Ollie
Why does my back foot lose contact with the tail?Forget The Sliding Practice
Mechanism / Why It Happens
The biggest issue lies in the common practice of sliding the front foot against the board.
You want to lift your front foot upward vertically to increase the upward force on the entire board. However, if you instead press your front foot against the board, it ends up canceling out the board's rotation, rather than contributing to upward lift. As a result, the board begins to fall, without ever gaining the height you want.

What to Do
Raise your front foot as if your front knee touches your chest
When you focus too much on sliding your foot forward, you naturally won't be able to lift your front
Analyze
Your knee's path should be a keen & plunging
If you manage to do it right, it goes really high, as if it touches the chest, and then quickly plunges down as a result of pushing the nose downward.