diff --git a/module/data/activity/base-activity.mjs b/module/data/activity/base-activity.mjs
index e7af81a688..5a98b0dbc7 100644
--- a/module/data/activity/base-activity.mjs
+++ b/module/data/activity/base-activity.mjs
@@ -769,14 +769,16 @@ export default class BaseActivityData extends foundry.abstract.DataModel {
 
     const lastType = this.item.getFlag("dnd5e", `last.${this.id}.damageType.${index}`);
 
+    const options = foundry.utils.mergeObject(foundry.utils.deepClone(damage.options ?? {}), {
+      type: (damage.types.has(lastType) ? lastType : null) ?? damage.types.first(),
+      types: Array.from(damage.types),
+      properties: Array.from(this.item.system.properties ?? [])
+        .filter(p => CONFIG.DND5E.itemProperties[p]?.isPhysical)
+    }, { inplace: false });
+
     return {
       data, parts,
-      options: {
-        type: (damage.types.has(lastType) ? lastType : null) ?? damage.types.first(),
-        types: Array.from(damage.types),
-        properties: Array.from(this.item.system.properties ?? [])
-          .filter(p => CONFIG.DND5E.itemProperties[p]?.isPhysical)
-      }
+      options
     };
   }
 
diff --git a/module/data/shared/_types.mjs b/module/data/shared/_types.mjs
index 0c8b625820..c29bf9df9a 100644
--- a/module/data/shared/_types.mjs
+++ b/module/data/shared/_types.mjs
@@ -29,6 +29,7 @@
  * @property {string} bonus            Bonus added to the damage.
  * @property {Set<string>} types       One or more damage types. If multiple are selected, then the user will be able to
  *                                     select from those types.
+ * @property {object} options          Options to pass through to the damage roll.
  * @property {object} custom
  * @property {boolean} custom.enabled  Should the custom formula be used?
  * @property {string} custom.formula   Custom damage formula.
diff --git a/module/data/shared/damage-field.mjs b/module/data/shared/damage-field.mjs
index 0b80fd9652..16e3e6e494 100644
--- a/module/data/shared/damage-field.mjs
+++ b/module/data/shared/damage-field.mjs
@@ -1,7 +1,8 @@
 import Scaling from "../../documents/scaling.mjs";
 import FormulaField from "../fields/formula-field.mjs";
 
-const { BooleanField, EmbeddedDataField, NumberField, SchemaField, SetField, StringField } = foundry.data.fields;
+const { BooleanField, EmbeddedDataField, NumberField, ObjectField, SchemaField, SetField, StringField } =
+  foundry.data.fields;
 
 /**
  * Field for storing damage data.
@@ -30,6 +31,7 @@ export class DamageData extends foundry.abstract.DataModel {
       denomination: new NumberField({ min: 0, integer: true }),
       bonus: new FormulaField(),
       types: new SetField(new StringField()),
+      options: new ObjectField(),
       custom: new SchemaField({
         enabled: new BooleanField(),
         formula: new FormulaField()
diff --git a/module/dice/_types.mjs b/module/dice/_types.mjs
index 009c2d6c0a..bc125ae54c 100644
--- a/module/dice/_types.mjs
+++ b/module/dice/_types.mjs
@@ -122,6 +122,8 @@
  *
  * @typedef {BasicRollOptions} DamageRollOptions
  * @property {boolean} [isCritical]                    Should critical damage be calculated for this roll?
+ * @property {boolean} [maximize]                      Maximize dice results when evaluating this roll?
+ * @property {boolean} [minimize]                      Minimize dice results when evaluating this roll?
  * @property {CriticalDamageConfiguration} [critical]  Critical configuration for this roll.
  * @property {string[]} [properties]                   Physical properties of the source (e.g. magical, silvered).
  * @property {string} [type]                           Type of damage represented.
diff --git a/module/dice/damage-roll.mjs b/module/dice/damage-roll.mjs
index ca36f97c88..e4e8de4835 100644
--- a/module/dice/damage-roll.mjs
+++ b/module/dice/damage-roll.mjs
@@ -89,6 +89,36 @@ export default class DamageRoll extends BasicRoll {
     return this.options.isCritical === true;
   }
 
+  /* -------------------------------------------- */
+  /*  Evaluate Methods                            */
+  /* -------------------------------------------- */
+
+  /** @inheritDoc */
+  async evaluate(options={}) {
+    options = this._prepareEvaluationOptions(options);
+    return super.evaluate(options);
+  }
+
+  /* -------------------------------------------- */
+
+  /** @inheritDoc */
+  evaluateSync(options={}) {
+    options = this._prepareEvaluationOptions(options);
+    return super.evaluateSync(options);
+  }
+
+  /* -------------------------------------------- */
+
+  /**
+   * Merge roll-level evaluation options into the explicit evaluation options.
+   * @param {object} [options={}]  Evaluation options.
+   * @returns {object}
+   * @protected
+   */
+  _prepareEvaluationOptions(options={}) {
+    return foundry.utils.mergeObject(this.options, options, { inplace: false });
+  }
+
   /* -------------------------------------------- */
   /*  Roll Configuration                          */
   /* -------------------------------------------- */
@@ -159,6 +189,7 @@ export default class DamageRoll extends BasicRoll {
    */
   configureDamage({ critical={} }={}) {
     critical = foundry.utils.mergeObject(critical, this.options.critical ?? {}, { inplace: false });
+    const allowCritical = critical.allow !== false;
 
     // Remove previous critical bonus damage
     this.terms = this.terms.filter(t => !t.options.criticalBonusDamage && !t.options.criticalFlatBonus);
@@ -174,7 +205,7 @@ export default class DamageRoll extends BasicRoll {
         }
         term.options.baseNumber = term.options.baseNumber ?? term.number; // Reset back
         term.number = term.options.baseNumber;
-        if ( this.isCritical ) {
+        if ( this.isCritical && allowCritical ) {
           let cm = critical.multiplier ?? 2;
 
           // Powerful critical - maximize damage and reduce the multiplier by 1
@@ -199,7 +230,7 @@ export default class DamageRoll extends BasicRoll {
         if ( critical.multiplyNumeric ) {
           term.options.baseNumber = term.options.baseNumber ?? term.number; // Reset back
           term.number = term.options.baseNumber;
-          if ( this.isCritical ) {
+          if ( this.isCritical && allowCritical ) {
             term.number *= (critical.multiplier ?? 2);
             term.options.critical = true;
           }
@@ -216,7 +247,7 @@ export default class DamageRoll extends BasicRoll {
     }
 
     // Add extra critical damage term
-    if ( this.isCritical && critical.bonusDamage ) {
+    if ( this.isCritical && allowCritical && critical.bonusDamage ) {
       let extraTerms = new Roll(critical.bonusDamage, this.data).terms;
       if ( !(extraTerms[0] instanceof OperatorTerm) ) extraTerms.unshift(new OperatorTerm({ operator: "+" }));
       extraTerms.forEach(t => t.options.criticalBonusDamage = true);