What's so damning about that convo? Try reading that conversation with the assumption that WL is a neutral party that wants to advance its own interests:
- leak more documents(Trump tax returns)
- get more publicity(asking Trump Jr to retweet/push their stories and lead viewers to their site)
- fight allegations of partisanship(publish anti-Trump documents)
How else would you approach Donald Trump Jr in this conversation? You need to give him some reason to help you.