Lipman had a very successful run in the Maccabiah Games, having captained the US team in the 1993 Maccabiah Games and the 1997 Maccabiah Games, and represented the US in the 1989 Maccabiah Games and South Africa in the 1985 Maccabiah Games. He was selected as MVP of the Maccabiah Games Rugby Event in 1989, 1993, and 1997. In the Maccabiah competition, he won gold in 1985; bronze in 1989; silver in 1993; and gold in 1997. He was elected as the flag bearer for the United States delegation in 1997.