Hi Joe:
You just need Patience, read post from Ascpete about fig riping need windows of 30day-60day-90day.
It means that if you see small figlet, You still need 60day + 90day = 5 months for fig to ripen.
Do you think that your tree can ripen your fig at -10C cold winter? probably no.
I have 2 newly planted in ground Chicago hardy at Spring time, They are bearing many figs on it now from April and hoping that it will ripen at Septmeber, Your CH looks very healthy, once its roots spread out and find jackpot nutrition, it will bear fig for you at right time next year, I used lots of sheep manure as well,
I have 3 small negronne/VDB from difference source for testing, They will bear "Breba" fig next year Spring time while leaves out same time, I just need them to grow more nodes now but not figlet to waste nutrition.
There are couple not clear theory, For In ground young fig tree, since roots is not spread out, you might still need to water them occasionally, but for potted fig tree, you must water them, If it has more leaves, you need to water them more often, or If weather is very hot, you need to water them more often as well, you should fertilizer them occasionally because the soil gets depleted quite quick.
Good luck for all your fig trees.