I'm sure lots of people can improve upon this but here is a start:

Wing Chun learning progression

1. SLT

Relaxed, hard hitter, with good defense

2. Chi Sau

More relaxed, hard hitter, with better defense

3. CK

Mobile, more relaxed hard hitter, with even better defense

4. BJ

Very mobile, relaxed, penetrating hard hitter, with counters to everything

5. Dummy

Even more very mobile, relaxed, penetrating hardest hitter, with counters to everything

6. Weapons

The most mobile, relaxed, penetrating, hardest hitter, with counters to even more things

7. Competitive Fighter

The most mobile, relaxed, penetrating, hardest hitter, with counters to even more things, and with an attitude.

8. Street Combatant

The most mobile, relaxed, penetrating, hardest hitter, with counters to even more things, and with an even meaner attitude.

9. Master

The most mobile, most relaxed, most penetrating, hardest hitter, with counters to everything, and with a calm spiritual enlightened attitude.

10. Grandmaster

The least movement, most relaxed, calmest person, who does not fear death, is formless in form and beyond all technique.