"I might have even gone ahead and tailored the memory for easier delivery for Roger assuming that he was our best option." Eli was ever a man of doing and seeking forgiveness later, if at all. Otherwise other people just seemed to muck up the works. It was better this way even sometimes with Samara, but she certainly knew the most of what he did and what he was planning. And the idea of her knowing everything, while it would take some the mystery away, certainly could be helpful.
"Mostly it will be a matter of being close enough and just removing the top." Of course there were things that would go wrong and that was where their variety of skills in regards to memory could come into play. Would the memory need to be smoothed over and require the steady hand of an obliviator even one a few years of practice or would it need the scientist who tinkered.
"One of us would still need to hold onto it until the time comes, so I suppose the question really is, do you feel lucky tonight Mrs Chambers?" Not that this would have much to do with luck or even that he believed in it at all because truly it was all about planning. Eli had done his part in recreating the memory, and to some extent he trusted her more to place it better than he might.