insight survives a CMO's cross-examination, which story a creative team will actually work from — that's the twenty-year part. People are starting to call this profile the "systems thinker" or the "deep generalist." From the inside, it's always been one job: notice the system, find the gap, build the bridge.

And now that AI has made building things the easy part too, the same rule applies twice. Anyone can generate. Knowing what good looks like — which insight survives a CMO's cross-examination, which story a creative team will actually work from — that's the twenty-year part. I build with the machines and judge with my name on the work. Because it is.

I sit in the room. Leaders don't need more decks. They need someone who understands what's at stake and can push back on bad ideas.
I make the call. Market positioning, pricing, competitive response. There's no "right answer" the algorithm will spit out. Someone has to decide.
I ask the uncomfortable question. The one your team has been avoiding. Usually that's where the real opportunity is.
I tell you what I actually think. Not what the data technically supports. Not what sounds safe in a presentation.
I ship working things. Living persona hubs teams explore instead of shelve. AI personas you can interview, with every answer traced back to research you actually did. Dashboards that answer questions instead of storing them. Not decks about what someone should build — the thing itself.

My AI "Oh Wow" Moment (Dec 2022)

Running consumer research for a music royalty startup. 50+ open-ended survey responses. The usual qual analysis grind.

Fed them into ChatGPT on a whim. Asked for a summary, an investor pitch, and (as a joke) a Barack Obama speech selling the product. It nailed the synthesis. The Obama speech ended with: "Let's make some beautiful music together, folks."

That's when I got it. AI will do whatever you ask. The judgment is in knowing what to ask, and what to do with the answer.

I've also been writing code since the mid-'90s — first steering Logo's little turtle around a screen, then BASIC, then C++ back when the AP exam still ran on it, then Java, and eventually the languages researchers actually use, STATA and SPSS. So when people ask when I became a builder: before I became anything else. The AI tools didn't turn me into one. They just removed the excuses.

Started at Monitor Group. M&A, growth strategy, insights research across consumer, fintech, edtech. Then a year inside Chiat\Day and two years of media-and-tech deals at a boutique investment bank. Built QC Strategy in the gap I'd just lived from both sides — Monitor rigor, Chiat\Day creativity, quantitative work in service of creative, before that was a category. These days: Partner & Managing Director at RedSky Strategy, based in LA, building in a new gap. Also in there somewhere: a 2011 Emmy (Golf on CBS, technical team, long story).

Also: dad, surfer, kombucha brewer.

Ben Woo mid-laugh at a conference

Some Things I've Worked On

The pattern is always the same: find the question nobody's asking, then answer it with research that actually gets used.

Featured Case Study

Fenty Beauty: Segmentation That Actually Got Used

3,000 respondents, three segments, and clear rules on what AI does versus what humans decide.

The Problem

Fenty needed segments they could use for casting, activations, and media buys. Demographics alone weren't cutting it.

1. Scale

3,000 respondents (2K gen pop, 1K from Fenty's CRM) with a Strategic Fit Score to measure brand alignment.

2. AI/Human Split

AI: synthesis, persona visuals, implications brainstorming. Humans: segmentation design, crosstab analysis, final recommendations.

3. Three Segments

Aspiring Star (self-expression), Beauty Boss (expertise), Cosmetic Connoisseur (craft).

What Happened

The segmentation drove a Roblox activation (4.2M visits), refocused diversity messaging, and changed talent casting.

4.2M Roblox visits Diversity messaging refocus Casting strategy Media targeting
The segmentation work gave us a framework we actually use. It's informing casting, activations, how we think about the brand. Ian Roskovitch, VP Analytics, Kendo Brands
Case Study

Paramount: Bumblebee

3,000+ moviegoers across the US and China, four segments, and a complete tonal pivot.

The Problem

Transformers was cooked. The previous film had a 15% on Rotten Tomatoes and critics were done with "spectacle over substance." Could a Bumblebee spin-off save the IP?

1. Listen

3,000+ moviegoers, 28 clips tested, and 20 PR messages across the US and China.

2. Segment

Four personas (Movie-Savvy Parents, Opinionated Adult Fans, Gen Z Males, Multicultural Gen Z Females), each needing a different hook.

3. Pivot

73% wanted "light and funny" over "dark and intense," and fans kept pointing to the 1980s cartoon. Our recommendation: go Spielberg.

What Happened

It worked.

$468M global box office Expanded female audience Franchise greenlit for sequels
What I'm Building

PersonaCraft: Research You Can Meet

Most personas die in a slide. These don't.

The Idea

You don't need more data. You need real understanding — and a company aligned around it. So instead of another PDF, your research becomes a living hub: the persona rendered as the stuff she actually lives in (her camera roll, her group chat, her weekly calendar — or his buying committee map and CRM account plan), with every detail traced back to your quant and your qual. Then you sit down and talk with her: AI personas you can interview, one-on-one or as a roundtable, built from research you actually did — not synthetic anything.

