diff --git a/web/src/admin/applications/ApplicationForm.ts b/web/src/admin/applications/ApplicationForm.ts
index a8300e44d..426d618aa 100644
--- a/web/src/admin/applications/ApplicationForm.ts
+++ b/web/src/admin/applications/ApplicationForm.ts
@@ -60,7 +60,7 @@ export class ApplicationForm extends ModelForm<Application, string> {
             });
         }
         const c = await config();
-        if (c.capabilities.includes(CapabilitiesEnum.SaveMedia)) {
+        if (c.capabilities.includes(CapabilitiesEnum.CanSaveMedia)) {
             const icon = this.getFormFiles()["metaIcon"];
             if (icon || this.clearIcon) {
                 await new CoreApi(DEFAULT_CONFIG).coreApplicationsSetIconCreate({
@@ -195,7 +195,7 @@ export class ApplicationForm extends ModelForm<Application, string> {
                             ${t`If checked, the launch URL will open in a new browser tab or window from the user's application library.`}
                         </p>
                     </ak-form-element-horizontal>
-                    ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.SaveMedia)
+                    ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.CanSaveMedia)
                         ? html`<ak-form-element-horizontal label=${t`Icon`} name="metaIcon">
                                   <input type="file" value="" class="pf-c-form-control" />
                                   ${this.instance?.metaIcon
diff --git a/web/src/admin/flows/FlowForm.ts b/web/src/admin/flows/FlowForm.ts
index 8d7740dc1..bd56e4fb4 100644
--- a/web/src/admin/flows/FlowForm.ts
+++ b/web/src/admin/flows/FlowForm.ts
@@ -56,7 +56,7 @@ export class FlowForm extends ModelForm<Flow, string> {
             });
         }
         const c = await config();
-        if (c.capabilities.includes(CapabilitiesEnum.SaveMedia)) {
+        if (c.capabilities.includes(CapabilitiesEnum.CanSaveMedia)) {
             const icon = this.getFormFiles()["background"];
             if (icon || this.clearBackground) {
                 await new FlowsApi(DEFAULT_CONFIG).flowsInstancesSetBackgroundCreate({
@@ -315,7 +315,7 @@ export class FlowForm extends ModelForm<Flow, string> {
                             </option>
                         </select>
                     </ak-form-element-horizontal>
-                    ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.SaveMedia)
+                    ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.CanSaveMedia)
                         ? html`<ak-form-element-horizontal label=${t`Background`} name="background">
                                   <input type="file" value="" class="pf-c-form-control" />
                                   ${this.instance?.background
diff --git a/web/src/admin/sources/oauth/OAuthSourceForm.ts b/web/src/admin/sources/oauth/OAuthSourceForm.ts
index ac4fb496a..4076d4c23 100644
--- a/web/src/admin/sources/oauth/OAuthSourceForm.ts
+++ b/web/src/admin/sources/oauth/OAuthSourceForm.ts
@@ -87,7 +87,7 @@ export class OAuthSourceForm extends ModelForm<OAuthSource, string> {
             });
         }
         const c = await config();
-        if (c.capabilities.includes(CapabilitiesEnum.SaveMedia)) {
+        if (c.capabilities.includes(CapabilitiesEnum.CanSaveMedia)) {
             const icon = this.getFormFiles()["icon"];
             if (icon || this.clearIcon) {
                 await new SourcesApi(DEFAULT_CONFIG).sourcesAllSetIconCreate({
@@ -315,7 +315,7 @@ export class OAuthSourceForm extends ModelForm<OAuthSource, string> {
                     ${t`Path template for users created. Use placeholders like \`%(slug)s\` to insert the source slug.`}
                 </p>
             </ak-form-element-horizontal>
-            ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.SaveMedia)
+            ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.CanSaveMedia)
                 ? html`<ak-form-element-horizontal label=${t`Icon`} name="icon">
                           <input type="file" value="" class="pf-c-form-control" />
                           ${this.instance?.icon
diff --git a/web/src/admin/sources/plex/PlexSourceForm.ts b/web/src/admin/sources/plex/PlexSourceForm.ts
index b159b1dee..9fd26443e 100644
--- a/web/src/admin/sources/plex/PlexSourceForm.ts
+++ b/web/src/admin/sources/plex/PlexSourceForm.ts
@@ -77,7 +77,7 @@ export class PlexSourceForm extends ModelForm<PlexSource, string> {
             });
         }
         const c = await config();
-        if (c.capabilities.includes(CapabilitiesEnum.SaveMedia)) {
+        if (c.capabilities.includes(CapabilitiesEnum.CanSaveMedia)) {
             const icon = this.getFormFiles()["icon"];
             if (icon || this.clearIcon) {
                 await new SourcesApi(DEFAULT_CONFIG).sourcesAllSetIconCreate({
