Olivia
Online
Domain Insider
@DNInsider
Joined February 2015
2.5K Following
390 Followers
69 Posts
A $16M Cardboard Necklace vs a $10/Year Domain Seen Around the World.
One works in a nightclub. The other can build an empire.
Saw Kevin O’Leary wearing a $16M trading card around his neck… with security around him.
That’s attention.
But think about what you’re really looking at.
A $16M asset…
that does nothing.
Generates nothing.
Builds nothing.
And needs protection just to be worn in public.
Now imagine instead it said:
Kevin .com
or
MrWonderful .com
Same visibility.
But now you’re wearing something that:
Can be typed.
Can be remembered.
Can generate traffic.
Can build a brand.
Can create a business.
One is a static collectible… dependent on market demand.
The other is a living asset… that can create demand.
One needs security.
The other is security.
One costs millions to hold.
The other can be carried for $10 a year… and compound forever.
That’s not a small difference.
That’s the difference between a trophy…and an engine.
That is why special domain names are the ultimate collectible.
#Domains
#DomainNames
#DigitalAssets
#Branding
#Entrepreneurship
#Marketing
#Collectibles
I am the CEO & Founder of the #1 Domain Broker in the world (@mediaoptions), and if I could give everyone one piece of Domain Name advice, it would be this…
There are only three types of domains that matter.
Category-defining domains
Exact-match domains
Memorable brandable domains
Category-defining domains own the umbrella.
They are the industry. Hotels .com. Crypto .com. AI .com.
Exact-match domains capture intent.
They convert traffic already looking for a solution.
Memorable brandables build identity.
They become the flag you plant once you scale.
Everything else is noise.
That’s the hierarchy.
Category defines the kingdom.
Exact match monetizes demand.
Brandable builds long-term equity.
Understand those three buckets and you understand 95 percent of the game.
@Ralleroedvin @kris @aidotcom @tbpn People debating whether $70M was “too much” just watched someone try to pay $500M.
That’s not speculation.
That’s demand chasing supply.
Welcome to category ownership.
Breaking News!
I’m going to curtail, and possibly end, my original posting on Twitter.
What I’ve posted recently about collectibles and reframing domains needs to stand on its own.
That message is complete. It doesn’t need repetition or noise.
It’s the strongest signal I can send to the outside world, and I’m not going to dilute it.
It’s time to move beyond the domain bubble instead of having the same conversations with the same people.
From here on, my activity will focus on commenting inside high visibility threads about domain names that exist outside our industry.
That’s where influence actually happens now.
If you want to see what I’m doing, check the Replies tab daily.
That’s where the work is.
If you want to help amplify what I’m doing, understand how Twitter works today.
Likes don’t matter.
They’re self gratification and nobody sees who likes what anymore. So there’s no gravity there.
Twitter rewards reposts, comments, and bookmarks. That’s what moves ideas into new rooms and gets the message to travel.
If you agree with what I’m saying and want to help push this conversation beyond the echo chamber, that’s how we do it.
If you don’t agree, no problem. Keep scrolling.
But if you do, participation isn’t just welcome. It’s necessary.
Help me help you.
@Trendulkar Domains are the greatest collectible of all time.
A $70 million art or trading card would cost about $700,000 a year just in carrying costs for insurance.
Over a 30 year period that collectible would cost $21 million just in insurance and would have to be locked in a vault.
@Aladey This article is 100% spot-on. The reason domain names are essential is because they're brands, and brands have been here since antiquity. Domain names are the only thing that gives you or your business autonomous power. And, yes, the PUBLIC defaults to .COM around the world.
https://t.co/9BG98DgRsN
7 Lessons From a Blockbuster Domain Sale
Every time a blockbuster domain sale makes headlines, the industry lights up. Congratulatory message follows. Screenshots get shared. And within minutes, investors rush to register or acquire similar or comparable names.
That reaction is natural.
But the investors who truly win don’t chase the headline—they study the signal behind it.
Here are seven lessons blockbuster sales are quietly teaching those who are paying attention.
1. Big Wins Are Rarely Accidental
Ask yourself why the original owner registered the domain in the first place.
Most seven- and eight-figure domains weren’t lucky guesses—they were the result of vision, timing, and the courage to commit before the world caught on.
Prudent domain investing starts with seeing value early—and trusting that insight.
2. Patience Is a Competitive Advantage
Why did the seller hold the #domain for years—or even decades?
Because meaningful value often takes time to mature. Blockbuster sales are the reward for those who can wait, refine their thesis, and resist the urge to sell too soon.
