I know it's kind of a hackneyed answer, but... Cypress Point.
We are talking about "bold" here. Many of the routings I love are "great" (Kingston Heath, Garden City, Yeamans Hall), but what they are really doing is making the most of flat land and in some cases restricted acreage. Intelligent, but not necessarily "bold".
Cypress does it for me because of the alternating uses of the various land types -- dune to forest, back to dune, a transition to forest again, then an "approach" to the seaside (12-13), then a cramped transition hole, followed by the greatest cliffside holes ever, and finishing with an enigma.
I often forget about it because it's a great use of great land, but actually CPC is the "boldest".