How to Buy Domain Names Like a Pro: 10 Tips from the Founder of


A rose is a rose is rose… but not with domain names. (Photo: nickwheeleroz)

I am James Siminoff. I’m an entrepreneur.

I have founded more than a half dozen companies, exited from one and currently spend my time on PhoneTag and I have spent over $250,000 on approximately 200 domain names because I believe that a great domain is extremely important to the success of a start-up (I learned the hard way – PhoneTag used to be called SimulScribe).

It’s especially important if you are starting a virtual business as it’s both your company name and how people will find you. My overall rules for domains are: they must be easy to spell, easy to say, and .com (no .net, .us, etc.) domains.

What I find tricky about purchasing domains is that you cannot use comparable sales (like real estate) or actual intrinsic value estimates (as you can with a car, jewelry, TV, etc.) for your negotiations. sold for $1 million, I spent over $100,000 on, yet sometimes you can find names that will be valuable for $10.

I have used my success and failure in buying domains to create a step-by-step process that should help secure the domain you want…

1. Brainstorm names

Type a list. Keep in mind that the better the name the more likely it is to be taken or expensive (see step 6, valuation). [From Tim: a useful tool for looking at word combinations is]

2. Initial sort

Go to, upload your list using the “bulk upload” feature. If there are any domains that are not taken you will see them now. If you like any of the ones that are available, you just got lucky.

3. Hit the auctions

Domaintools has a good search that aggregates most of the auctions. Sedo is also a good place to search keywords. You can sometimes find a great name for a few hundred dollars here.

4. Shrink your list

Go to each domain, i.e. for “XYZ”, go to Break your list into four categories:

a. Real Business – Any names that are being used for a business should go to the bottom of your list. It is nearly impossible to get these. When we bought there was a business there, but it made things a lot harder and pricier.

b. Squatter/Investor Pages – Used to monetize the location. They are typically easy to figure out as they are just links to other sites for lead generation. These sites are almost always for sale, so this is a good page to see. had one of these when I found it.

The original page for

c. Construction Pages – This usually means either of two things. Someone is about to put up a business at this site or an amateur registered the page and forgot about it or is holding it. I have had decent success in names that have these pages up.

d. Dead Pages – Nothing comes up, does not mean it is available. It’s hard to draw any conclusions from these names, other than that the owner is not making money off of it. was a dead page. I found the owner, a large insurance company, convinced them that they should give us the name (we had and, surprisingly, they did. In contacting the company, I figured a CEO or high-level person will hold me over the barrel for money and a low level person will not have the authority, so I went to a VP level in the IT area. My company was, and I pleaded on a human level that they would be helping a young entrepreneurial company. It worked. For the VP to do the paperwork to sell the domain was harder than just giving it to us. Part luck, part skill. That domain is probably worth north of $50,000.

5. Contact the owners

First you need to confirm that you can not only locate but also communicate with the owner. For it took me over a month to find the owners.

a. See if the contact details are listed on the site. Many sites have a contact US or “this domain may be for sale” link. I have found that my success rate is higher when these messages exist on the site. Also use the internet archive to look at old pages and contact details.

b. If you cannot find it on the site then use the “who is” directory (I like for this).

i. About 30-40% of the time the real domain owner’s info comes up.
ii. The rest of the time it is either dead info or private. For the private stuff if you send an email to the private address it should in theory get to the owner. In practice I have found this rarely works.
iii. If standard “who is” does not work, try using the historical “who is” ( offers this)

6. Contact the owner and ask if the domain is for sale. DON’T MAKE AN OFFER.

a. Contact directly – If you are a student, first-time entrepreneur, or someone whom I would find no Google results for, then contact the people directly. If you have documented success, then don’t contact people directly, as the price will be based on your status. With I had such a hard time finding the owner that during my investigation I accidentally emailed the owner with my real details. This mistake probably raised my price by well over $50,000.

b. Hiding your info –

i. Cheap way – register a gmail/yahoo address with something like Sign the email Joe (no last name) and don’t give any personal info out. You might look like a scammer so it lowers your chance of contact.

ii. Pricey way

Option 1: Use a service. There are a few services that allow you to mask who you are to contact the owners,,, etc, offer this. I have tried these services and have had zero success.

Option 2: Use a small law firm or PR firm which has a website. Make sure that if you looked them up, you would think they are just above the poverty line on the business food chain. This is the best way that I have found. This service should cost between $100 and $300. To find these firms, I usually ask friends for referrals or just go to someone local (every town has a small law firm). It allows the seller to see that they are being contacted by someone real and it does not jack up the price. This is how I got,, as well as a few others.

7. Valuation

As I mentioned, the biggest problem with valuation is that there are almost no comparables to go by. Many times you are dealing with an individual owner, so the domain is worth what they will sell it for. I typically do not have a budget in mind because I look at domains as an asset like real estate.

