Have you considered....

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Where can I go/where do I start, or who do I talk to, to get the information I think I need to know?  What process do I follow, how do they differ?  
What is my existing plan that I am to update? Are current issues on the table being addressed under the existing plan? 

What is available now to plan?  What is yet needed to plan how we want. What will it take to get what we need to plan? 

What was the primary purpose and orientation of the original plan. Is this different from the current purpose? 

Does the plan contain significant biases, misrepresentations of facts for specific purposes, or other problems that limit its current applicability. 

How does the current factual description of my town or city deviate or not deviate from that envisioned by the plan that we intend to update? Where, spatially, was the plan implemented, where not, and why? A related question is: how have things changed in my area, or how do I expect them to change as a result of new realities that were not present when the previous plan was created by other citizen planners at an earlier time. 
What is a current factual description of my area? Its land, land use, natural and biological resources, water resources, cultural resources, economic status, demographics, etc. 

What "elements" should be included in a plan? Why are those elements important or why are they included? How are those elements dealt with now with current policy? How are those elements enforced? Who is responsible for enforcing the elements in a community plan? Are they enforceable? If not what can we do to make it enforceable? 

What trends, models, scenarios, and impact analyses would I like projected into the future? How far into the future? Population, housing, employment, demographic trends, land use, schools, transportation 

What factual descriptions do I need or want, that may require the development of "new data bases"? Who will provide this data and who will bear the costs?

What are the views and opinions of residents whom I represent? What do they most value in terms of the current landscape, and how would they like to see change guided by an updated plan in a manner that reflects their values and what they want for the future of the environment where their children might live, work and play? Is there an immediate feedback mechanism for me?  How will this be collected? What if I want to know what my neighbor is thinking, or others in my community. Will there be some type of "Community Bulletin Board?"
We can update a plan that expresses what we want to happen, but what direct legal authority do we have to make the plan a reality? Where we do not have direct legal authority, or limited legal authority, what informational needs do we have that would be useful in persuading other units of government to work with us to implement our updated plan? Who is responsible? Who has the power to plan and then implement plans? What role does the state, county, and townships have in the planning process? Can those roles be changed or tweaked?
There are many possible plan updates or scenarios we might advocate. What would be the impacts of alternative plans on land and water resources, natural and biological resources, economic conditions, social and cultural conditions, transportation, and aesthetic values using the best available predictive models. How can I best understand and visual these impacts in a way that resonates with the town board or City Council?  There are many possible plan updates or scenarios we might advocate. How do we choose these scenarios? What would be the impacts of alternative plans on land and water resources, economic and fiscal conditions, social and cultural conditions, public services, transportation, housing and aesthetics, using the best available predictive models. What kind of impacts will this plan have vs. another plan?  Who prepares these "visuals?" 

What happens if we remain at status quo? What would happen if I did nothing? What are we planning for? More people? More efficient streets? Maintain farmlands? Environmental quality? Who decides what we are planning for? How do I voice opinion? What happens to my opinion? 

What are examples of other plans that have been developed by other citizen planners in other jurisdictions? How do I get access to those plans so that I can evaluate them, and consider their possible application in my area?  What would happen if I did nothing?
What are possible plan implementation mechanisms? Where do I go to learn about the possibilities? How do I learn about the advantages and disadvantages of these various mechanisms, where they have worked or not worked?
How can available information, and other communities' experiences, be used to plan "smart growth"? What are their attributes of policies that foster desired economic and commercial growth while proving more sustainable in terms of impacts on natural and biological resources, and maintaining the high quality of life.