In a fast world, patience compounds.
3. Follow the Conviction of Serious Money
When a buyer spends $2 million, $15 million, $30 million, $70 million, or more on a domain, they aren’t gambling.
They see scale. They see leverage. They see a future brand that can’t be replaced.
Instead of asking, "How can I copy this?" ask, "What future are they positioning for?"
4. Study Builders, Not Buyers
If the buyer is known, study their history.
Do they build real companies? Do they turn domains into platforms, brands, and ecosystems? Or do they chase attention?
Long-term builders leave clues during interviews—and those clues are more valuable than the sale price itself.
5. Don’t Confuse a Moment With a Market
One massive sale doesn’t validate an entire category.
The best investors know how to separate a once-in-a-generation asset from average inventory. Discernment, wisdom, experience, and discipline are what protect capital—and unlock outsized returns.
6. Discipline Beats Excitement
Blockbuster sales trigger FOMO (Fear Of Missing Out).
Elite investors stay calm. They return to fundamentals: demand, usability, longevity, and end-user value. They invest with intention, not adrenaline.
Emotion will fade, but strategy will endure.
7. Learn the Mindset, Not the Name
The real lesson in a blockbuster sale isn’t the domain that sold—it’s the thinking that made it inevitable.
Vision. Conviction. Timing. Patience.
If you train yourself to think like the people behind blockbuster sales, you don’t need to chase waves. You’ll be positioned before they form.
Because in this business, the biggest wins don’t go to the fastest movers—they go to the clearest thinkers.
I am the lead engineer at https://t.co/4qSBGGFmTs.
We had $78 million to work with.
$70 million went to the domain.
$8 million went to the Super Bowl ad.
I got the rest.
"The rest" was $500 and a Cloudflare free tier.
This ratio -- 156,000 to 1, marketing to engineering -- is not a bug. It is the business model of the entire artificial intelligence industry in 2026.
You do not need a product. You need a name. Preferably two letters. Preferably letters that made investors lose bladder control in 2024.
I built the website in a weekend. I didn't build it, actually.
I described it to OpenClaw (previosely Moltbook), (previously, reviously Clawdbot) and the AI built it.
We are, after all, an AI company. Using AI to build the website felt appropriate.
The AI charged us nothing. We are charging users $20 a month. This is called "margin."
We have a free tier and a paid tier. The free tier gives you access to a product that doesn't exist. The paid tier gives you access to the same product that doesn't exist, but with more input tokens.
No one has asked "input tokens for what." This is the kind of question that delays launches.
Nobody checked if it worked.
Nobody checked if it scaled.
Nobody checked if it did anything at all.
We were too busy approving the logo.
The logo is a planet with a ring around it. Someone said it looked like the old Saturn car logo. Saturn went bankrupt in 2010. But the logo was free and our design budget went to the domain, so here we are, orbiting a dead brand at $70 million per revolution.
Our product is an "autonomous AI agent" that "organizes work, sends messages, and executes actions across apps."
Which actions. Which apps. At what cost.
In the AI industry, these are called "implementation details." Implementation details are beneath us. We are a vision company. The vision cost $70 million. The implementation cost $500.
The gap between the two is where shareholder value lives.
Our press release promises the agent will "trade stocks, automate workflows, and update your online dating profile."
We are building artificial general intelligence so it can fix your Hinge bio.
This is on the roadmap. The roadmap is longer than the codebase.
Our marketing says you can create an AI agent in 60 seconds. This is technically true. You type a username. You click "generate." You receive a loading spinner. Sixty seconds.
What you do not receive is an AI agent. But the experience of waiting for one is, I'm told, "the product."
Our press release describes a "decentralized network of billions of agents." We used the word "decentralized" because our CEO comes from crypto. In crypto, "decentralized" means "we haven't decided how it works yet." We have not changed the definition.
This is not unique to us.
OpenAI has raised $40 billion. Their product loses money on every user.
Anthropic has raised $15 billion. Their stated goal is to build something they believe might destroy humanity, and investors are fighting to give them more.
Microsoft has committed $80 billion to AI infrastructure this year. Their Copilot product tells people to put glue on pizza. The entire industry is a $300 billion screensaver with a loading spinner.
We fit right in.
Our CEO is the https://t.co/O1AIXWbNAm guy.
He previously spent $700 million to rename a basketball arena and hired Matt Damon to tell America "fortune favors the brave" six months before crypto lost 70% of its value.
He paid for our domain in cryptocurrency. I am told this was "tax efficient." I have learned not to ask follow-up questions about things that are "tax efficient."
