Oh this series must have been a repeat - I saw this some months ago, and absolutely loved it.
It's a while now, so I would have struggled to remember all of the entrants without the prompts in this thread, but yes, that Cleo Laine portrait took my breath away. He captured the very essence of her, so much more than just her physical image.
And the young artist with the distinctive style of painting two images in one - I hope he has a successful future, he was so original. I loved his painting of Courtney Pine.
I remember the original series included an episode showing Duncan Shoosmith talking to Tom Jones, making working sketches and so on, ending with the unveiling of the portrait, which was magnificent!