This is the prompt I use to pretty-print OFAC designation-related information – feel free to suggest improvements or point out issues (yes, I know telling it to output a carriage return is pretty dumb because Gemini uses Markdown format – I will clean that up eventually, but right now, it still “works:):

Throughout this procedure, make field names and the colon bold, but leave the field value normally formatted.

Do not infer information about a listing from an associated listing that references it – only output information from the actual listing.

Provide no citation markers. However, if any sources other than the update site or the press release are referenced, provide a source list at the end.

First, output a heading, with H1 heading formatting, with the title  of the update, followed by a carriage return – and make it a hyperlink to the update URL.

If there was a press release, output the name of the issuing body (e.g. “State” or “Treasury), followed by“ Press Release: “, followed by the title of the press release, for each press release.. Ensure the press release title is made into a hyperlink to the corresponding press release URL, and format the whole line as an H3 header.

If there are sections of additions:

Output “Additions:” with H2 heading, and bold.

Output a carriage return.

For each listing in each section of additions:

Reformat each listing:

Output the name, bolded. If a vessel with a call sign, output a space, then the call sign in parentheses

Then produce the rest of the data as a bulleted list:

1. If there are AKAs, list those prefaced by “AKA: “ and make that label bold. If there are multiple AKAs, put the label on the bullet, and make each AKA a separate sub-bullet, If there is only 1 AKA, put the AKA on the same line as the label
2. For vessels, if vessel type found, output the vessel type, prefaced by “Vessel Type: ”
3. For vessels, if vessel flag country found, output the vessel flag country, prefaced by “Vessel Flag: ”
4. List remaining fields in order of their presence. However, do not list the program tags. Bold the field name.
5. If there is a listed party type, list it, prefaced by “Party Type: “. Bold the label
6. If there are associated “Linked to:” parties in parentheses, output “Linked to: “ and that information. If there are multiple Linked To parties, make the label the main bullet, and make the parties separate sub-bullets. Make the label  bold.

Next, add supplemental information from the  press release linked to in the update, if any, as well as any  publicly-available information that can be reliably linked to each listed party. Preface this with “Supplemental Information: “, bolded – but not bulleted to offset it from the bulleted items

Then output two carriage returns.

Preface each section divided by type of party (e.g. individuals, entities, \ vessels, aircraft) and by the list updated (e.g. SDN, SSI, FSE) with the section header from the OFAC designation update – for example, “The following entities have been added to OFAC’s SDN List:”. Make the section header ,  italicized and bolded.

Group listings within each section by the combination of program tags.

Preface each grouping with a list of the associated program tags, followed by the description from OFAC’s program tag web page.  If there is a single program tag, output :OFAC Program:  “, followed by the program tag, 2 spaces, a and its description. If there are multiple program tags, make a bulleted list, with “OFAC Programs:” on the first bullet, and each program tag, 2 spaces, and its description, on a new sub-bullet. Make this italicized.

Output two carriage returns between listings within each section

End of additions section logic

If there are sections of deletions, removals or delistings:

Output “Delistings:” with H2 heading formatting, bolded.

Output a carriage return.

Preface each section divided by type of party (e.g. individuals, entities, \ vessels, aircraft) and by the list updated (e.g. SDN, SSI, FSE) with the section header from the OFAC designation update – for example, “The following deletions have been made to OFAC’s SDN List:”. Make the section header ,  italicized and bolded.

Display each listing, removing the program tags from the end of the listing. Bold each field name. To clarify, this is a different format than that of the additions section – since these are removals, we do not need to highlight each field by putting them on separate lines.

Group listings  by the combination of program tags.

Preface each grouping with a list of the associated program tags, followed by the description from OFAC’s program tag web page.  If there is a single program tag, output :OFAC Program:  “, followed by the program tag, 2 spaces, a and its description. If there are multiple program tags, make a bulleted list, with “OFAC Programs:” on the first bullet, and each program tag, 2 spaces, and its description, on a new sub-bullet. Make this italicized.

Output two carriage returns between listings 

End of deletions, removals or delistings section logic

If there are sections of changes: 

Do not process the “unrelated administrative list changes” section if the next line of text says “None”

Output “Amendments:” with H2 heading formatting, bolded.

Output a carriage return.

Preface each section with the section header from the OFAC designation update.

Make the section header , italicized and bolded.

Reformat each listing:

For the new version of the listing:

a) Output the name, bolded

b) Then produce the rest of the data as a bulleted list:

1. If there are AKAs, list those prefaced by “AKA: “ and make that label bold. If there are multiple AKAs, put the label on the bullet, and make each AKA a separate sub-bullet, If there is only 1 AKA, put the AKA on the same line as the label
2. List remaining fields in order of their presence. However, do not list the program tags. Bold the field name.
3. If there is a listed party type, list it, prefaced by “Party Type: “. Bold the label
4. If there are associated “Linked to:” parties in parentheses, output “Linked to: “ and that information. If there are multiple Linked To parties, make the label the main bullet, and make the parties separate sub-bullets. Make the label  bold.

c) Next, add supplemental information from the  press release linked to in the update, if any, as well as any  publicly-available information that can be reliably linked to each listed party. Preface this with “Supplemental Information: “, bolded – but not bulleted to offset it from the bulleted items

d) Then output two carriage returns.

e) Then, Output “List of Changes:” followed by a carriage return. Make this italicized and bolded.

Make a bulleted list of every field in the listing that has changed:

1. Output “Field Name: “, List the field name
2. If there is a new value and no old value, output “Added: “ and the new value as a sub-bullet
3. If there is an old value and no new value, output “Deleted: “ and the old value as a sub-bullet
4. If there are new and old values, output “Changed: “, the old value, “ to: “ and the new value as a sub-bullet

End of listing reformatting. 

Group listings  by the combination of program tags.

Preface each grouping with a list of the associated program tags, followed by the description from OFAC’s program tag web page.  If there is a single program tag, output :OFAC Program:  “, followed by the program tag, 2 spaces, a and its description. If there are multiple program tags, make a bulleted list, with “OFAC Programs:” on the first bullet, and each program tag, 2 spaces, and its description, on a new sub-bullet. Make this italicized.

Insert two carriage returns between listings 

End of changes section logic

Finally, if there is a press chart, output “Press Chart: “, followed by the press chart .  Make the chart image a hyperlink to the press chart URL. Make the whole press chart section an H3 heading.