The Challenging Supporter
Sometimes the kindest conversations are the ones everyone else is avoiding.
The Challenging Supporter is one of the eight mentoring hats identified through our research into what makes a great mentor. It’s about combining genuine support with the confidence to challenge someone’s thinking, offer honest feedback and help them see their blind spots.
Watch the video to explore why challenge works best when it’s built on trust – and why great mentors know when this hat is the right one to wear.
The Mentoring Series
The Well-Connected Sponsor
Some of the most powerful mentoring happens outside the room. Meet the Well-Connected Sponsor, one of the eight hats great mentors wear.
Confidence Building Coach
Great mentors know when to give advice and when to create space for someone to think. Meet the Confidence-Building Coach, one of the eight hats great mentors wear.
Great Mentors Know When to Change Hats
Great mentors don’t have one favourite mentoring style. They listen, notice what’s needed and choose the right ‘hat’ for the conversation.
Great Mentors Have a Wardrobe
Great mentors don’t rely on one approach. Using the idea of different ‘hats’, we explore why effective mentoring means recognising what someone needs in the moment and adapting how you show up.
Books by Dulcie Swanston
We listen. We understand. We are confident that we can create a bespoke solution
that really adds to your bottom line.



