Made In The Shade Meaning

(idiomatic) In a condition characterized by comfort, success, easy living, or general well-being.

Example: 1966, Paul Beck, "Reagan Says He Would Choose ‘Best Talent’ to Help Run State," Los Angeles Times, 1 Nov., p. 1:
  Republicans should not "believe these stories that we're taking it easy—that we've got it made in the shade."
1978, Russell Banks, The New World‎, ISBN 9780252007224, pp. 76-77:
  "You got it made now, Parson," Feeney informed him. "You know that? Made in the shade. . . . You lucky bastard,"
2005, Mark Anthony Jarmon, "Righteous Speedboat," in Our Game: An All-Star Collection of Hockey Fiction‎ by Doug Beardsley, ISBN 9781551928234, p. 242:
  Courtnall has it made in the shade now, big money, owns restaurants and a spiffy log cabin on a cliff over the crashing ocean.