@@ -267,7 +267,7 @@ export class PlexSourceForm extends ModelForm<PlexSource, string> {
                     ${t`Path template for users created. Use placeholders like \`%(slug)s\` to insert the source slug.`}
                 </p>
             </ak-form-element-horizontal>
-            ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.SaveMedia)
+            ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.CanSaveMedia)
                 ? html`<ak-form-element-horizontal label=${t`Icon`} name="icon">
                           <input type="file" value="" class="pf-c-form-control" />
                           ${this.instance?.icon
diff --git a/web/src/admin/sources/saml/SAMLSourceForm.ts b/web/src/admin/sources/saml/SAMLSourceForm.ts
index 846698025..f4db22596 100644
--- a/web/src/admin/sources/saml/SAMLSourceForm.ts
+++ b/web/src/admin/sources/saml/SAMLSourceForm.ts
@@ -65,7 +65,7 @@ export class SAMLSourceForm extends ModelForm<SAMLSource, string> {
             });
         }
         const c = await config();
-        if (c.capabilities.includes(CapabilitiesEnum.SaveMedia)) {
+        if (c.capabilities.includes(CapabilitiesEnum.CanSaveMedia)) {
             const icon = this.getFormFiles()["icon"];
             if (icon || this.clearIcon) {
                 await new SourcesApi(DEFAULT_CONFIG).sourcesAllSetIconCreate({
@@ -161,7 +161,7 @@ export class SAMLSourceForm extends ModelForm<SAMLSource, string> {
                     </option>
                 </select>
             </ak-form-element-horizontal>
-            ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.SaveMedia)
+            ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.CanSaveMedia)
                 ? html`<ak-form-element-horizontal label=${t`Icon`} name="icon">
                           <input type="file" value="" class="pf-c-form-control" />
                           ${this.instance?.icon
diff --git a/web/src/admin/users/RelatedUserList.ts b/web/src/admin/users/RelatedUserList.ts
index d606e8a2b..8de713522 100644
--- a/web/src/admin/users/RelatedUserList.ts
+++ b/web/src/admin/users/RelatedUserList.ts
@@ -191,7 +191,7 @@ export class RelatedUserList extends Table<User> {
                         <i class="fas fa-edit"></i>
                     </button>
                 </ak-forms-modal>
-                ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.Impersonate)
+                ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.CanImpersonate)
                     ? html`
                           <a
                               class="pf-c-button pf-m-tertiary"
diff --git a/web/src/admin/users/UserListPage.ts b/web/src/admin/users/UserListPage.ts
index c19acbdee..216fe68b1 100644
--- a/web/src/admin/users/UserListPage.ts
+++ b/web/src/admin/users/UserListPage.ts
@@ -149,7 +149,7 @@ export class UserListPage extends TablePage<User> {
                         <i class="fas fa-edit"></i>
                     </button>
                 </ak-forms-modal>
-                ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.Impersonate)
+                ${rootInterface()?.config?.capabilities.includes(CapabilitiesEnum.CanImpersonate)
                     ? html`
                           <a
                               class="pf-c-button pf-m-tertiary"
diff --git a/web/src/admin/users/UserViewPage.ts b/web/src/admin/users/UserViewPage.ts
index b32cecc09..dfd2c5f2d 100644
--- a/web/src/admin/users/UserViewPage.ts
+++ b/web/src/admin/users/UserViewPage.ts
@@ -197,7 +197,7 @@ export class UserViewPage extends AKElement {
                             </ak-forms-modal>
                         </div>
                         ${rootInterface()?.config?.capabilities.includes(
-                            CapabilitiesEnum.Impersonate,
+                            CapabilitiesEnum.CanImpersonate,
                         )
                             ? html`
                                   <div class="pf-c-card__footer">
diff --git a/web/src/flow/stages/prompt/PromptStage.ts b/web/src/flow/stages/prompt/PromptStage.ts
index 82af6e88c..4eb456b50 100644
--- a/web/src/flow/stages/prompt/PromptStage.ts
+++ b/web/src/flow/stages/prompt/PromptStage.ts
@@ -193,7 +193,7 @@ export class PromptStage extends BaseStage<PromptChallenge, PromptChallengeRespo
                         // Only show debug locale if debug mode is enabled
                         if (locale.code === "debug") {
                             return rootInterface()?.config?.capabilities.includes(
-                                CapabilitiesEnum.Debug,
+                                CapabilitiesEnum.CanDebug,
                             );
                         }
                         return true;