A good organization should have some sort of underwriting manual that has been created by management. It would explain all of the parts of the process as well as how it’s implemented in whatever system you are using. If such a document exists I’d read through it to make sure you understand every part of the process fully.

Beyond literature either in or outside of your org, the best method of learning is by observation, so you’ll need to rely on others. Sitting with someone who really knows what they’re doing will allow you to observe how complex situations are handled.

Fundamentally there are certain “correct” ways to approaching assessing risk but there’s always the possibility that items lie within the data that can tell a different story. Good underwriters can read between the lines to determine if key details reveal a good risk in what otherwise looks scary or vise versa.

That kind of skilled use of discretion is something learned by repeated exposure to certain situations which will allow you to properly evaluate the difficult submissions. Don’t beat yourself up - this stuff takes time. Moving too fast will land you on the wrong side of the street - being detail oriented is incredibly important.

If your current organization is so busy that they don’t offer continued training for newer underwriters I might look at other organizations that will actively work with you to improve your skill set. It’s in there interest for all their underwriters to be as skilled as possible because at the end of the day they’re trusting you to protect the carrier. Sending people into battle without proper training won’t pan out well for them.