He has made similar comments over the last month or so. I can remember him describing this year's draft as "complicated" in a previous interview. Reading his comments though, I don't think that he is saying much that is different to your comments above. He talks about depth in the first round but states that some of those players have question marks. Our second pick is outside the top 30, so the worry would be that the talent pool will be drained by then, given also that several players have already been taken out of the pool through Miin-drafts and Zone Selections and trades.
It is also evident from the way Jackson and his team have approached the last few drafts is that they adopt a much different approach to the way that some other clubs may go about things. It is obvious that they use a number of filters to reduce the options which are acceptable to them. Last season, for example, he talked about looking for kicking skills, competitiveness and character. Once they apply these filters, there may only be 10-20 players that they are targetting all-up but three of their picks are outside the top 30, making their strategy problematic at best. It means that they are well-and-truly at the mercy of how the other clubs choose and this is what makes the draft "difficult" and "complicated" from their point of view.
I doubt that Jackson looks at the draft and says: "These are the best 9 players so we will get at least one of them" and goes to sleep a happy chappie evry night until the Draft. He is more likely to take the view that: "These are the players who are likely to go in the first 10, we know we have no chance of getting the first three and we are only interested in three others. God, I hope one of them lasts to our pick. " If those six players are all gone by pick 9, he is more likely to draft the next name on his list, rather than take one of the sliders, who he has already put a line through because they have been rejected by one or more of the filters.
Not saying I agree with this approach but it is what it is.