Several of the points that Rob brought up really ring true to me. I'm not a core member of this group, but I've been encouraged by what has been accomplished and I'm trying to assist where possible. (I even bought all the equipment and spent several days on the roof of my house and at the top of my tower trying to get online)
When I look at the node map, I see only a few people who have managed to connect to the system. They are all what I'd consider 'core members' of HamWAN. I would consider this typical, but it isn't something the typical ham is going to consider encouraging. (Why are there so few users? Is it to difficult to get online? Is it really expensive? Who am I going to talk to, nobody I know is on there?)
I believe getting your next 10 users on the air should be a goal for the group. Try to make these next 10 users spread out across the coverage area and hopefully connected to different ham radio groups. These 10 people will drive your next 50 users would be my guess. At that point people will start feeling like they should contribute to the cost of the system.
The nice thing is that getting users online shouldn't require access to mountain tops or climbing towers during the winter. Hopefully it is a low cost activity, maybe only requiring some loaner equipment or something to confirm the users can get online.
And I know someone who is on the board of the WWARA, which handles repeater coordinations....
Just my two cents....
73,
Kenny