It is straight forward to order content in Hugo by leveraging front matter variables. The default order is Weight -> Date -> LinkTitle -> FilePath. It is easy to change the order based on the specific property of interest. See lists of content in Hugo for more information.

The posts in TIL are ordered by weight. This involved added weight (an integer) to the front matter of the _index.md files in the folders within the til folder.

Rather than weight each letter with the place it has in the alphabet the number has been increased by a factor of 10. This means it will be easy to add another 9 words beginning with the same letter. If it gets to the point of needing more than 10 words with the same letter the weighting will need to be rejigged, however, I do not anticipate this being the case.