What would you have asked him?
I would have asked him about
What happened to your foot last season?
What do you think happened to the team last after New Year's Eve's great win against Manchester City where the team really struggled for the next month?
What was your favourite game in your Liverpool career? (and, why?)
Can you explain what happened when you nearly joined Fulham?
Why have you ended up playing as a 6 since last summer, after not playing their for the first season under Klopp?
But most importantly I would have tried to avoid coaching the answer out of him, so all he has to say is, "Yeah, [X] is great," in response. I've done that, to some extent, when I've interviewed people and I when I catch myself doing it listening back I always think... "just let them answer." The danger of course is that you get short, curt answers that don't give any insight either.
That's questions are off the top of my, so I'm sure a bunch of other stuff would come up in research. As someone else said, Jordan's not "the most dynamic of interviewees" - he's just trying keep his guard up and not drop any clangers, like most footballers. I've only ever interviewed two footballers (one currently playing) and he was really nice but fucking dull as dishwater.
Generally, I don't really think that TAW needs to interview the people who work for LFC because I don't think any of them, with the strange exception of Klopp who couches his evasions in charm, would be that interesting. Brendan Rodgers made great copy when he gave a few tactical insights, but talked a mountain of guff as well. Largely people employed by clubs talk guff.
And Robbo and (particularly) John Gibbons are two of the best contributors to the whole operation - doesn't mean their work is beyond criticism.
Anyway, something positive: I thought the membership tickets show earlier in the summer was great, because it really discussed the issue rather than just being a bunch of heads bitching that they'd just spent all day not getting the tickets they wanted because of some computer fuck-up, which it could easily have turned into.