That's an admirable goal, it definitely is a lot of fun, though I only made one season in the NBBA with no hardware to show for it with mine on my first team.
I have been working on the idea of a training pipeline, by staggering my trainees out with a new trainee every 3 seasons. Early on I have been lucky and drafted Rosado and Frazier in the right seasons, but I fear for my 3rd trainee in the pipeline I will have to rely on buying one. Still most of the work is training so it counts in my book