Good luck! I suggest reading a lot of cookbooks. Not necessarily to follow the recipes or make everything in them, but to get a good idea of what flavours tend to go well with others, how different people go about making 'standards' like spaghetti sauce or chicken tenders or baked fish or roasted veggies...and get lots of ideas for what you might like to make and what appeals to you (and your family). Don't be afraid to try new things, whether its a new ingredient or a new technique. There's a youtube video out there for every one of them, I swear. :) And accept that occasionally you'll make something you just can't eat, and have a backup plan.
As for your son, maybe ask if he'll act as a 'menu critic' like a restuarant critic? Make it fun for him, so even if he doesn't like something he's got a reason to at least try it, and it might help him (and you) figure out if he doesn't like something, why he doesn't like it.
Finally, I think its great that you're getting help. My dad was chef trained and even though I cook everything myself, he's a great resource, especially when I want to try to make certain things from scratch that I normally would try a recipe for. Like the ratio of cornstarch to liquid if you want something a little bit thickened, and not a solid mass. :)
Life isn't about waiting for the storm to pass...it's learning to dance in the rain.
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