Jack won Love Island last year with Dani Dyer, each taking home a £25,000 prize.
But they split up earlier this year and now Jack is on Celebs Go Dating looking for a new relationship.
So far Jack's dates haven't exactly gone to plan - and last night he received the worst score in Celebs Go Dating history.
Chatting to dating agents Paul Carrick Brunson and Anna Williamson, Jack was told: by Anna: "I’ve never seen this. Describe Jack in three words. Waste of time. Ouch!"
She added: "It’s the worst score we’ve ever had for a guy on Celebs Go Dating."
Now Anna has shared how Jack came close to quitting the show during filming.
She told the Daily Mirror newspaper: "Jack almost left the agency because he was having a bit of a hard time, and it was really tough for Jack when he first came in because he's only been known so far as going out with one person and in a relationship.
"He'd underestimated how his dating experience was, which turns out not so great, but what is really nice is that Jack has a really good story and journey with the show and I think people are going to, hopefully, enjoy seeing how far he comes."
Anna teased there were still "so many ups and downs to come" from the series, which airs Sunday-Thursdays nights on E4.
Joining them are Geordie Shore's Nathan Henry, Lady Colin Campbell, Chloe Sims, Demi Sims and Jack's former Love Island co-star Megan Barton Hanson.
Plus, this year has introduced couples counselling sessions which started this week with footballer Jermaine Pennant and his wife, glamour model Alice Goodwin.