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Originally Posted by Brenna
At the age of one he would sit for long periods of time staring at alphabet videos on my iPad. One day out of the blue when he was about 14 months he surprised me and his dad by naming all the letters and sounds of the alphabet. I know that parents teach the alphabet to their kids this young, but this surprised us because we had not yet took the time to teach him the alphabet, he just figured it out on his own.
Some may say that learning the alphabet after long periods of time watching alphabet videos on an iPad may not be figuring it out on one's own, but responding to targeted instruction.

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his reading ability doesn't always mach his reading comprehension when reading the more advanced books. He has no problem understanding the simpler books he reads, but he does ask me to explain to him the more advanced books. A lot of times he will read complicated things just because he likes reading, but he has no clue what he is reading.
Recent discussion of reading skills including decoding, fluency, vocabulary acquisition, and comprehension are found on this thread: http://giftedissues.davidsongifted....chronous_reading_ability.html#Post178728

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research on the internet
Hopefully you came across the book [u]A Parent's Guide to Gifted Children[/u]. You may wish to read this, as it is a highly accurate guide of what to expect, and a prepared parent is best able to navigate the journey.

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So my question is, is this something I should look into now or wait to see what happens as he gets older?
You may wish to look into this now, in terms of preparing yourself should you find yourself on the journey of parenting a gifted child.

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I've read that kids who sometimes start out ahead seem to level out about first grade, but by the same token I don't want him to be bored at school and not be challenged.
It is typically said that kiddos even out by third grade (not first grade). This is related to what Zen Scanner shared,
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Don't buy into "leveling out" that's more about kids who've trained to read with some effort.
Other threads on this topic include http://giftedissues.davidsongifted....5728/Hothousing_did_you_didn_t_you_.html, http://giftedissues.davidsongifted....child_gifted_or_hothouse.html#Post174514, and http://giftedissues.davidsongifted.org/BB/ubbthreads.php/topics/173485/1.html

Enjoy your child! smile