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Source: https://writers.stackexchange.com/a/44155
License name: CC BY-SA 3.0
License URL: https://creativecommons.org/licenses/by-sa/3.0/

 **tl dr**  
Before the siege focus on the planning and preparation that will need to occur. The more information the rebels have about the oncoming army the more they can do to plan their defense. During the siege focus on the efforts to deal with whatever problems are arising in a reactive way.

Before the siege if your rebels know that they will be facing a much stronger force and choose to use the town for their defense you should focus on how they plan their defense.

Do they requisition furniture from civilians to create barriers? Do they try to send out spies to infiltrate the besiegers to learn of their plan of attack? Do they have time to dig new wells to prevent water shortage? Do they gather available foods from homes to a more secure central location?

During the siege you should focus on how the arising problems affect the characters and the rebel strategy.

How do you keep troop morale up after taking significant losses in the initial defense? Is there growing resentment from the civilians that may threaten to sabotage the rebellion? How are the rebels trying to quell that? Are there rebels plotting how they will escape the town if the rebellion goes poorly? If so how do they hide their efforts from the rest of the rebellion to avoid being seen as a traitor?

Original score: 1