USERNAMEDCHRIS.COM
Chris WilliamsLive

Hi, I'm Chris 👋🏼

Husband, dad, BJJ blue belt, fly fisher, and aspiring breakfast cereal sommelier.

When not on the mats or in a stream, I build media, audio, and AI products people love, all while trying to make the internet weirder than it needs to be.

Live · voice agent

Chat with Other.Chris

Meet the version of me that never sleeps.
Ask it anything. (OK, not ANYTHING.)

AI side quests

relaxed.app

A personalized mindfulness app that delivers a unique experience to meet you right where you are. Available on iOS.

Try a session →

The Prob

Prediction markets move fast. The Prob uses AI to turn market signals into intelligence and track what the crowd thinks will happen.

What's the probability? →

There Is No Antimemetics Division

Access the terminal, review the archives, question what you remember, and forget you were here.

Enter the archives →

Trending in Real Time

Stop mistaking your news feed for the whole story. See what and how the top 25 outlets are covering the news, and what they choose to leave out.

See what's trending →

About

I've spent twenty-plus years building things people use every day: streaming platforms, subscription businesses, podcast networks, consumer apps. Along the way I've been a COO, a President, a General Manager, and Chief Product Officer, which is a long way of saying I've run product, technology, growth, and operations, usually all at the same time.

iHeartRadio · GM & Chief Product Officer

I helped a legacy media company become a digital streaming and podcasting leader, running content and product and ultimately serving as GM & Chief Product Officer for over 7 years during its largest streaming and podcast growth periods.

The Daily Wire · COO · Chief Digital Officer

Most recently I was COO of The Daily Wire, where my job was to make strategy, execution, and the numbers agree with each other.

Resume

Collapsed by default. Open at your own risk.

Chris Williams

Chief Operating Officer · President · General Manager · Chief Product Officer

verifiedchriswilliams@gmail.comlinkedin.com/in/usernamedchrisDownload PDF ↓

I operate across product, technology, growth, and operations to build products that consumers love. For over 20 years I've built and scaled consumer products, subscription businesses, streaming platforms, and the organizations behind them. I've served as COO, President, General Manager, Chief Product Officer, and Advisor, leading teams of up to 165 and businesses inside organizations generating more than $1B a year. My career has been spent moving between strategy and execution: leading teams, building products, running businesses, and turning ambiguity into clarity and action.

Executive highlights
160M+Addressable audience at iHeartRadio, up more than 100M registered users in five years
$3B+Cumulative revenue since 2018 from the $55M Stuff Media acquisition I championed
86%Year-over-year digital revenue growth inside a $250M+ streaming business
$50M+Annual recurring revenue, iHeartRadio subscriptions built from zero
#1App Store Kids category, Bentkey Adventures, launched in under 100 days
7% → 12%EBITDA at The Daily Wire, with expenses down 15% and a $15M-profit Lifetime Membership
Experience
May 2026 – Present

Super Hi-Fi Advisor · Remote

Advising an AI-powered streaming media technology platform responsible for more than 2 billion content and production decisions each month for brands including Sonos Radio, iHeartRadio, Peloton, and Fubo.

June 2023 – May 2026

The Daily Wire Chief Operating Officer (2025–26) · President & Chief Digital Officer (2023–25)

  • Operating transformation. Built the company's operating framework across product, engineering, UX, IT, finance, marketing, and member experience. Reduced expenses 15%, improved EBITDA from 7% to 12%, and served as interim CMO during a leadership transition.
  • Subscriber growth. Led the strategy behind a 70% year-over-year increase in new subscribers in 2024, the largest new-subscriber year in company history, including its highest-ever quarterly growth in Q4.
  • Technology rebuild. Rebuilt the technology stack, frontend, and backend architecture within the first year, and introduced transparent execution practices across product, engineering, and content.
  • Zero to one. Launched Bentkey Adventures across iOS, Android, Roku, Fire TV, and Samsung in under 100 days. #1 in the App Store Kids category, 500,000+ downloads and 100 million minutes streamed in its first six months.
  • New business and AI. Launched Lifetime Membership, $15M in profit with zero paid media and 8% of annual revenue. Established an applied AI program spanning model evaluation, experimentation, and practical deployment.
2022 – 2024

Remix.ai · Collectibles.com · Audience.ai · The Easy Company Advisor / Consultant

Go-to-market strategy, product positioning, and audience data infrastructure for emerging technology startups in media, audience growth, web3, and AI.

