Every day, I talk to entrepreneurs who are being held hostage by domain squatters. Every. Single. Day.

The conversations are heartbreaking:

“Sherrod, someone owns the domain I need and they want $25,000.”

“Sherrod, I can’t expand to the new market because a squatter owns [MyBusiness][NewCity].com.”

“Sherrod, my investors want me to own my brand comprehensively, but squatters own everything.”

This is the daily reality I see. And it’s 100% preventable.

What Is Domain Squatting?

Domain squatting (also called cybersquatting) is the practice of registering domains—especially brand names, trademarked terms, or valuable keywords—with the intent to sell them at inflated prices to people who actually need them.

It’s legal. It’s profitable. And it’s destroying entrepreneurs.

Squatters don’t build websites. They don’t create businesses. They don’t add value.

They simply register domains and wait for someone to need them. Then they extract maximum payment.

It’s digital ransom, and it’s completely legal in most cases.

The Squatter Business Model

Let me explain exactly how squatters make money from your lack of preparation:

Step 1: Identify Valuable Targets

  • Track trending businesses
  • Monitor funded startups
  • Watch growing brands
  • Scan trademark filings
  • Follow industry news

Step 2: Register Aggressively

  • Your name + common service terms
  • Your business + all extensions
  • Geographic variations
  • Common misspellings
  • Future expansion domains

Investment: $12-$20 per domain

Step 3: Wait

  • Park the domains
  • Show ads (making money while waiting)
  • Monitor your growth
  • Track when you might need them

Step 4: Respond to Contact When you reach out: “Yes, I’ll sell. $15,000.”

Not a typo. Not negotiable (usually).

ROI: 1,000x – 10,000x their investment

Step 5: Hold Out or Sell

  • If you pay, they win big
  • If you don’t pay, they wait for you to become more desperate
  • Either way, they have zero downside

This is their entire business model. And YOUR lack of domain protection funds it.

Real Hostage Situations I’ve Seen

The Restaurant Group: Expanding from 1 location to 5. Squatter owned [TheirBrand][City].com for every city they planned to expand to. Demanded $100,000 for the package. They paid $85,000.

Could have prevented it for $60.

The Tech Startup: Building marketplace. Needed [TheirBrand]Buy.com, [TheirBrand]Sell.com, [TheirBrand]Marketplace.com. Three different squatters owned them. Total ransom: $45,000.

Could have prevented it for $36.

The Personal Brand: Author with book deal. Publisher required comprehensive domain ownership. Squatter owned everything except the .com. Demanded $30,000 to release them all. Book deal almost fell through.

Could have prevented it for $100.

The E-commerce Brand: Going international. [TheirBrand].co.uk, .de, .fr, .com.au all owned by squatters. Some selling for $20,000 each. Company had to launch in those countries with different branding.

Could have prevented it for $80.

In every single case, entrepreneurs paid 500x-2,500x what prevention would have cost.

The Hostage Psychology

Being held hostage by a domain squatter is a unique kind of helplessness:

You Can’t Force Them to Sell They own the domain legally. They have zero obligation to sell at any price.

You Can’t Negotiate From Strength
They know you need it. They know you’re desperate. They have all the leverage.

You Can’t Build Without It Your expansion plans are blocked. Your branding is incomplete. Your investors are questioning your competence.

You Can’t Sue (Usually) Unless they’re infringing on a registered trademark (which most aren’t), they’re not breaking any laws.

You Can’t Wait Forever Business opportunities don’t pause while you try to recover domains. Time is money, and delay costs you both.

Your Only Options:

  1. Pay the ransom
  2. Rebrand entirely
  3. Build with incomplete branding
  4. Give up on that aspect of your business

None of these options are good. All are expensive. All are preventable.

The UDRP Process (And Why It Usually Fails)

The Uniform Domain-Name Dispute-Resolution Policy (UDRP) is supposed to help victims of cybersquatting.

In practice, it rarely works:

UDRP Requirements (You Must Prove All Three):

  1. The domain is identical or confusingly similar to your trademark
  2. The domain holder has no legitimate rights or interest in the domain
  3. The domain was registered and is being used in bad faith

The Problems:

  • You need a registered trademark (most small businesses don’t have one)
  • “Bad faith” is hard to prove if they haven’t done anything with the domain
  • They can claim they’re planning to build something (future use defense)
  • Process costs $1,500-$5,000+ in fees
  • Takes 2-4 months minimum
  • No guarantee of success
  • Even if you win, they might just register more variations

Success rate for small businesses: Less than 50%

Success rate of preventive registration: 100%

The Different Types of Domain Squatters

Not all squatters operate the same way:

The Professional Squatter

  • Owns thousands of domains
  • Organized portfolio
  • Clear pricing strategy
  • Sometimes willing to negotiate
  • Business-like approach

The Opportunistic Squatter

  • Saw your growth and grabbed domains
  • Smaller portfolio
  • Less organized
  • More emotional in negotiations
  • Might not even realize the value

The Malicious Squatter

  • Specifically targeting you
  • May be a competitor
  • May be someone with a grudge
  • Might not sell at any price
  • Using ownership to harm you

The Investor Squatter

  • Bought domains years ago as investment
  • Waiting for maximum value
  • Sophisticated pricing strategy
  • Professional negotiation approach
  • Zero urgency to sell

Regardless of type, they all have one thing in common: they own what you need, and you don’t.

