The top set of clues can be answered as follows:
HATE Have antipathy towards QUAFF Swig beer heartily UNPROFITABLE Like a bad investment TAIL Back of a plane or snake PATRIARCH Abraham, Isaac, or Jacob CAN'T White Men ___ Jump TRANQUIL Free from turmoil RURAL Out in the sticks HOT DOG BUN Famously part of a pack of 8, not 10 (3 wds) DOUBLE BOGEY 6 on a par 4 SIGNIFICANT Like some digits in a measurement UNSCREW Remove, like a bottle cap LOGARITHMS Function used in slide rules LOCKS Parts of the Panama Canal CREDIT Acknowledgement for an accomplishment, like after a movie FICTION Novels, for example CUSTOMER They might always be right GAL Actress Gadot MISFORTUNE Adversity or hard times POOR Like D in school EAST NYC river ORANGE Fruit that's part of the rainbow ANARCHY Political disorder CUL-DE-SAC Dead end street, perhaps in France KNAVE Playing card more commonly called a jack TALC Barbershop powder DEVIL New Jersey athlete PEASANT Medieval field worker WORST Least desirable PRINTED Used block letters MALLOC C memory allocation function POUNDS What many would like to shed PAGAN Like Druids or Wiccans INEQUITY Fundamental unfairness NORMAL Run of the mill
Each of these has an antonym which is the most recognizable part of the name (usually the family name) of a person fitting one of the alphabetized categories in the second set of words. Indexing into the other part of their name spells a clue phrase:
V KEVIN LOVE HATE 2018 NBA All-Star (3) A DANNY DRINKWATER QUAFF Chelsea midfielder (2) R CHRIS MONEYMAKER UNPROFITABLE WSOP main event champ (3) I EDITH HEAD TAIL Costume designer (3) A ALEXANDER POPE PATRIARCH Rape of the Lock poet (5) B BRIAN MAY CAN'T Celebrity astrophysicist and rock star (1) L DANIELS STORMY TRANQUIL Adult actress in the news (6) E MEYER URBAN RURAL Big Ten football coach (4) F FELIX FRANKFURTER HOT DOG BUN Supreme Court associate justice for 23 years (1) I IAN EAGLE DOUBLE BOGEY Sports announcer (1) R RICHARD PETTY SIGNIFICANT NASCAR legend (1) S USAIN BOLT UNSCREW Runner (2) T AUSTIN POWERS LOGARITHMS Fictional spy (4) C ALICIA KEYS LOCKS R&B Singer (4) H JOHNNY CASH CREDIT Country music icon with a career spanning six decades (3) R R TRUTH FICTION WWE moniker that replaced K-Kwik (1) I NATALIE MERCHANT CUSTOMER Alt rock singer-songwriter, "maniac"al at times (6) S FAWKES GUY GAL Plotter (6) T JONATHAN GOODLUCK MISFORTUNE Nigerian politician (5) I RICHIE RICH POOR Fictional heir (5) A KANYE WEST EAST Rapper (2) N FIONA APPLE ORANGE "Criminal" singer-songwriter (4) E JUDE LAW ANARCHY English actor who played Dr. Watson (4) M JAMES LONGSTREET CUL-DE-SAC Confederate General (3) P PHIL KNIGHT KNAVE Shoemaking czar (1) E NEIL DIAMOND TALC Soft rock legend (2) R CRISS ANGEL DEVIL Magician (2) O DON KING PEASANT Boxing Promoter (2) R GEORGE BEST WORST Man United legend (4) T ARTHUR BLANK PRINTED NFL Owner (3) W WORLD B FREE MALLOC SD Clippers star (1) E MIKE PENCE POUNDS Vice President (4) L FLETCHER CHRISTIAN PAGAN Mutineer (2) V DAVID JUSTICE INEQUITY NL Rookie of the Year (3) E LUTHER STRANGE NORMAL Alabama Senator (5)
The resulting phrase is VARIABLE FIRST CHRISTIAN EMPEROR TWELVE, which clues CONSTANTINE I.