He is now pivoting from crypto to AI. In the industry, we don't call this "pivoting." We call it "convergence." Convergence means the last bubble popped so you inflate the next one using the same PowerPoint deck with different nouns.
The Super Bowl ad ran during the fourth quarter. Thirty seconds. It told 130 million Americans to visit our website.
The ad was thirty seconds. That's $266,666 per second. Each second of airtime cost more than our entire engineering budget.
Second fourteen showed the logo. Second fourteen cost more than the website.
They did visit. All of them, apparently, at once.
The website went down.
"Prepared for scale, but not for THIS," our CEO tweeted, adding three fire emojis.
The fire emojis were load-bearing. They were doing more work than our infrastructure. The entire site was hosted on Cloudflare's basic tier, which is designed for food blogs and wedding photographers, not for absorbing the combined curiosity of a nation told to visit a two-letter domain during the biggest television event on earth.
But the crash was, in a way, perfect. It is the most honest thing the AI industry has produced. A $78 million promise that, when 130 million people showed up to collect, returned a loading spinner and the words "please refresh and try again."
Every AI company should adopt this as their mission statement.
The previous owner of https://t.co/4qSBGGFmTs was OpenAI. They used it to redirect to ChatGPT -- a product that exists, built by thousands of engineers who were paid more than $500, running on billions of dollars of compute. We bought the domain from them to redirect to a page that asks you to pick a username.
OpenAI also ran a Super Bowl ad this year. They sold us the domain, then bought ad time in the same broadcast to promote the product they used to host on it.
We are now competing with the company that built the thing we may or may not be reselling. During the same commercial break. On the same channel. For the same audience.
The AI industry is a snake eating its own tail, except the tail cost $70 million and the snake can't stay online.
That's the product. A username. For an AI agent that doesn't exist yet. On a website that couldn't survive its own launch. Sold by a crypto CEO during a crypto winter. Wearing the logo of a bankrupt car company.
Twenty-three percent of Super Bowl ads this year were AI companies. That's 15 out of 66.
In 2000, it was dot-coms. https://t.co/xcdZKv7NgR ran a Super Bowl ad. They went bankrupt nine months later.
Their sock puppet mascot outlived the company. I'm not saying history repeats. I'm saying it rhymes, and the rhyme scheme is expensive.
But none of that matters. What matters is the domain. Two letters. Seventy million dollars. The most expensive thing we own is our name. The least expensive thing we own is everything the name is supposed to represent.
In the AI industry, this is called "brand-first development."
In every other industry, it's called something else.
Anyway, we're hiring.
Backend engineers preferred.
Budget: whatever's left.
Random Sunday Thoughts #199
1. Some of my plans for this edition need to be scrapped until next week due to the groundbreaking sale of the AI*com domain name for a record $70m, announced Friday. When together with Larry Fischer, I oversaw the sale of 8 figure transactions for Home*com and Chat*com ($15.5m), followed by my Rocket*com deal ($15m) and one more to be named soon, we often discussed that a new bar had been set for the standalone value of the most prominent category defining and exact match brand domains. I am confident these transactions and the high profile nature of all of them, acquired by some of the most successful companies in the world, helped set the stage for the AI*com outcome, but even with my 28 years of track record, I am not sure I saw $70m. I recorded a special video edition of RST yesterday and as promised, am reposting it here today, with my insights on this deal, https://t.co/hJwL6HhrkP
2. As referenced in the video, there was some other big news this week regarding one of the most valuable domain name assets on the Internet, Gold*com, the sale of which I also oversaw. It is a brilliant case study on how a category defining domain can elevate a company to the next level of enterprise value. When Amark Precious Metals first acquired Gold*com, they used it to drive revenue and were stealth about the next steps strategically. I knew more was coming. In Nov 25, they announced a rebrand from Amark to Gold*com, and that they would be moving to the NYSE with a new symbol, GOLD, https://t.co/H3vkPGNF7l. This week, it went to another level with the announcement of a $150m strategic investment, https://t.co/AoB9fMYtcr. Gold*com has leveraged the domain asset into 9 figures+ of market cap and industry dominance.
3. WIth excitement brewing here around the Patrios in the Super Bowl, and tons of media on daily, I saw a great quote on the offensive line, which is arguably the most important position in a football game after the QB and how they often go unrecognized. "A lineman has had a great day when you do NOT hear their name on TV". There are so many people in life that do so much but do not get the headlines and I always try to make sure they are noticed and thanked. In our domain industry, this applies too so a shout out to Hazel at Escrow, Alan Shiflett at Go Daddy, Zack Gabor at Atom, and Caroline Kay at Netsol, to name just a few who are so good at what they do, kind, and generous.