Dec 2014 – Sep 2022

iHeartMedia / iHeartRadio General Manager & Chief Product Officer · New York

  • Platform transformation. Led iHeartRadio from a digital radio product to a multiplatform audio destination, adding more than 100 million registered users in five years. P&L responsibility for $250M+ in streaming revenue inside a $1.1B digital organization.
  • Music licensing. Personally led negotiations with Universal, Sony, Warner, major publishers, and key independents to secure the agreements behind iHeartRadio Plus and All Access, taking iHeartRadio into on-demand music.
  • Revenue and audience. Drove 86% year-over-year digital revenue growth in 2021 while growing listening 25%. Managed a 165-person organization across product, engineering, UX, analytics, and content.
  • Podcasts and subscriptions. Built iHeartRadio into a top-three U.S. podcast platform with 500,000+ titles and 30 million episodes. Launched subscription tiers generating more than $50 million annually.
  • Strategic acquisition. Championed the $55M acquisition of Stuff Media (HowStuffWorks), making iHeart the world's largest commercial podcast publisher. $3B+ in cumulative revenue since 2018.
  • Global distribution. Expanded to 250+ OTT, connected home, automotive, and consumer electronics platforms, and led international expansion into Australia, New Zealand, Canada, and Mexico.
Nov 2013 – Dec 2014

iHeartMedia / iHeartRadio SVP, Product & Marketing · New York

Led product marketing, digital content strategy, audience development, and brand partnerships for iHeartRadio and 900+ radio station websites. Built partnerships with Macy's, Nickelodeon, Wendy's, and others, and established user research and product positioning practices across the organization.

Independent builds
relaxed.appAI-native consumer mindfulness. Designed, built, and launched a personalized meditation product from 0 to 1, with bespoke sessions generated in real time and ElevenLabs for voice. Live on the App Store in 40+ countries. Trending in Real TimeEditorial intelligence. Monitors 25 newsrooms in real time, clusters stories into trends, and shows which stories outlets are leading on, trailing, or missing. The ProbPrediction market intelligence. Tracks 2,000+ live positions across Kalshi and Polymarket with hourly Python pipelines, market analysis, and automated model orchestration.
Core competencies
Operating framework designP&L leadershipOrganizational transformationAI enablementProduct & technology strategySubscription growthStrategic M&ARevenue growthConsumer platform scale (160M+)Zero-to-one executionCEO & board partnershipCross-functional ops

Download the PDF ↓

On air

Live now

ElevenRadio

Human curated. AI hosted. Listener influenced. Live DJ interaction, as we experiment with the shape of what radio can become. Radio talks back.

Tune in →
Now playingTuning in
ElevenRadio tuning window locked on the 11 glyph

The future shape of radio

Radio was never just the music. What turned it into a habit was everything around the songs: a tastemaker deciding what's worth hearing, sequencing that mattered as much as the curation, the attitude between the records (the DJ, the station imaging), a sense that this station was for your tribe, and the feeling that something was happening right now, with everyone else listening too. You never had to do the work. You just tuned in.

Streaming gave us what one-to-many broadcast couldn't: control, personalization, and a way out of the crushing ad loads. But it never learned radio's tricks. And radio is still stuck in the model it was born with: one broadcast, one sequence, one commercial load, for everyone.

AI changes what's possible. Every element of radio, the music, the DJ, the requests, the moments, the ads, can be pulled apart and reassembled for each listener, live. One broadcast station becomes millions of personal stations, with the intimacy of one-to-one and the energy of one-to-many. Personal doesn't have to mean alone.

ElevenRadio is version one: a real station, real programming, and a DJ you can talk to and request songs from. Eventually, every listener gets their own station. This is the beginning of what's next.

ElevenRadio transistor radio ElevenRadioTuning in Now playing on ElevenRadio

Elsewhere