Perhaps a dedicated BC thread on the topic, others could contribute too. I've kicked off my own version of the challenge which is to pick a particular (iconic and inspirational to me) bass player then listen to their recorded work in chronological order. I really want to hear how they developed their playing over time, what projects they contributed too and what I can learn from them.
I've kicked off with Jaco and Oteil Burbridge. It doesn't get more iconic in the bass world than Jaco, yet I've barely listened to his work. I knew some of classics like Donna Lee, Continuum, Portraits of Tracey etc but not much else. After listening to the self titled 1976 album and a few other random songs like Little Beaver's I Dig it Baby I'm surprised to hear some just damn funky grooves. Definately some songs there I'd like to transcribe some parts of.