8. This is my rationalization when figuring out what to spend:

a. How many letters is the name
i. 3-4 letter words are expensive. They can sell for anywhere between 5k-500k
ii. 5 letters and above start to get cheaper

b. How many words is the name?
i. 1 word is most valuable, each additional word is less valuable

c. How easy is it to spell?

d. Is there a reason why people would type this word(s) in their browser? (You can get a traffic analysis on the domain from if you want to get the actual numbers) For example: is worth a lot because people type it in, and it gets natural search traffic. is worth less because there is no traffic.

e. Do the words naturally go together like “Phone tag”, or are they random like “Micro soft”? The less natural they are, the lower the value of the name.

f. If the domain has a “my”, “the” or other like word in front of it then it is going to be worth a lot less.

g. How will this domain affect my business?
i. A better domain is more viral, which reduces customer acquisition cost
ii. What is each customer worth to you?
iii. What is your current customer acquisition cost?

9. Negotiation

Here are the typical negotiation responses after you get in contact with the owner:

a. “I will sell it to you for $800,000” When you get ridiculous offers, I typically go back with what I think they are worth, so for they asked for 800k and I went back at 35k. The owner declined the offer. I could not justify a higher price for that name so I moved on.

b. “I don’t know, what do you think”. This person wants to sell. They are going to negotiate you up for sure. Typically I would go in at 20-30% below my bottom range of my budget. A note of caution here: If you write back that you will buy it for $5,000, just realize that it is a contract that could be enforceable in court. This actually happened to me with a domain called Always put some language like, “I will buy it for $5,000 pending all terms are agreeable.”

c. “$500” (when you think it is worth $5,000) Ok, great you have a price. Be careful though, if you just say “yes”, you might spook the seller, as they will think they underpriced their domain. This happened to me with In the end, I had to sue the owner to enforce the contract (settled out of court before trial). If the domain in question is just decent and you don’t care if you lose it, then either say “yes” or negotiate down a bit. [Tim: I prefer the latter to avoid seller’s remorse and rescinding of offers.]

d. “$5,000” (when you think it is worth $5,000) Use the info from point C above, but you do not have to be as cautious because you are close to market.

10. Get them to agree

As I said above, if they say yes to your price, that is a contract and is very enforceable. Try and get a yes in writing as quickly as you can. Once you have that, immediately open up an escrow account. I use The faster you fund the account the better chance you have of the seller not being able to back out.


Good luck, and know that the effort and investment is well worth it. Since we switched our brand from SimulScribe to PhoneTag, sales have more than doubled.

Posted on: February 27, 2009.

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189 comments on “How to Buy Domain Names Like a Pro: 10 Tips from the Founder of

  1. Great advice. Definitely interested in acquiring some top domain names soon and I’ll definitely come back to this article when I do so. I’m assuming since everyone’s scared of the economy I’ll be able to pick up a few good deals. :-)


  2. David,

    Great point about the economy… I have not seen prices go down on domains yet but I seen more people willing to sell. This economy is a great time to pick up lots of assets if you can, I know I am,



  3. Now is the time to buy! I just bought an unclaimed two-word, eight letter domain name – includes an important word – “diet” – that’s the best I can hope for right now! I wonder though, how much importance google places on the words in the domain name in their relevance algorithm – the ever elusive algorithm…anyway, the domain name I really wanted is currently occupied by a clear squat page, but it’s not something people would readily type in, so I’m not going to persue it right now.Maybe after I make the term more popular :)


  4. I sold a domain name last year, and all of the information of the buyer was VERY anon. I couldn’t find any information about him at all. Later on, I realized I sold it to a large UK firm and AIRLINE. Do your homework if you can… you never know who you are selling to, and it reallys helps to know (if you can).


  5. @Marcie – From what I’ve seen Google places a huge importance on the domain name keywords. I’ve registered decent keyworded domain names and outranked some pretty well established sites.

    In some cases when I’ve made sites about software/games I’ve outranked the official developers site simply because I had the full product name as the domain whilst they had their company name.


  6. Great advice, Jamie! I’ve bought a lot of domains but never put as much thought into the negotiation process. A lot of my opinions were formed when someone was kind enough to *give* me when I was 20 and getting started and he thought he was doing a big favor (he was). Times have changed though…

    I can’t wait to learn about at your launch on Tuesday!


  7. I use to search domains. I was on one site in the late 90’s and checked for a domain. The next day it wasn’t available. Still wonder if that was on the up and up.

    Nothing is perfect but my site works well. Mike Can Do It. I am in real estate and it is memorable. My client actually put a poster board sign on my real estate sign after we sold her house and it read “Mike Did It”.

    The funny thing is one person thought my name was Mike Candoit. I laughed.

