See his eight examples.
Any time we take the initiative to share the gospel with someone there is always a leap that has to be made to the gospel. Sometimes the leap is short and easy. Suppose you’re discussing the difference between Catholics and Protestants — getting to the gospel is easy. Sometimes the leap is long - very long, like when you try to move from your favorite Starbucks drink (Grande Americano) to the cross of Christ. The longer the jump, the more unnatural the transition, and the more awkward the conversation. So the key is having natural conversations that transition more smoothly to the gospel (smaller leaps).
To state it simply, the better you understand the gospel the easier the transitions become. If you are trying to share the gospel you will still sometimes make huge leaps that do not work. Sometimes the conversation will only connect to the Christian faith in part, without getting directly to the gospel. Sometimes it will all come together the way you imagine. The more you know the gospel (its essence and effects) and the more you practice this discipline the easier making comfortable transitions to the gospel will become. I have been asked a few times what this would look like practically, so here are 8 examples of topics that make for shorter leaps to the gospel or Christian faith.