diff --git a/app/scripts/modules/core/src/deploymentStrategy/strategies/monitored/AdditionalFields.tsx b/app/scripts/modules/core/src/deploymentStrategy/strategies/monitored/AdditionalFields.tsx
index 05a0e1285e9..2a05e0324c6 100644
--- a/app/scripts/modules/core/src/deploymentStrategy/strategies/monitored/AdditionalFields.tsx
+++ b/app/scripts/modules/core/src/deploymentStrategy/strategies/monitored/AdditionalFields.tsx
@@ -13,8 +13,9 @@ import {
 
 export interface IMonitoredDeployCommand extends IServerGroupCommand {
   delayBeforeScaleDownSec: string;
-  rollback: {
-    onFailure: boolean;
+  failureActions: {
+    destroyInstances: boolean;
+    rollback: string;
   };
   maxRemainingAsgs: number;
   scaleDown: boolean;
@@ -25,6 +26,12 @@ export interface IMonitoredDeployCommand extends IServerGroupCommand {
   };
 }
 
+export enum RollbackType {
+  None = 'None',
+  Automatic = 'Automatic',
+  Manual = 'Manual',
+}
+
 export interface IMonitoredDeployStrategyAdditionalFieldsProps extends IDeploymentStrategyAdditionalFieldsProps {
   command: IMonitoredDeployCommand;
 }
@@ -58,7 +65,16 @@ export class AdditionalFields extends React.Component<
   };
 
   private rollbackOnFailureChange = (e: React.ChangeEvent<HTMLInputElement>) => {
-    this.props.command.rollback.onFailure = e.target.checked;
+    this.props.command.failureActions.rollback = e.target.checked ? RollbackType.Automatic : RollbackType.None;
+
+    if (this.props.command.failureActions.rollback === RollbackType.None) {
+      this.props.command.failureActions.destroyInstances = false;
+    }
+    this.forceUpdate();
+  };
+
+  private destroyFailedAsgChange = (e: React.ChangeEvent<HTMLInputElement>) => {
+    this.props.command.failureActions.destroyInstances = e.target.checked;
     this.forceUpdate();
   };
 
@@ -80,7 +96,8 @@ export class AdditionalFields extends React.Component<
   public render() {
     const { NumberList } = NgReact;
     const { command } = this.props;
-    const rollbackOnFailure = command.rollback && command.rollback.onFailure;
+    const rollbackOnFailure = command.failureActions && command.failureActions.rollback === RollbackType.Automatic;
+    const destroyFailedAsg = command.failureActions && command.failureActions.destroyInstances;
 
     return (
       <div className="form-group">
@@ -119,6 +136,17 @@ export class AdditionalFields extends React.Component<
             Rollback to previous server group if deployment fails <HelpField id="strategy.monitored.rollback" />
           </label>
         </div>
+        <div className="col-md-12 checkbox" style={{ marginTop: 0 }}>
+          <label>
+            <input
+              type="checkbox"
+              checked={destroyFailedAsg}
+              disabled={!rollbackOnFailure}
+              onChange={this.destroyFailedAsgChange}
+            />
+            Destroy the failed server group after rollback <HelpField id="strategy.monitored.destroyFailedAsg" />
+          </label>
+        </div>
         <div className="col-md-12 checkbox">
           <label>
             <input type="checkbox" checked={command.scaleDown} onChange={this.scaleDownChange} />
diff --git a/app/scripts/modules/core/src/deploymentStrategy/strategies/monitored/monitored.strategy.ts b/app/scripts/modules/core/src/deploymentStrategy/strategies/monitored/monitored.strategy.ts
index 112fbc85ced..6bdc1ee9ba2 100644
--- a/app/scripts/modules/core/src/deploymentStrategy/strategies/monitored/monitored.strategy.ts
+++ b/app/scripts/modules/core/src/deploymentStrategy/strategies/monitored/monitored.strategy.ts
@@ -1,7 +1,7 @@
 import { isEmpty, defaultsDeep } from 'lodash';
 import { DeploymentStrategyRegistry } from 'core/deploymentStrategy/deploymentStrategy.registry';
 
-import { AdditionalFields } from './AdditionalFields';
+import { AdditionalFields, RollbackType } from './AdditionalFields';
 
 DeploymentStrategyRegistry.registerStrategy({
   label: 'Monitored Deploy',
@@ -12,7 +12,10 @@ DeploymentStrategyRegistry.registerStrategy({
   AdditionalFieldsComponent: AdditionalFields,
   initializationMethod: command => {
     defaultsDeep(command, {
-      rollback: { onFailure: true },
+      failureActions: {
+        destroyInstances: false,
+        rollback: RollbackType.Automatic,
+      },
       deploymentMonitor: { id: '' },
       maxRemainingAsgs: 2,
     });
diff --git a/app/scripts/modules/core/src/help/help.contents.ts b/app/scripts/modules/core/src/help/help.contents.ts
index 889584b27b8..dd73730ea2c 100644
--- a/app/scripts/modules/core/src/help/help.contents.ts
+++ b/app/scripts/modules/core/src/help/help.contents.ts
@@ -369,6 +369,8 @@ const helpContents: { [key: string]: string } = {
     '<p>Monitored Deploy will scale up the new server group as specified by these per cent steps. After each step, the health of the new server group will be evaluated by the specified deployment monitor.</p>',
   'strategy.monitored.rollback':
     '<p>If deploy fails, disable the new server group and ensure that the previous server group is active and restored to its original capacity.</p>',
+  'strategy.monitored.destroyFailedAsg':
+    '<p>If deploy fails and rollback succeeds destroys the server group that failed the deploy instead of just disabling it.</p>',
   'loadBalancers.filter.serverGroups': `
       <p>Displays all server groups configured to use the load balancer.</p>
       <p>If the server group is configured to <em>not</em> add new instances to the load balancer, it will be grayed out.</p>`,