I’m standing on the deuce side of the tennis court, getting ready to serve in a doubles match. As my partner stares ahead, the two women on the other side of the net look at me—and I just want to die.

In a fun segment of ‘The Lift,’ Sabrina Ullman seeks to learn how to serve and return a tennis ball, guided by Mary Skorich. Mary has been playing tennis since the age of three, spending six years on ...