    For services, using keywords may not be pretty but it can get results. has gotten me business and is on the first page for that search.

    Also is flexible. Real estate isn’t the easiest business right now. If I was to do something else it could easily follow me. I joke that if I wanted to do porn the site name would be perfect.

    When I was searching for a domain name I picked another one first and got threatened with a trademark lawsuit. I wasn’t sure that it would have the merit they thought but it could have cost me $15,000 before court and it wasn’t worth it. Later I heard of a woman name Tiffany starting a website called or something quite similar. Tiffany’s, the huge department store, sued her, won, and told to pay the winner’s attorney’s fees. Those aren’t cheap attorneys.

    Some food for thought.


  8. Great Post. I agree that simple easy to use words are the best. When we changed our name (to our current name) our traffic literally doubled overnight. This is truly the 80/20 of domain name acquisition. Great info.



  9. I agree with that Marcie. Stick with what you got and push forward. What would be interesting to see would be a post following this one with , “How to get your money’s worth for your domain” Just a thought…




  10. Good post. The beautiful thing about a good domain name is that every domain name is unique and can be a sustainable competitive advantage even for the “little guy”.

    You may want to also add to your domain finding tool list our Type-In Traffic Finder which lets you import a keyword phrase and then shows you hundreds of related keyword phrases and any available domain names that correspond with those keywords (all data is real time data from Google for real Google searches).

    You can try out the tool here:


  11. I bought my domain name (8020Financial) from godaddy for $10 or so, and am getting a reasonable amount of traffic for my blog.
    Yet I keep having second thoughts about it – it does contradict principle 8e above (‘Do the words naturally go together like “Phone tag”, or are they random like “Micro soft”?’).
    Oh well, really helpful article though. Wish I’d read it when I chose my domain name. Maybe this would be a good niche business for someone – domain name selection consulting – I just googled it and no one really seems to be doing it (most of the ‘domain name consultants’ seem to simply be resellers of domain names).


    • @8020Financial,

      I think it’s important to note that Jamie isn’t saying that a domain like “8020Financial” can’t be valuable — “4-Hour Workweek” comes to mind — rather that since it’s not a common combination, you should be able to purchase the domain for less than, say, “”. There are benefits to having a company/product name that isn’t a common combination of words, as it’s easier to trademark and enforce a name that isn’t already effectively in the public domain.




  12. James, Generally speaking good stuff and good advice I would add a few things though in the typical responses area (as I’ve been on both sides of the fence . . . I sold you :)

    D. I’m not really interested in selling it or NO it is not for sale. This typically means the owner is content with keeping the domain name and that you are going to have to make the first move in an attempt to loosen the grip. There’s a high likelihood that they are earning on the domain and really do have no desire to sell the domain. I would not advise playing around with domain owners in this scenario . Make a solid offer that gets their attention and is closer to your Final offer.

    E. No response. You’ll start seeing this more and more I’m afraid as domains fall in to the hands of people who “don’t need to sell”
    Keep in mind that the owners of most good domains have probably had the name for awhile and have received countless emails just like yours. Make it stand out and make them want to sell it to you.
    Also, a good domain broker can break the ice with domain investors that are in his or her network that might not even respond. If you need one, feel free to hit me up any time. [Comment moderator: click on name for URL, then “contact” page]

    One last thing it wasn’t too kind to refer to me as a squatter. . . really? Did you refer to me as a squatter because I owned something you wanted or because I “wasn’t using it”? Neither is not squatting. I actually bought the domain name for a mobile project that never got off the ground and I really don’t appreciate that label in any use regardless of my intent for owning a domain. Squatting is claiming ownership on something that you shouldn’t be isn’t it ? Typically domain squatters are the ones registering domains similar to trademarked domains. . . .not the same but I’ll give you the benefit of the doubt that you were just generalizing.

    Lastly, good news for generic domain name owners today as Toys”R”us bought for $5.1million


  13. 8020financial check out they come up with original domains paired with a logo ready to rock. Also there’s a service like you desire called and then if you go all out you can hire a naming company and pay thousands of bucks for them to come up with a name. I have no affiliation with either company btw. Also see another article featuring and naming here :
    and my response here : . Looks like Tim and James took care of my gripe that the article didn’t give advice on buying a domain. ;)


  14. Hi James, great post, thanks !

    Got a couple of questions about this:

    1- you just go for .com, however, how do you still try purchase the various .net, .biz, .info, etc. to protect your “Google real estate” (I mean from competition or simply web stalkers trying to steal traffic by using an alternative domain)

    2- on a similar note, do you acquire mis-spelled variations of the name as well, you mention keeping the name as simple as possible, however people cant spell no matter how much you try help them…. I definitely found this when looking at keywords searched on my Google analytics.

    Many thanks !