Something that I personally struggle with is "messaging",
If a 'Brand Strategist' comes on board to help us with this, I would expect them to really help me with the right storytelling for my brand, so I can come up with the right messaging, which in return will help us design the right brand as well.
So, the question I would ask is, would you be able to strategise the brand message into a story that the customers can resonate with and create a lifelong relationship with the brand itself.