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Bobby Hundreds11 May 2023

#671: Bobby Hundreds — Building an Iconic Streetwear Brand, Making $7 Million in 40 Minutes, The Power of Garfield, Why Korean Entertainment is Taking Over the World, Maintaining the Mystery, The Fickleness of Fortune, and Developing “Nunchi”

6Frameworks
14Insights

Frameworks in this episode

Insights & moments

The myth-busts, hot takes, explainers, and tools worth keeping.

Myth Buster· 2

Myth Buster2:24:30

The $7 Million NFT Drop Was Not a 40-Minute Windfall

The Adam Bomb Squad sold 25,000 NFTs for more than $7 million in about 40 minutes, but Bobby rejects the idea that this was effortless profit. The team had spent more than a year researching and building, much of the art was manual, the money went back into supporting the company and community, and he believes the full effort lost money.

  • The visible sale concealed more than a year of research, education, and production.
  • The project drew on two decades of The Hundreds artwork rather than simple automated trait swaps.
  • Much of the proceeds went back into the company and NFT community.
  • The NFT work also displaced attention from a clothing business that generated more revenue.

almost all of that went right back in so we didn't pocket that

Bobby Hundreds · 2:26:00

did we make money I think we lost money

Bobby Hundreds · 2:28:00
#nfts#adam-bomb-squad#revenue#costs
Myth Buster2:52:00

NFT Creator Royalties Were Never Automatically Guaranteed

Bobby says marketplaces initially preserved creator royalties by agreement, not because the right was inherently guaranteed by NFTs. In a bear market, competition drove fees toward zero, and OpenSea’s proposed changes before the Badam Bomb Squad launch exposed how quickly the romantic promise of permanent secondary income could disappear.

  • Marketplace royalties were a voluntary promise rather than an automatic property of the asset.
  • Competitive pressure encouraged platforms to reduce or remove the fees.
  • Existing collections faced losing royalties even when new contracts could restrict trading to one marketplace.
  • Creators may need their own marketplaces or continued primary releases.

it was just a promise it was a pinky promise that they would preserve these rights for the artists and creators

Bobby Hundreds · 2:55:00

it is this fiction that web 3 offers this Creator royalty automatically

Bobby Hundreds · 2:57:00
#nfts#royalties#creators#marketplaces

Hot Take· 1

Hot Take2:11:30

Even a Transparent Brand Should Maintain Some Mystery

Bobby values openness and communication but argues that mystery still carries brand power. The idea became tangible when Frank Ocean found a “maintain the mystery” shirt in The Hundreds store, bought it, and wore it publicly—an unusually fitting alignment between message and person.

  • Transparency and mystery do not have to be opposites.
  • Withholding some explanation can preserve magic and audience curiosity.
  • Frank Ocean’s adoption of the shirt made the message culturally resonant.

I do believe there is a magic and a power to maintaining mystery especially in brand building

Bobby Hundreds · 2:12:00

what is that I will buy that shirt

Frank Ocean, quoted by Bobby Hundreds · 2:12:30
#mystery#brand#frank-ocean#storytelling

Explainer· 5

Explainer32:30

Why The Hundreds Was Also a Front-Row Culture Diary

Bobby saw early blogging as a revolution in free, instant, global self-publishing. The Hundreds paired streetwear with a running narrative about Los Angeles culture, letting readers follow emerging artists, rappers, and the daily process of building the company.

  • Blogging gave independent publishers global distribution from a desktop.
  • Some followers cared as much about Bobby’s cultural reporting as the clothing.
  • The blog redirected attention toward an overlooked Los Angeles scene.

self-publishing independent publishing free at your desktop you could be sitting your room and start communicating immediately

Bobby Hundreds · 33:30

through the power of the blog we could reorient everybody's attention and focus back on what was happening around us

Bobby Hundreds · 35:30
#blogging#media#los-angeles#streetwear
Explainer52:00

How Japan Rebuilt American Street Culture as Premium Fashion

Bobby describes late-1990s Japan as the hub of modern streetwear because designers studied American youth style, carried it home, and refined it. Meticulous construction, packaging, local interpretation, higher prices, and geographic distance gave familiar American references a new premium allure.

