The lamentations Jeremiah related to the death of Josiah was written in the book of Lamentations:
2Chroanicles 35:25 And Jeremiah lamented for Josiah: and all the singing men and the singing women spake of Josiah in their lamentations to this day, and made them an ordinance in Israel: and, behold, they are written in the lamentations.
The judgment of drought in Lamentations 2:18-19 correlates with the death of Josiah.
Lamentations 2:18 Their heart cried unto the Lord, O wall of the daughter of Zion, let tears run down like a river day and night: give thyself no rest; let not the apple of thine eye cease.
Lamentations 2:19 Arise, cry out in the night: in the beginning of the watches pour out thine heart like water before the face of the Lord: lift up thy hands toward him for the life of thy young children, that faint for hunger in the top of every street.
The judgment of drought that came upon Judah following the death of Josiah was attributable to the lack of the latter rain.
Jeremiah 3:3 Therefore the showers have been withholden, and there hath been no latter rain; and thou hadst a whore’s forehead, thou refusedst to be ashamed
Thus, Josiah's death in 609 BC at Megiddon typified the division of the early rain harvest and a period of no latter rain. It is important to remember that the period of no latter rain occurs before the completion of the Pentecost (firstfruit/firstripe) Harvest, as latter rain is not needed to complete a harvest of firstfruit, but is essential for a productive summer to the feast of Ingathering Harvest, which was spiritually typified as being completed outside Judah 587/586 BC to 539 BC (48 year or 16 weeks as years [length of summer to the feast of Ingathering] X 3[purpose]).
Jeremiah 2:3 Israel was holiness unto the LORD, and the firstfruits of his increase: all that devour him shall offend; evil shall come upon them, saith the LORD.
   
Josiah's death occurred prior to the firstfruit being harvested carried away into Babylon under Jeconiah in 597 BC to the final carrying away of firstfruit outside Judah by one that escaped the destruction of Jerusalem in 587/586 BC, Ezekiel 33:21.
Jeremiah 24:1 The LORD shewed me, and, behold, two baskets of figs were set before the temple of the LORD, after that Nebuchadrezzar king of Babylon had carried away captive Jeconiah the son of Jehoiakim king of Judah, and the princes of Judah, with the carpenters and smiths, from Jerusalem, and had brought them to Babylon.
Jeremiah 24:2 One basket had very good figs, even like the figs that are first ripe [1073. - bakkurah] and the other basket had very naughty figs, which could not be eaten, they were so bad.

609BC-------12 years (typified Pentecost)------>597 BC------10 years (typified Summer)----->587/586BC
*12 is a factor of 144,000, 144,000 (12 X 12[Fullness] X 10 [completeness] is identified with the Pentecost Harvest.
** (Summer 10 days after Pentecost) One that escaped after the destruction of Jerusalem typified end of harvested firstfruit out of Judah, fruit coming only from Babylon afterwards, Ezekiel 33:21. Judah was typified as receiving no latter rain so a summer to feast of Ingathering harvest would not have been possible in Judah,
Jeremiah 29:28 For therefore he sent unto us in Babylon, saying, This captivity is long: build ye houses, and dwell in them; and plant gardens, and eat the fruit of them.
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