Do potted oak trees shock in too much sunshine too fast?

I have used recycle bins, storage totes, and large, deep pots with a lot of success. There is more dirt in the larger containers so they don't dry out as quickly. Roots will get tangled, but it isn't that hard to separate the roots when it is time to plant them. You can plant 50 acorns in a bin like the one below. Some acorns will not germinate while others will struggle. Pull the ones that are not thriving and you can grow 15-20 nice seedlings in one container.
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How and when do you transplant them?
 
I plant the acorns in January or February. I am in the south so you can adjust accordingly on when to plant them. I usually plant the seedlings between Thanksgiving and Christmas. The only trees I keep more than a few months are ones that I graft. I will graft the following spring and transplant in the following fall. Once the seedlings are dormant, I take the entire bin to the planting area and then separate the seedlings for planting.
 
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