2 Baby Boomer Retirement Milestones The best day of your Baby Boomer retirement life is the day you buy your dream boat. Happiest Day Of Retirement The second best day of your retirement life is the day you sell it. 2nd Happiest Day Next Blog By jeff noel Retired Disney Institute Keynote Speaker and Prolific Blogger. Five daily, differently-themed personal blogs (about life's 5 big choices) on five interconnected sites. View all of jeff noel's posts.