Fun With Dollar Words and Wolfram + ChatGPT

The Wolfram Plugin for ChatGPT does allow the dollar word problem to be tackled by the LLM:
This isn't the most sophisticated prompt, and so ChatGPT circles around a conclusion for a bit, but it does eventually "talk" itself into a list of 20 dollar words as asked:
You can check these words (I omitted using TextWords to get a list of the words in text):
In[]:=
candidateWords={"acclimation","accumulate","acknowledge","acquitted","adulthood","affectation","alienation","amiableness","analysis","annually","answerable","anterior","apoplectic","appertain","appointed","apropos","aquamarine","archdiocesan","asbestos","attitude"};​​Total@*LetterNumber/@candidateWords
Out[]=
{100,100,100,100,100,100,100,100,100,100,100,100,100,100,100,100,100,100,100,100}
If you "chat" a bit more with the LLM, in this case it used ToCharacterCode instead of LetterNumber, which is interesting. If you ask it to use LetterNumber, it is happy to do this as well. It's also able to write something quite similar to what a human might to find all the dollar words in English:
It's interesting to note it seems to use more of a procedural than functional style when writing code. It's possible to do this as a one-liner if desired. However, the comments are not bad from a teaching standpoint. Below is the code (with its own comments) produced by the plugin + LLM combo:
In[]:=
(*DefineafunctiontocalculatethevalueofawordincentsusingLetterNumber*)​​wordValueWithLetterNumber[word_String]:=Total[LetterNumber[word]];​​(*GetalistofEnglishwords*)​​englishWords=WordList[];​​(*Filterthelisttokeeponlydollarwords*)​​dollarWordsWithLetterNumber=Select[englishWords,wordValueWithLetterNumber[#]==100&];​​(*ThevariabledollarWordsWithLetterNumbernowcontainstheentirelistofdollarwords*)​​dollarWordsWithLetterNumber
Out[]=
{acclimation,accumulate,acknowledge,acquitted,adulthood,affectation,alienation,amiableness,analysis,annually,answerable,anterior,apoplectic,appertain,appointed,apropos,aquamarine,archdiocesan,asbestos,attitude,autoclave,automated,avocation,awfully,beetroot,benediction,bettering,bewitching,bipartite,birthmark,blissful,botanist,bouillon,boulevard,boundary,boycott,breviary,bronchus,browser,burnished,cacophony,candidature,cardiograph,carouser,carpenter,carroty,censurable,ceramicist,chastening,chimpanzee,chromium,clinically,clockwise,clotting,coatroom,collecting,cometary,companion,comport,concavely,condensate,confabulate,congenital,congress,conjoint,conjugated,conjunct,connivance,contented,cookout,corridor,costumed,couchette,coverlet,coyness,creosote,crudity,culture,curettage,cutout,cysteine,debarkation,declarative,declension,decorous,deliquesce,delivery,demobilize,demodulate,denominate,depletion,dewberry,diagonally,digestive,dinginess,disarranged,discernible,discipline,discommode,discredited,disjoint,dispraise,distrait,divinely,dooryard,doubleheader,drizzle,dumbfound,duologue,ebullient,egoistical,elsewhere,emasculate,embodiment,emendation,empathetic,encrust,epitaxy,espouse,eulogize,eventual,excellent,excoriate,falseness,fatalistic,fatherhood,ferryman,finitely,fluorine,flurry,forefoot,forewarn,forgiver,forsaking,fountain,frisson,gauntlet,geographer,gladiolus,glissando,glutamate,godparent,grandaunt,grappling,grouper,grumpy,harmonics,healthily,hemoglobin,hirsute,hobbyist,hollering,holograph,honeycomb,honoring,hospital,hotness,imbroglio,immature,impaction,imported,impotence,inadequacy,inapplicable,inefficient,inflation,ingrown,innately,innovate,inoculate,insecticide,intellect,interbreed,interfere,irritate,jailhouse,judiciary,kibitzer,knothole,landholding,landscaping,largeness,leveraging,liberalism,liberator,lightning,likelihood,limpidly,litotes,lubricant,macrocosm,magnetize,martinet,martingale,matchless,matchmaking,maximize,meatpacking,mercantile,mercurial,merganser,meridional,merrily,midpoint,mirrored,misdirect,missus,molecular,morphemic,moussaka,mummify,nastily,neoclassic,nestling,neuronal,nihilist,ninepins,nonhuman,nostalgic,notional,numeracy,nutty,obscenely,offhandedly,operetta,ornament,outflank,outlier,outlined,outrank,outset,overboard,palpitate,paramecium,pasture,pathless,personage,personal,perturb,phagocyte,phlebitis,pianistic,pilaster,pistachio,plastered,plebiscite,plummet,plummy,postdate,posting,postpaid,potbellied,pounding,pouring,prevent,primary,printer,producer,profuse,progeny,publicly,pumpkin,pursue,putter,pyridine,quadrangle,quarry,quarter,quicklime,radiocarbon,raillery,ravisher,receptor,reciprocal,redeploy,refinery,reflation,regimented,regroup,reimpose,renovate,repress,reprint,reprobate,reputable,reschedule,researcher,reshuffle,resolved,restore,retiring,reversal,riverbank,roadster,roomful,roommate,ruction,sagebrush,saintlike,saintly,salacious,savory,scoreboard,scrapbook,scrummage,sculpted,scuttle,selective,self-defense,semaphore,semitone,septicemia,services,session,shadowing,shakedown,shakeout,shattered,shibboleth,shipyard,shooter,shortcake,shrieking,sightly,simulate,sleepyhead,smitten,snobbery,socialism,soughing,sparkler,spirited,splashy,spyhole,squint,stagecraft,stalemated,starfish,starling,status,strangled,stress,striker,subsume,sucrose,surcharge,surely,sweetened,sweptback,swimmer,swollen,syndicate,tailspin,telephone,telescope,temperance,temporal,tensely,tetanus,thalidomide,therefore,thickening,thievish,thirty,thorny,threatened,thumbnail,tinkerer,towards,traction,trademarked,transect,transom,trembling,triplet,tropics,truism,tularemia,tuppence,turkey,turnoff,twisted,unaltered,unavailable,unbounded,unbridgeable,unbroken,uncombined,underdone,underlay,undress,unequaled,unfasten,unfreeze,unhorse,unkempt,unlighted,unmanly,unmatchable,unmodified,unrelated,unwearied,urbanized,urticaria,useless,utensil,variety,varnished,venation,verbalize,vinous,vouchsafe,waterbird,Wednesday,whenever,whirling,whiskey,wholesale,whooper,writing,yarrow}