The word "lackadaisical" comes from the interjection 'lackaday', which was a shortened version of the expression 'alack the day'.  'Alack' was an interjection used to express sorrow or regret. The word 'lackadaisical' was formed in the mid-1700s to describe people who were feeling miserable. 

Just some additional facts:

Lackadaisical Definition & Meaning - Merriam-Webster

The adjective lackadaisical, “lacking interest or determination; listless; lazy; indolent,” comes from the interjection, adjective, and noun lackadaisy. Lackadaisy as an interjection expresses dismay, sorrow or disapproval; as an adjective it means “given to crying lackadaisy; and as a noun, “a person given to crying lackadaisy.” Lackadaisy is a variant of the archaic interjection lackaday, a shortened variant of alack the day. Middle English has the interjection alacke (also alagge), possibly related to the noun lak, lack(e) “a lack, fault, shortcoming,” and alack the day may have originally meant “shame on the day (for turning out like this),” like alas the day. Lackadaisical weakened in meaning from a person who cried lackadaisy to someone who complained about trivialities, then still further to someone who was sentimental, and finally to someone who was just lazy. Lackadaisical entered English in the second half of the 18th century.

Urban Meyer's tenure with the Jacksonville Jaguars was the gold-standard of the lackadaisical football coach. Actually, he was worse.