The church in Corinth started preparing a gift of money for the poor believers in Jerusalem. The churches in Macedonia also have given generously. Now, Paul is sending Titus and two other believers to Corinth to encourage the Corinthians to give generously. Paul and the others will carry the money to Jerusalem because they want people to know that it is being done honestly.
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It is likely that Paul's usage of the pronoun "we" represents at least Timothy and himself. It is possible that it may also include other people.
A paradox is a seemingly absurd statement that appears to contradict itself, but it is not absurd. This sentence in 8:2 is a paradox: "the abundance of their joy and the extremity of their poverty have produced great riches of generosity." In 8:3 Paul explains how their poverty produced riches. Paul also uses riches and poverty in other paradoxes. ([2 Corinthians 8:2](./01.md))