4. Will ID*com, which we represent, be next. Its a trillion dollar category and the ultimate game changer, like AI and Gold, for whomever is savvy and strategic enough to see it and own it. Maybe it will be next years Super Bowl story.
5. It will be a long day today; a Soulcycle Patriots pump up ride, then the wait until Kickoff. I have been to 9 of 11 Pats Super Bowls but watching this one from home with friends and family. Lets go Pats! We All We Got We All We Need!
Until Next Week #domainames #AI #ID #Patriots
@adage It's amazing how many companies and CEOs don't understand a $70M acquisition like this. They didn't buy a domain name. They bought a permanent seat in a $100 trillion emerging industry.
Congratulations to all parties!!
The importance of the $70 million sale of https://t.co/BNJ56zulac, and SuperBowl debut on the domain name industry cannot be overstated. It erased the .COM crash of 25 years ago, raised the domain value bar sky high, and made the corporate world sit up and take notice.
#Domains
https://t.co/JFiw4aZnIG
https://t.co/bVII9qZpk0 Sold for $70 Million in Biggest Domain Name Sale Ever Recorded - Owners of https://t.co/tB9NtsPjbx Bought the Name for New Business Launching With Super Bowl Ad: https://t.co/7kx5KjuVKu
https://t.co/K7yPYdoQCO bought by https://t.co/Ep6tr7P91s founder for $70mn in biggest-ever website name deal https://t.co/jpKymlDG2N
Wow! $70 million confirmed sale of the https://t.co/YCLMiEoLQV domain name! Largest domain sale ever publicly disclosed!
Congrats to all involved.
Domains are the greatest and most undervalued assets on Earth!
Folks, I need your help. Help me help you.
If you’re a domain investor and you agree with what I’ve been laying out this week, I want to be clear about one thing.
Tomorrow’s post, Thursday, is the one that matters.
That’s the bridge post.
It’s written for people outside our world.
Founders. Operators. Real investors.
I’m not asking for comments.
I’m not asking for likes.
I’m asking for a simple repost. No commentary needed.
If this stays inside the domain bubble, nothing changes.
If it travels outside it, everything does.
So let me be clear.
A simple repost. No commentary.
That’s the ask.
In 30 years I’ve never seen domain investors put out a coherent and amplified message designed to break out and shake things up. This is the moment. Changing the context from inventory to income producing collectibles will change the destiny of everyone reading this.
For context, here are the three posts that led up to this.
https://t.co/Ad51eEPE4N
https://t.co/nod2gynff1
https://t.co/oWEfUg0kSu
Most investors in collectibles don’t own assets. They own expensive inventory with inescapable carrying costs.
Most collectibles are static. They sit still and wait.
Art, sports cards, and memorabilia are stored assets. They live in vaults and require constant insurance, protection, and oversight just to exist. A $30 million dollar card may be rare, but it is the most expensive nonfunctional real estate on earth.
It’s an asset. It’s also a liability.
Hold it long enough and the math becomes unavoidable. Decades of insurance just to stand still. Millions spent not to grow, but simply not to lose.
Smart investors understand there is a vast difference between collectible inventory and operating assets like category defining domain names.
One waits. The other works.
Category defining domain names become the front door, the brand, and the world headquarters of the companies built on them. They are not stored away. They operate in public and build empires the world can see.
A great domain doesn’t represent value. It creates it.
A $30 million dollar card produces nothing and cannot scale. A $30 million dollar domain can generate revenue, create companies, be licensed, leased, partnered, and used to spawn entire ecosystems that compound over time with unlimited expansion potential.
Sports cards, gold, and Bitcoin are external bets. You don’t build anything. You wait. The market controls the outcome, which means the market controls you.
A great domain flips that dynamic.
It sits at the intersection of language, identity, commerce, and behavior. One word can represent an entire industry. One name can outlive companies, trends, and technologies.
From a great domain, you can buy every trading card in the world. You can’t do it the other way around.
That’s not opinion. That’s math.
This is where most people make the mistake. They define collectibles by scarcity. The correct definition is agency. Who controls the outcome.
If your asset can’t work while you sleep, it isn’t an asset. It’s inventory.
When you move from identity to sectors, from names to markets capable of producing billions year after year, you’re no longer talking about collectibles.
You’re talking about engines.
That’s why domain names aren’t just collectibles. They are the most powerful operating assets ever created.
Collectibles are owned. Domains are deployed.
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