Thank you for the kinds words and assistance. I've sent him (also named Steven) a link to this thread and encouraged him to join! I'm not sure how active he is on internet forums (some people just aren't that type) so I'm bridging the gap here to get him started.
To answer a few of the questions that came up, the mission is primarily 2-up cross country flights (200-800NM) between paved airports with services and IAPS, at least 2,500 feet long, in the mountain west. Occasionally there would be 4 on board. He is upgrading from a late-model DA40 which is acceptable, but is just too slow and has limited dispatch capabilities during the shoulder seasons. It just isn't a great IFR performer. The Acclaim is one of a few possibilities that's in the late-model G1000/GFC700/FIKI go-fast piston category he is targeting. Of course he's also examining the SR22 and BE36. Although less likely, The Matrix/PA46 series is also not off the table.
Joe - I don't think it's likely he'll get to NorCal in the next week, but if you're open to it perhaps we can arrange something at a later date, even if that requires traveling to Denver. How does this sound?
I'm also going to drag him to Oshkosh this year to fill any remaining gaps.
Thanks for the input folks, it sounds like you have a great community here.