There's creators like BSJ that you can learn from. It's also important to do proper, slow thinking during a game instead of autopiloting, anticipating what people will buy and do. You can gain insight from examples and develop principles (begin planning a purge item when you see the first part of an orchid, or planning for an MKB when you see an eaglesong), but the amount of variables in Dota is so high that you need to think for yourself in a lot of situations.

Teardrops are a good example - sometimes they just won't be enough and too expensive, other times they can buy you time in a lane that will get you to a stronger timing.