Kanan from Padawan to Master - What Could he have Learned?

Kanan Jarrus, also known as Caleb Dume, was the Padawan to Depa Billaba, who was the Padawan to Mace Windu. Depa Billaba was killed by clones during Order 66. Part of me is wondering how far Kanan would've gone as a Jedi had he continued his tutelage under his master and whether or not Windu would've taken Kanan under his wing as well.

Windu is most notable for his dueling abilities in vapaad. These abilities were passed on to Billaba. I have to wonder how Kanan would have gotten along with Windu and if Windu and Billaba would've eventually trained Kanan in vapaad (had Order 66 not happened when it did). If Billaba and Kanan were older and both masters of vapaad at the time of Order 66, would they both have been killed by the clones? Would they have survived?

What are your thoughts?