Since Cardano uses a multi-address model for most of its wallets, it would be nice if I could simply provide cointracker with my stake key to import all wallets and their transactions associated with it.

from here you can see all addresses associated with the stake key, which should be enough to import all 67 (at time of writing) associated wallets as well as staking rewards instead of having to manually enter them all and import the staking rewards as a csv which has the unfortunate consequence of over counting my ADA, because the staking rewards are treated as a separate wallet.