Matthew 16:1-4
The Pharisees and Sadducees came to Jesus. They wanted to test Jesus. So they asked Jesus to show them a miracle to prove that he was from God. Jesus answered,
"When you people see the sunset, you know what the weather will be. If the sky is red, then you say we will have good weather. And in the morning you watch the sunrise. If the sky is dark and red, then you say that it will be a rainy day. These things are signs of the weather. You see these signs in the sky and you know what they mean. In the same way, you see the things that are happening now. These things are also signs. But you don't know the meaning of these signs. Evil and sinful people are the kind of people that want a miracle for a sign (proof). But those people will have no sign—only the sign of Jonah." Then Jesus left that place and went away.
JOHN 4:35
Don’t you have a saying, ‘It’s still four months until harvest’? I tell you, open your eyes and look at the fields! They are ripe for harvest.
The Sons of Isaachar are commended for knowing the times and the seasons, 1 Chronicles 12:32
"...3. Jeremiah’s Instruction to the Exiles
Another important plot point in the Old Testament comes during the time of exile. Of particular relevance is the prophet Jeremiah’s response to the reality of God’s people being taken from their homeland (Jeremiah 27-29). In his letter, he encourages God’s people to interpret their circumstances within the sovereign plan of God and his unfailing purposes for Israel.
Notice how Jeremiah’s leadership (expressed in commands) is tied to his prior statements about God’s overarching plan and Israel’s greater story. Derek Kidner summarizes this remarkable letter:
“Notice the starting point, that God has sent these exiles to Babylon. At the very least, then, they should accept the situation; but God has little use for grudging attitudes. What emerges in the call to them in verses 5-7 is gloriously positive: a liberation from the paralyzing sullenness of inertia and self-pity, into doing, for a start, what comes to hand and makes for growth, but above all what makes for peace.”
This section of Scripture is important for seeing how leadership involves “understanding the times” since the apostle Peter later drew upon this theme of “exiles” and “sojourners” as he exhorted the early Christians to live in holiness, with honor, and in full submission during times of persecution (1 Peter 2)."
3 Old Testament Examples of Knowing "What Time It Is"
We do not know the exact day, hour etc. Christ will come etc. ; because, God does not want us to become lazy or complacent with such knowledge, but that does not mean we should not look for signs of the times we live in etc. because that is a source of courage and comfort! This is after all one of the big reasons God gave prophesy in the first place!
Amos 3:7
7Surely the Lord GOD does nothing without revealing His plan to His servants the prophets.