We have about 15 more years to discuss the bet because Jack finished top 6 at the Masters at age 58, Watson should have won the British at age 59, Norman was in the last group of a major at age 53, Couples finished in the top 20 at the Masters from age 50-54, Langer at 58 this year was in the hunt. No, they didn't get it done but Phil and Tiger will have chances for quite awhile to come, hopefully they can convert on a couple.
For me with Tiger, i just want the PGA Tour wins record to fall. Just get 4 wins no matter where they are before you're done. Let Jack hold the major record and you hold the most wins.