2 Timothy 4:1-2 NIV
[1] In the presence of God and of Christ Jesus, who will judge the living and the dead, and in view of his appearing and his kingdom, I give you this charge: [2] Preach the word; be prepared in season and out of season; correct, rebuke and encourage—with great patience and careful instruction.
This is Paul warning Timothy to always be prepared. See, Timothy was the son of a Jewish mother and a Greek father. Paul actually had to circumcise Timothy because the Jews they were going to only knew his father was a Greek. Timothy ends up being set up as a leader of the Church by Paul to ensure they don’t stay from sounds doctrine while he’s gone.
Paul’s warning was about keeping watch and not repeating the mistakes of his people. See, just a few years back the people of Israel denied and rejected the Messiah. They went as far as to have Him crucified by the Romans. Jesus came at a time they didn’t expect as a person they didn’t anticipate.
Jesus showed the severity of their spiritual slumber when He walked past the fig tree (out of fig season) and cursed it for not bearing fruit when its maker/creator walked by. This was symbolic of the Jewish people. Jesus, their God became man and dwelt among them, yet they didn’t see Him. They couldn’t recognize Him. They were spiritually asleep.
Paul was warning Timothy not to repeat their mistakes. Paul was warning Timothy to stay ready. See, we don’t know when the LORD will call on us to do something, to witness to someone. Teach a lesson. Share the Gospel. Or change our lives completely. God’s timing isn’t always our timing.
So, we have to make sure we are always awake. On guard. Watching. Praying. Seeking. And never sleeping. Regardless if we are in season or out of season. Regardless of whether it’s expected of us by those around us or not. Whether we have a platform or not. Whether we are wining in life or not. We are to be ready for God to call us regardless of the time or season.
Peace. Love. Go Forth and Stay Ready.