The Negotiation Nightmare

When you try to negotiate with squatters:

Their Advantages:

  • They own the asset
  • They can wait indefinitely
  • They have no emotional attachment
  • They know you’re desperate
  • They’ve done this many times

Your Disadvantages:

  • You need the asset now
  • You can’t wait indefinitely
  • You’re emotionally invested
  • They know your situation
  • This is probably your first time

The price rarely goes down. Usually it goes up as they sense desperation.

What Engine Shark Does Differently

At Engine Shark, I’ve negotiated with domain squatters hundreds of times. I’ve developed strategies that work:

Assessment: Determine if recovery is even possible Research: Identify the squatter and their patterns Strategy: Develop negotiation approach Intermediation: Remove emotion from negotiation Leverage: Apply pressure where legal and appropriate Resolution: Recover domains at lowest possible cost

But here’s the truth: negotiation is ALWAYS more expensive than prevention.

My role is damage control. I’d rather do prevention.

The Cost Comparison

Let’s be brutally honest about the math:

Prevention (Registering Domains Before You Need Them):

  • 20 domains at $12 each: $240
  • Time investment: 2-3 hours
  • Stress: Zero
  • Success rate: 100%
  • Timeline: Immediate protection

Recovery (Buying Back From Squatters):

  • 20 domains from squatters: $50,000-$200,000+
  • Time investment: Months of negotiation
  • Stress: Extreme
  • Success rate: 50-60%
  • Timeline: Unpredictable
  • Opportunity cost: Immeasurable

Prevention costs 0.1% of recovery costs.

Yet 90% of entrepreneurs choose recovery by default (by not choosing prevention).

The Squatter’s Perspective

I’ve talked to domain squatters. Want to know what they told me?

“I’m providing a service. I’m taking risk by investing in domains before anyone knows they’re valuable.”

“If businesses cared about domains, they’d register them. Their lack of planning is my opportunity.”

“I’m just a smart investor. I buy undervalued assets and sell them at market price.”

“It’s completely legal. I’m not doing anything wrong.”

And here’s the thing: they’re not entirely wrong from a legal perspective.

They ARE taking risk (small risk, but risk). They ARE buying something you could have bought. They ARE operating legally (usually).

But that doesn’t mean you should fund their business model with your lack of preparation.

The Industry Nobody Talks About

Domain squatting is a multi-billion dollar industry.

Professional squatters own millions of domains. They have:

  • Automated systems scanning for opportunities
  • Algorithms predicting valuable names
  • Massive portfolios generating passive income
  • Networks sharing intelligence
  • Legal teams defending their holdings

This isn’t mom-and-pop operations. This is sophisticated business.

And every entrepreneur who doesn’t protect themselves becomes their next customer.

Your Protection Strategy

The only way to avoid being held hostage:

Don’t Give Them the Opportunity

Register Before They Do:

  • Every variation of your name
  • Every extension of your business
  • Every future expansion domain
  • Every logical brand extension

Monitor Continuously:

  • Track new registrations similar to yours
  • Set up alerts for your brand terms
  • Review quarterly and expand protection

Think Like a Squatter:

  • What domains would be valuable to own?
  • What would force you to pay?
  • What’s the logical expansion?
  • Register those domains NOW

Build Comprehensive Protection:

  • Not just your .com
  • Not just the domains you need today
  • Everything you might need in 5 years

The Daily Reality

Every day, I see:

9 AM: Entrepreneur discovers squatter owns critical domain 10 AM: Entrepreneur contacts squatter 11 AM: Squatter quotes $15,000-$50,000 12 PM: Entrepreneur calls me in panic 1 PM: I explain their limited options 2 PM: Entrepreneur asks why nobody warned them 3 PM: I explain this article exists to warn people

You’re reading the warning right now.

Your Decision Point

You have three choices:

Choice 1: Ignore This Keep building without protection. Hope you’re not targeted. Pay ransom if you are. Fund the squatter industry with your lack of preparation.

Choice 2: Partial Protection Register some domains. Leave gaps. Get held hostage on the gaps. Pay ransom for what you missed.

Choice 3: Comprehensive Protection Register everything. Leave no gaps. Make holding you hostage impossible. Build with confidence.

Only one choice protects you. Only one choice is affordable. Only one choice is smart.

The Bottom Line

I see domain hostage situations every single day.

Entrepreneurs paying $10,000-$100,000 for domains that cost $12.

Businesses unable to expand because squatters block them.

Brands forced to rebrand because recovery is impossible.

All of it preventable. Every single case.

Don’t become tomorrow’s hostage situation I deal with.

Register your domains. Protect your brand. Build without vulnerability.

Because domain squatters are holding entrepreneurs hostage every single day.

Make sure you’re not one of them.

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