Losing It "All"

How would you know if you "had it all"? What would it be like to lose it "all"? Let's look at the story of Jack Whittaker.
Jack was the president of Diversified Enterprises Construction, a successful multi-million dollar contracting firm in West Virginia. On December 25, 2002, he purchased the winning Powerball ticket at a supermarket in where he had stopped for a deli breakfast sandwich, winning $315 million dollars! At the time it was the largest jackpot ever won by a single winning ticket in the United States. Good 'ol Jack took his winnings in a lump sum of $113 million after taxes and donated 10% to charity. Most people would say that Jack had it all.
Fast forward four years.....he's been robbed, arrested for drunk driving twice, arrested for assault, both his grandaughter and grandaughter's friend died of drug overdoses, he's been sued several times and now Jack's broke. Most people would say that Jack lost it "all".
But, did Jack ever really "have it all"? And, what happened along the way? Did he truly lose it "all"?
I can't speak for Jack but I believe that having it all is living an upside life filled with gratitude. And, whether I earned $315 million dollars or $315,000, that would never change. How about you?