How would you feel about an online game where your kid played blackjack for candy to learn addition? Is it still ok, or is that only something you would have her play with you? That sounds fun and is such a great practical application of the skill she's learning.

I try to do anything that can be done without a screen, without a screen.

The math and probability part could probably be made into a game. Something engaging and with a compelling end goal (candy or completion of a fun narrative) would catch her eye.

My goals for playing are more oriented towards bonding, learning useful/life lessons, and keeping the kiddo challenged.

These are great goals. You have a lucky kiddo.

This is amazing because I just started doing exactly the same thing with my 1st grader with similar results. She loves it so much more than the terrible worksheets she comes home with.

Yeah! Go you! There's so many great lessons in this game -- arithmetic, probability, decision making, managing competing desires, risk and ROI (gotta bet some to get something back, and ultimately you might not get it back).