Where It Stands

In the field with teams from retail fashion to B2B finance, built at RedSky Strategy. Public demo coming soon — for now, ask me and I'll show you. It's more fun that way anyway.

Living persona hubs Evidence-traced AI personas Works with any audience data

Select Clients & Projects

Media & Entertainment

Paramount · NBCUniversal · TED · IMAX · Playboy

Tech & Digital

DuckDuckGo · Headspace · Mercari · Toshiba

Beauty & Wellness

Fenty Beauty · Pattern Beauty · Starface · HUM Nutrition

Consumer & Retail

Gap · Scotts Miracle-Gro · Cali Bamboo · Lovepop

Food & Beverage

Patrón · Del Monte · Kahlúa · GoGo squeeZ

Healthcare

Abbott · Amgen · Humana · Boehringer Ingelheim

Not For Profit

United Way · Susan G. Komen · Colorectal Cancer Alliance · Swipe Out Hunger · Schools Beyond Screens

Impact

Swipe Out Hunger

Board Chair. Helped scale from scrappy campus initiative to national movement.

The Role

Students founded it in 2010, and I joined when they formed their first board in 2014. I was Chair from day one through 2018, then stayed on through 2024. The role went beyond governance: growth strategy, campus partnerships, and impact research.

What Happened

We grew from a few dozen campuses to 500+ programs across all 50 states. Swipe Out Hunger is now the leading nonprofit addressing college student hunger.

500+ campus programs All 50 states 10 years of board service Board Chair 2014-2018

Looking for my next board seat. Ten years of governance experience. Prefer orgs doing real work over orgs that talk about doing work.

Speaking

Keynotes, panels, and workshops on the stuff I actually do, not abstract thought leadership.

Precision Glam: Fenty Beauty Segmentation

How we built segments that drove decisions. AI did the clustering. Humans made the calls. Co-presented with Kendo Brands.

AI Strategy for Marketers

Where AI helps, where it doesn't, and how to tell the difference. Drawn from client work, not demos.

AI Ops for Insights Researchers

AI is great at synthesis, persona development, implications. It's bad at knowing what questions to ask. Here's how to split the work.

Previous Engagements

Insights Association - Ignite AI See & Free Studio

Writing

Essays from Easily Fascinated, my Substack. Noticing small clues in a noisy world.

Policy

Want a secure homeland? Hyperscale service, not enforcement

An economic case for the #Abundance version of Homeland Security.

Read it
Data

Averages Are Lying To You

The original technically-true misinformation.

Read it
Economics

The Oregon Trail Economy

Gen Z isn't bad at money — theirs just doesn't go nearly as far.

Read it
Field Guide

Easily Fascinated: A Field Guide to Noticing

On noticing small clues in a noisy world. The essay that named the newsletter.

Read it

What I Read & Watch

Quality over quantity. Most business content is noise.

Strategy & tech. Pivot (Kara Swisher & Scott Galloway), Hard Fork, Tech Brew Ride Home.

The edge. Every.to, A16Z Podcast, Anthropic Red Team.

Economics & markets. Money Stuff (Matt Levine), Kyla Scanlon, Derek Thompson.

Culture. The Surfer’s Journal, This American Life, Tetragrammaton.

News. LA Taco, Today Explained, The Daily.

“News.” The Ezra Klein Show, Pablo Torre Finds Out, What Now? With Trevor Noah.

I skip: TechCrunch churn, LinkedIn influencers, most business books.

Side Projects

Things I build when I'm not working — which is trickier to define now that building is half the job. Mostly vibe-coded with Claude, sometimes fermented or waxed.

Software

Freezerburn

Subscription management calendar. Track what's active when, see how much you've saved by pausing services you don't need year-round.

Try it
Software

Job Explainer

"What do they actually do for work?" Paste a LinkedIn profile, get a plain-language explanation tailored to your generation.

Try it
Software

Sunny Bunnies Adventure

A rainbow-themed adventure game I built for my daughter. She provided creative direction; I provided the prompts.

Play it
Software

ScamCheck

"Is this message safe?" Drop in a screenshot of a sketchy text or email and get a straight answer on whether someone's trying to scam you.

Try it
Software

The Jinx Exchange

Every time you watch, they lose. Get matched with a fan of the opposing team, swap games, and let the jinxes cancel out.

Try it
Fermentation

Kombucha

Four 1-gallon small-batch brews. Current rotation: pineapple, black cherry, blueberry, ginger maple, and green juice.

Surfing

The Quiver

Six boards from 6'9" to 10'2", with the 9'2" fish getting the most water time lately, mostly at point breaks in Malibu and Ventura.

Get in Touch

Growth problem? Research question? Something worth building? Need a speaker? I respond to email.

bwoo@redskystrategy.com