Hi J_Koh!
To make the icons in Little Math appear randomly, please follow these steps:
1.) On the home screen, press OVERRIDE ON (make sure the button is green.)
2.) Click on the cog wheel beside it to pull up the settings panel.
3.) In the Numbers tab, click on the DISPLAY & SOUND button.
4.) In ICON, turn the button beside ICON PLACEMENT green, and then select RANDOM from the drop down.
5.) Click on SAVE to save your settings.
I hope this helps!