About 4 years ago, I had a meeting with the COBE and the CO regarding 1975, 1935, 1914 and other subjects.
The CO was very-well briefed by the COBE so he'd arrived my home with a thick stack of paper divided into about 25 stapled-together sections. I gasped for a second as the sight of all that paper was overwhelming and I hadn't a clue what it was all about (at first).
Cutting to chase...
When the CO finally started reading these papers to me, I immediately realized that these were all Watchtower articles that I had already read from the Watchtower Library CD (and quite recently)! Each time he started reading off one of his "booklets", I'd reply: "I read that already". He'd then get flustered and starts reading another one, to which I'd reply: "I read that one also".
Before long, he ran out of ammunition and I'd fill the awkward silence with information I had read from the Proclaimers book. His reaction? He sighs, looks over at the COBE as if to say 'don't just sit there, say something' then he started flipping through his Reasoning book. I mean this CO had lost control of the situation and it became plainly obvious that he was ill-prepared to address my concerns.
He then looks at me and says: "I'll be honest. I've been so busy over the past 9 years and I've been meaning to read the Proclaimers book, but I just never had the time." He even took the opportunity to emphasize the importance of setting aside sufficient time for "personal study". He asked me if we could meet again and I said "of course". But when the time came to meet again (about 8 months later), it was too late. I was already out mentally and physically.
Poor guy. I actually felt sorry for him. He meant well. But, in the end, he realized it wasn't his usual walk in the park where he could just read off some WT rag articles and call it a day... I just wonder how many COs are as ill-prepared as this one and how much time they actually have for "personal study"...
So anyways..... I say go for it! Tell him What's the worse that could happen?