I think he is pretty advanced in math and would like him to do 3rd grade math but I'm not sure if I am being pushy. When I work with him in math I do notice that he doesn't know his addition facts or multiplication table as well as he could. He really does not like to practice them unless they are embedded in more complicated math.
Warning, this is just an opinion, so take it fwiw! Is your ds asking to move ahead in math or are you wanting to move him ahead because he's capable of working ahead? Unless he's asking and telling you he's bored, I wouldn't worry about it at this point. He's already been accelerated to a level his teacher thinks is appropriate, so that's a good thing!
I also think it's tough to translate from a workbook to classroom curriculum requirements - I'd be more comfortable looking up your school district's curriculum requirements for each grade before I made a decision re whether or not I wanted to push for acceleration. For instance, my kids started multiplication in 2nd grade, and their classes also did a lot of word problems, including problems like you mentioned above in 2nd grade (regular curriculum, not in gifted/accelerated classrooms). It has always seemed to me that looking at workbooks the "grade level" seemed a bit lower than what was happening in our classrooms in math, but that could be entirely just my particular school district.
Re math facts - practice if it's fun, if not, I'd skip it for now. Math facts are one of those things like reading which is a skill that kids need to be developmentally ready for, and it's not tied at all to what they may be ready for in terms of math concepts. I have two kids who are extremely talented at math, and neither one of them was ready to practice math facts for proficiency at 6, but they were both well ahead of grade level in math concepts. My dd7 is in 2nd grade this year and she absolutely aces timed math facts tests, but she's still counting in her head or on her fingers, she's just fast at writing and counting, not fast at knowing the actual facts!
If you think you need the math facts for acceleration to 4th grade math next year and that's the plan you want to pursue, then I'd wait until mid-summer, then practice the facts for speed (or sooner if your ds has to test this spring in order to be accelerated).
Best wishes,
polarbear
