Insights from ‘Winning’ by Tim Grover

Question 1

What are the three things you must do to earn ‘Winning’s respect?

Answer 1

Bet on yourself, leverage your dark side, and live an unbalanced life.

Question 2

True or False: Winning respects a balanced life with time for all commitments equally.

Answer 2

False

Question 3

What did Michael Jordan do to overcome critics after losing to the Detroit Pistons in 1990?

Answer 3

He added 15 pounds of muscle and improved his shooting, leading the Bulls to their first championship.

Question 4

Fill in the blank: To win, you must have the confidence to ______.

Answer 4

bet on yourself

Question 5

According to Tim Grover, what is ‘the more emotional capital’ you’re willing to bet on yourself an indicator of?

Answer 5

It’s an indicator of your likelihood to achieve your next win.

Question 6

How did Kobe Bryant leverage his ‘dark side’?

Answer 6

He created an alter ego, the Black Mamba, to block out distractions and reach peak performance.

Question 7

True or False: According to Grover, everyone has a dark side, but not everyone admits it.

Answer 7

True

Question 8

What does Grover suggest doing with disappointments and rejections to fuel winning?

Answer 8

Mentally reconnect with each disappointment, selecting the one that feels like ‘radioactive hot’ and use it as fuel.

Question 9

Why does ‘Winning’ require living an unbalanced life?

Answer 9

Winning demands full focus and obsession, often at the cost of time with family, friends, and other commitments.

Question 10

According to Grover, what is the result of pretending you can ‘handle everything’?

Answer 10

It decreases your chances of winning.

Question 11

What analogy does Grover use to describe the reward of winning?

Answer 11

Winning is like immortality, as wins are remembered and cherished beyond one’s lifetime.

Question 12

Fill in the blank: ‘Your turn is _____.’

Answer 12

now

Question 13

Why is living with a sense of urgency crucial for winning, according to Grover?

Answer 13

Because skills and opportunities have an expiration date; time is not guaranteed.

Question 14

True or False: According to Grover, long-term goals are not promised to anyone.

Answer 14

True

Question 15

Who is an example Grover uses to emphasize the importance of acting now rather than waiting?

Answer 15

Kobe Bryant, reflecting on how he didn’t have as much time as expected.