  • Japanese designers closely observed how American young people dressed.
  • They added their own interpretation and exceptional attention to detail.
  • Premium pricing and geographic distance strengthened the product’s allure.

go take that back to Japan perfect it TW it TW it right put in their own spin on it

Bobby Hundreds · 52:30

present a new type of street we that is a little bit more thoughtful and considered and at maybe an elevated price point

Bobby Hundreds · 52:30
#japan#streetwear#fashion#design
Explainer55:30

The Korean Wave Was an Intentional Power Strategy

Bobby says South Korea intentionally coordinated the Korean Wave to increase global influence by exporting culture. Government support and investment worked alongside music labels and entrepreneurs, while Korean film, television, beauty, food, and music created mutually reinforcing forms of cultural visibility.

  • The South Korean government treated cultural exports as a source of world power.
  • It funded and worked with music labels and entrepreneurs.
  • The wave extends beyond K-pop into television, film, cosmetics, and food.

it's intentional by the Korean government

Bobby Hundreds · 56:00

they realized that if they can export their culture in terms of marketing and branding and essentially characterizing Korea as the coolest and the ones…

Bobby Hundreds · 56:00
#korea#korean-wave#culture#soft-power
Explainer1:22:30

Nunchi: Read the Room Before You Enter It

Bobby describes nunchi as an ability to read a room and gauge people’s emotional states. In his account, it favors observing the social landscape before speaking or taking the microphone, giving a person a better sense of where and how to enter.

  • Nunchi is presented as sensitivity to a room and its emotional states.
  • Observation comes before intervention.
  • Bobby connects this sensitivity to his ability to read people and identify creative potential.

is being able to read a room Koreans have this incredible sense of gauging how people are and just reading emotional states

Bobby Hundreds · 1:23:00

I'd rather sit and observe and get the lay of the land before I entered

Bobby Hundreds · 1:25:00
#nunchi#korea#awareness#emotional-intelligence
Explainer2:31:00

How Tokenized Vaults Could Change Collectible Trading

Bobby imagines sneakers and other physical collectibles staying in a trusted vault while ownership trades digitally. A buyer who wants the physical item could redeem it and burn the corresponding token, reducing repeated shipping, delay, fuel use, and handling risk for traders who never intend to use the item.

  • Current sneaker resale can require authentication and repeated physical shipping.
  • A vault could hold the item while a digital ownership record changes hands.
  • Redemption would release the physical item and retire the token.
  • The model could extend to handbags, wine, art, and other collectibles.

if you're transacting on the shoe and you have no intention of wearing them you're just buying and flipping you'll do it on the blockchain

Bobby Hundreds · 2:32:00

if you ever want to call the sneaker out you can and then you burn the nft

Bobby Hundreds · 2:32:00
#nfts#collectibles#blockchain#logistics

Story· 2

Story19:30

The Dying Lawyer Who Gave Bobby Permission to Build

Research attorney Abe Edelman told Bobby he could become a wealthy lawyer but should never pursue the profession because his heart was elsewhere. Abe’s death a few months later made the warning about wasting a life feel immediate, and his belief gave Bobby permission to believe in The Hundreds himself.

  • Abe recognized that Bobby consistently talked about The Hundreds rather than legal work.
  • He separated Bobby’s ability to succeed in law from whether law was the right life.
  • Bobby still had to convert external permission into his own decision.

you'll be very wealthy doing this you should never do this

Abe Edelman, quoted by Bobby Hundreds · 23:00

because he gave me permission then I gave myself permission

Bobby Hundreds · 26:30
#career#permission#the-hundreds#mentorship
Story2:16:30

How a Window-Hanging Garfield Plush Changed the Business

Bobby recounts how Garfield began as a comic centered more on Jon Arbuckle before readers favored the cat. A license for “Stuck on Yous” plush toys transformed the company’s economics and helped reveal that licensing could extend the art into a much larger consumer-products brand.

