Most teams have one or two unfavorable or underperforming contracts, contending or otherwise.And most teams that have high end young talent aren't contenders against the cap. Broberg wanted out and did what he could to get out. Holloway wanted to stay but made his choice. Most teams that are contending also don't have a poison pill like the Nurse contract. But keep on keeping on.
I'm not sure what you meant by your first sentence though. High end as in primary point producers? Broberg and Holloway were middle of the lineup pieces who could've easily been integrated into a competitive roster.
You avoid the Broberg trade request by moving Kulak after the Vegas series. It was always the right move.