I am sufficiently behind that I won't try to catch up fully, and just add a couple things:
#6 - agree with JC who made two solid points - that the hole should play 280-300 for everyone; and that the vegetation should allow the golfer who goes at the green to more easily see his ball. I hit one ball at the George Cup I thought was perfect but we couldn't find it around the green. And I am not even Kevin Lynch long. During the George Cup team part, our group hit two on the green, but we couldn't be certain until we got there. I am sure this hole contributed a lot to the slow play that day.
I enjoyed that hole the most of almost any other for its pure risk-reward.
#10 - from the tees we played at the George Cup, we ended up about 230-240 out I think. I found the hole a little bit like the par 5s at Tullymore in that there was too much trouble around the green for a mere mortal to think about going at it in two. But it also somewhat discouraging to hit a huge drive, then have to hit 9 iron-wedge.
General - I struggled the most with the uphill shots; that is, knowing how many yards/clubs to add. It's an uneasiness which permeates your whole round, and frustrated me given that small misses in some cases cost multiple shots. But it also made successful shots that much more rewarding.
All in, an awesome place and an awesome course. I look forward to reading about the back nine, which is likely to be a little more controversial.
Hey Neil - glad to get some feedback from the Windy City.
#6 - I'm fairly sure the lost ball was due to the fact there was only 5 minutes of sunlight left in the day and we didn't pick through the rough around the right greenside bunker. You were definitely there (and you are just as long as I am and much more consistent).
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#10 - But you are no "mere mortal." If I'd been with you on #10, I would have caddied you into an Eagle Putt (or a Triple Bogey) - no guarantees. But I'll take a Triple Bogey long before I ever lay up with a wedge on a Par 5. If there's water between me and the hole, I'll try the Mickelson skip shot first. If you're at all adept at controlling punch shots, another alternative it to aim for the neck / speed slot and you will be amazed at how close you can get. Whether you're better at a 40-50 yard pitch vs a full wedge from the wider landing area is a decision to make, but you generally have a ground option from the speed slot (unless the pin is well right).
But, to your point, the worry you have about the risk trade-off being too high is the same concern Jim Sherma raised about trying to drive #6 (and I've already talked you into that one). I felt the same way about #10's second shot, but I think the area on the hillside left is a little more manageable and provides a reasonable "bail out" from the right chasm (and helps push balls back towards the green). Even if you get hung up on the left hillside, I'm fairly comfortable with the "chunk and run" from an awkward stance. But I suppose if I draw one of those random death lies over there I may change my tune a little, but this year was the first time I was able to get through a George Cup "Chasm Free" so I'm emboldened to keep going for it.
The one item that I forgot to mention on #10 is the lie of the fairway if you're in reachable range (which, given the speed slot and firm conditions, is further back than you think). The fairways roll quite a bit, so this can change, but generally I've noticed I'll have a slightly downhill/sidehill lie on the right side of the fairway, but a little flatter lie the more left I go.
With the chasm on the right, I want to be as far right as possible so I'm aiming away from it, but the downhill lie may bring the chasm into play. However, at the same time, it also promotes the ball flight you want if you aim at the left hillside and bring it back to the speed slot. From the left side of the fairway, I've never been comfortable going for the green in two just given the angle relative to the chasm, even though the lie is flatter.
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Being a Chicago flatlander, I understand why you may not be as acclimated to the uphill approaches. Of course, if you don't like uphill approaches with significant penalties for small misses, I'm assuming Cog Hill Dubsdread isn't among your Chicagoland favorites.