An exchange of Holey Dollars, your '1790' for the '1789'.


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The above Holey Dollar is one of the industry's greatest and was sold to a client in February 2024 for $525,000. 

This proposal asks that you give consideration to a swap of the above Holey Dollar with the one you acquired in December. Or an outright purchase. 

Let me provide you with background information on the coin. And the reasons why this proposal is being made. 

The Holey Dollar shown above was created from a Spanish Silver Dollar issued at the Lima Mint in 1789. I refer to it hereon as the '1789'. Offered at $550,00, the final price was $525,000. 

It ticks all the boxes. Rare Lima Mint. Rare monarch Charles III. Quality, Extremely Fine, and in the top six of the two hundred Holey Dollars available to collectors. And the finest Charles III. A Type 3 design type of Holey Dollar that, along with your Hannibal Head, is the rarest type with two known. 

Be advised only a handful of Holey Dollars have all boxes ticked. Your Hannibal Head ticks all boxes. And so does this coin. 

You acquired a Holey Dollar from me in December. It was a Holey Dollar created from a Spanish Silver Dollar issued at the Mexico Mint in 1790. Offered at $425,000, the final price was $325,000. I refer to it hereon as the '1790'. 

Not every box is ticked. Not a criticism. Simply a reality. The mint is not ticked as it is the readily available Mexico Mint. Quality Nearly Extremely Fine, a high-quality piece, the imperfections in the fields marking it slightly down from Extremely Fine to Nearly Extremely Fine. In the top twenty of the two hundred surviving Holey Dollars. Design type is ticked for it is a type 4 design type with eight known. 

My client proposing the swap is a collector, in every respect. As are you.

You have a 'man cave' at the office. He has a newly installed 'coin room' in his home and he is a strong supporter of the industry and my endeavours to promote it though hosting exhibitions.

He is a descendant of Englishman, Richard Cheers, who along with his brother, were convicted of stealing two geldings and sentenced to death. His life sentence was commuted on 18 April 1788, to transportation for the term of his life. He and his brother arrived in the colony on 28 June 1790.

I have explained to him what he is giving up by relinquishing the '1789', but the date '1790' is emotional and overwhelming for him and quashes all of my numismatic/financial counsel. 

Both coins appeared in the article 'Top Dollars' which was placed on the web in January 2025. I have transposed the information from the article to below, so you can take on board all the facts. You will note that I recorded values in that article. It comforts me that this article was written and the figures provided twelve months ago, independently of this request. Link to the 'Top Dollars' article shown below. 

https://coinworks.com.au/The-Top-Dollars-Emulating-Philip-Spalding-s-famous-Top-Dollars-1973-Coinworks-pr~94113

Your thoughts to my proposal would be appreciated. Be advised, my client has also indicated that we can make an outright purchase of the '1790', if that is your preference.

I would pick up the '1789' and deliver the '1790' to make it easy for everyone. 

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The Charles III (deceased) Holey Dollar

Created from a Spanish Silver Dollar of the 'bust' type depicting the portrait and legend of the deceased King Charles III (Charles III died in December 1788). To maintain coin production, the colonial mints continued to produce coinage with the legend and portrait of the deceased king. Three hundred Holey Dollars survive today and of those, only two have this extraordinary design detail.

The first is a well circulated example, the silver dollar issued at the Mexico Mint. It is unique for the mint. The second is this coin, the silver dollar originating at the Lima Mint in Peru. It is again unique for the mint. We comment on its superior quality for the dollar circulated twenty four years before it was converted into this Holey Dollar in 1813. Amazing!

Design type: 3

Date of the silver dollar: 1789

Reigning monarch: Charles IV (1788 - 1808)

Design of the silver dollar: colonial bust type

Portrait: Charles III

Legend: Carolus (Charles) III

Quality of the silver dollar : Extremely Fine

Quality counter stamps: Extremely Fine

Exhibited: Macquarie Bank 2013, Royal Australian Mint 2019

Value $550,000+


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The Charles III on Charles IV Holey Dollar

To ensure that the colonial mints could continue their coinage production uninterrupted, a Royal decree granted them the right to amend the legend to Carolus IV to acknowledge the new monarch but continue striking coins with the portrait of the deceased King Charles III. 

This coin is the finest of eight privately held examples depicting the portrait of Charles III and the legend Carolus IV.

Design type: 4

Date of the silver dollar: 1790

Reigning monarch: Charles IV (1788 - 1808)

Design of the silver dollar: colonial bust type

Portrait: Charles III

Legend: Carolus (Charles) IV

Quality of silver dollar : About Extremely Fine

Quality counter stamps: Extremely Fine

Exhibited: Macquarie Bank 2013, Royal Australian Mint 2019

Value $400,000+


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