  • Audience interest shifted the comic’s focus toward Garfield.
  • Jim Davis initially knew little about licensing when the plush opportunity arrived.
  • The product generated the organization’s money for several years.
  • The success opened a path to food, television, bedding, and other licensed products.

it transformed the company it made the company what it is today

Bobby Hundreds · 2:17:30

then they realized Comics are great licensing is where the money happens

Bobby Hundreds · 2:18:00
#garfield#licensing#comics#consumer-products

Tool· 1

Tool1:30:30

Bobby’s Extreme Reset for Unmanageable Inbound

When accumulated contacts overwhelm him, Bobby changes his phone number and email together, tells essential contacts, and accepts that some relationships will fall away. He also removes notifications and adds friction to messaging apps so communication happens on his terms, especially while writing.

  • Changing both channels creates a short period of silence before people find him again.
  • Only roughly 30 to 50 essential contacts receive the new details directly.
  • Archived apps, hidden folders, muted calls, and no badges reduce impulsive checking.
  • The approach deliberately accepts lost loose ties.

I want communication on my terms always

Bobby Hundreds · 1:40:30

when you change your number I do it on a Friday afternoon so then I have a weekend and it's better than going to Hawaii…

Bobby Hundreds · 1:39:00
#communication#focus#phone#email

Takeaway· 3

Takeaway2:09:00

Why Blockbuster Collaborations Need Small Cultural Counterweights

The Hundreds balances large, lucrative collaborations such as Pokémon and Star Wars with smaller projects involving artists, bands, and emerging rappers. The big names create revenue and reach; the smaller projects preserve cultural credibility, discovery, and a more complete brand story.

  • Large licensed projects can keep the business operating.
  • Smaller collaborations may make little money but strengthen culture and storytelling.
  • Only doing corporate licenses can flatten a brand into logo placement.
  • Only doing tiny collaborations can keep the audience and business unnecessarily small.

it's all in the smaller collaborations that lead up to it with known artist the next band that you've never heard of that you're going…

Bobby Hundreds · 2:10:00

we ride the line in between

Bobby Hundreds · 2:10:30
#collaboration#licensing#brand#portfolio
Takeaway2:58:30

Why More Creative Work Can Make the First Work More Valuable

Bobby rejects the view that a creator should preserve scarcity by making only one collection. He compares continuing NFT collections with successive Air Jordans and a painter’s lifelong body of work: later output expands the audience and narrative, which can increase the significance of scarce early pieces.

  • A creator’s career should not be confined to one collection and the same owners.
  • New work creates more entry points for future customers.
  • A growing body of work can place a stronger halo around scarce originals.
  • Scarcity can exist within each release while the overall brand remains prolific.

the entire idea of an artist is to continue making work to be prolific to grow the audience

Bobby Hundreds · 3:00:00

it only comes by building a narrative over time

Bobby Hundreds · 3:02:00
#creativity#collectibles#brand#nfts
Takeaway3:18:30

Why Recognition for Writing Makes Bobby Feel Seen

Although Bobby is best known for streetwear, he considers writing his least mediated form of creative expression. Clothing passes through collaborators and production processes, while the words feel purely his, so praise for the writing reaches him more directly than recognition for the brand.

  • Bobby sees writing and visual art as connected languages.
  • Fashion design passes through many hands before becoming a finished product.
  • His writing reaches the audience with fewer intermediaries.
  • Being recognized for it feels unusually personal and exposed.

my writing is purely me

Bobby Hundreds · 3:19:30

that feels like I'm naked you know I'm just so seen

Bobby Hundreds · 3:20:00
#writing#identity#art#authorship