NaN
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Strategy: Maximize total days off

With NaN days, you can get 39 days off

39 days off
Jan 1 — Jan 44 days (1 vacation)
4.0x
Jan 6 — Jan 105 days (2 vacation)
2.5x
Mar 26 — Mar 294 days (1 vacation)
4.0x
Apr 30 — May 34 days (1 vacation)
4.0x
May 14 — May 163 days (1 vacation)
3.0x
May 27 — May 304 days (1 vacation)
4.0x
Aug 13 — Aug 153 days (1 vacation)
3.0x
Oct 29 — Nov 14 days (1 vacation)
4.0x
Nov 11 — Nov 144 days (1 vacation)
4.0x
Dec 23 — Dec 264 days (1 vacation)
4.0x

Strategy: Maximize longest block

With NaN days, you can get 73 days off

73 days off
Jan 1 — Jan 1010 days (4 vacation)
2.5x
Mar 27 — Apr 49 days (4 vacation)
2.3x
May 1 — May 99 days (4 vacation)
2.3x
May 11 — May 166 days (4 vacation)
1.5x
May 22 — May 309 days (4 vacation)
2.3x
Aug 10 — Aug 156 days (4 vacation)
1.5x
Oct 30 — Nov 79 days (4 vacation)
2.3x
Nov 9 — Nov 146 days (3 vacation)
2.0x
Dec 18 — Dec 269 days (4 vacation)
2.3x