I think a dedicated dosimetry rotation (for at least a month) should be mandatory in residency.
There are so many important things you can learn from dosimetrists:
1. 2D plans - you should be able to plan these yourself (whole brain, palliative spine); learn how to place optimal beam angles, experiment with different beam energies to see what the dose distribution looks like, learn how to use MLCs to shape your field on DRRs
2. 3D plans - for breast you should understand calc points (what they are used for, why they are placed in certain locations), learn how to do a breast mono-isocentric setup (or whatever equivalent your institution uses); for other sites you should learn how to use basic beam modifiers (like wedges), generate appropriate beam angles to meet your dose constraints
3. IMRT plans - be familiar with general principles (optimal beam angles for common sites like prostate, how the inverse planning algorithm works, how you can place weight on different OAR variables)
Also, if your department uses different planning software you should be very familiar with each one.
By the end of my residency, I insisted on planning all 2D plans and simple 3D plans by myself. Of course, they were still subject to routine dosimetry/physics QA.