When the cybersecurity issue was raised, he should have gone after that related to her email recklessness, and also that of the DNC.
Some comment was made about (can’t remember details) about Trump refusing (years ago?) to hire pregnant women, and this might have been an opening to say that there are different laws in place now, somehow transition to abortion is not the solution.
In general, he needed to somehow inject Benghazi and the lies related to it. He needed to talk less about himself and his success, and more about the stains on her record.
Just my opinion.
He probably should just to cover his bases but most people that are voting for Clinton have factored in the trust issues. They know she is slimy and could either not care or believe that Trump is more unreliable.
He had a great opportunity with cyber-security, to note how knowledgeable Hillary is on how to secure sensitive information, how her IT crew uses cyber tools to wipe servers to keep that information private, and how to not divulge anything under questioning. “She’s a pro at that.”
As far as talking about himself, yes, a lot less. But in particular, he needs to get off of defense.
I learned long ago that a tactic that guilty people (Hitlery, media co-conspirators) use is to attack, attack, attack. This way they can keep the other party playing defense and run out the clock and avoid answering any questions about their own criminal behavior. This deflects attention away from their many gigantic flaws and focuses attention on the other person’s small ones.