1. Chillness → APLOMB
2. "Oh me, oh my!" → HOOBOY
3. Ready to go → ALLSET
4. "___ the Limit" (posthumous hit for the Notorious B.I.G.) → SKYS
5. Horses studied by touts → NAGS
6. Portuguese greeting → OLA
7. O'er the fields ___ ... → WEGO
8. Eurasia or Oceania, in "1984" → SUPERSTATE
9. Like many Mormons → UTAHN
10. The "R" of P.R. → RICO
11. Vodka-and-pineapple juice cocktail popularized on "Sex and the City" → FLIRTINI
15. Sews up → ENSURES
17. Phil of the Grateful Dead → LESH
19. Uber-enthusiasts → GEEKS
22. Someone who might ask "Mother, may I?" → NUN
27. Zoom call issue → ECHO
28. "S.N.L." V.I.P. → HEADWRITER
29. Pilot who shares a tent with Yossarian in "Catch-22" → ORR
30. Sides of pie slices, essentially → RADII
31. Ballon ___ (soccer star's award) → DOR
34. Slangy "dude" → BRAH
35. White House family of the 1980s → REAGANS
36. Tax dodger's fear → IRSAUDIT
37. Loc. ___ (footnote abbr.) → CIT
38. Very in → HOT
39. Big name in windows and doors → PELLA
43. Raider in times past → HUN
44. A person → EACH
45. Go "Phew!," say → EXHALE
46. "He has my permission" → LETHIM
47. Total slimeball → SLEAZO
49. Intl. org. with 12 stars on its flag → THEEU
52. Halal cart offering → GYRO
53. Elided farewell → GBYE
54. Do pretty much nothing → LOAF
55. Between you and me → OURS
58. At whom you might yell "Are we watching the same game?!" → REF