Christopher Milne had named his toy bear after Winnie, a Canadian black bear he often saw at London Zoo, and “Pooh”, a swan they had met while on holiday. The bear cub was purchased from a hunter for $20 by Canadian Lieutenant Harry Colebourn in White River, Ontario, Canada, while en route to England during the First World War. He named the bear “Winnie” after his adopted hometown in Winnipeg, Manitoba. “Winnie” was surreptitiously brought to England with her owner, and gained unofficial recognition as The Fort Garry Horse regimental mascot. Colebourn left Winnie at the London Zoo while he and his unit were in France; after the war she was officially donated to the zoo, as she had become a much-loved attraction there. Pooh the swan appears as a character in its own right in When We Were Very Young.
The third single, “All My Life”, was released on March 17, 1998, and was the duo’s most successful song. JoJo wrote the song about his daughter but originally intended it for another artist. In an interview with MTV, he said, “The song was originally supposed to be used for… another artist, a female artist on A&M Records. But we listened to it after we got out of the studio and it was like, ‘I’m keeping this, this is too hot. ‘” “All My Life” peaked at number one on the Hot 100 and R&B/Hip-Hop Songs, tying a record set by The Beatles by jumping from 15th to first on the U. S. charts. It was also a number-one song in Australia, the Netherlands, and New Zealand. It peaked at second on the Norwegian Singles Chart, third on the Flanders Belgium Singles Chart, fourth on the Swedish Singles Chart and the Swiss Singles Chart, eighth on the UK Singles Chart, 11th on the Wallonia Belgium Singles Chart, 12th on the Austrian Singles Chart, and 43rd on the French Singles Chart. It was certified platinum by the Australian Recording Industry Association and gold by IFPI Sweden. “All My Life” was nominated for Best R&B Video at the 1999 MTV Video Music Awards.