I would like to recommend some summer reading:
Sustainability:
Built to Last this is a great book that talks about sustainability. I would also recommend reading team 234s whitepaper on their business plan and how they manage risk.
Leadership:
I continue to find
Tribal Leadership to be one of the most useful books from a leadership perspective. this one would likely be very beneficial for some of the issues your organization is dealing with. Really good leaders treat everyone fairly. Great leaders can customize their leadership to the individual's needs. Tribal Leadership give you the tools to recognize the stage of development of the individuals and the organizations and how to push particular individuals in a direction of growth. The types of growth opportunities for each different level are drastically different, and so are the motivations. If you like audio books, Zappos sponsors a free download of the book:
http://www.zappos.com/tribal.zhtml
I believe it is missing the strategy chapter as that chapter requires some diagrams, but overall you will get a lot of the same material. I like the book as there are nice "cheat sheets" at the ends of teh chapters on different levels for how to recognize the level, what the strengths and weaknesses are, and things to say to get growth from them. Most of our kids come in as 2s or 3s, and most leave as 4s. Each year a couple that graduate will reach or approach level 5, but that getting a team to Level 4 is quite an accomplishment, and at that stage it will have a lot of momentum to sustain itself.
I have used the principles of this book to revamp our scouting program over the last 4 years to get better student leadership and engagement. It is tough to get students to scout, so instead, you have to get them to want to scout. P.S. having students take a critical eye on team performance will pay dividends in future seasons design discussions.