diff --git a/apps/browser/src/autofill/popup/settings/autofill.component.html b/apps/browser/src/autofill/popup/settings/autofill.component.html
index aa9c8648885..543c7482bf7 100644
--- a/apps/browser/src/autofill/popup/settings/autofill.component.html
+++ b/apps/browser/src/autofill/popup/settings/autofill.component.html
@@ -262,10 +262,15 @@
                 *ngFor="let option of uriMatchOptions"
                 [label]="option.name"
                 [value]="option.value"
+                [disabled]="option.disabled"
               ></bit-option>
             </bit-select>
-            <bit-hint class="tw-text-sm" id="defaultUriMatchHelp">
-              {{ "defaultUriMatchDetectionDesc" | i18n }}
+            <bit-hint *ngIf="getMatchHints() as hints">
+              {{ hints[0] | i18n }}
+              <ng-container *ngIf="hints.length > 1">
+                <b>{{ "warningCapitalized" | i18n }}:</b>
+                {{ hints[1] | i18n }}
+              </ng-container>
             </bit-hint>
           </bit-form-field>
         </bit-card>
diff --git a/apps/browser/src/autofill/popup/settings/autofill.component.ts b/apps/browser/src/autofill/popup/settings/autofill.component.ts
index 852b79cad1d..19afb903cb8 100644
--- a/apps/browser/src/autofill/popup/settings/autofill.component.ts
+++ b/apps/browser/src/autofill/popup/settings/autofill.component.ts
@@ -11,7 +11,17 @@ import {
   ReactiveFormsModule,
 } from "@angular/forms";
 import { RouterModule } from "@angular/router";
-import { filter, firstValueFrom, map, Observable, shareReplay, switchMap } from "rxjs";
+import {
+  concatMap,
+  filter,
+  firstValueFrom,
+  map,
+  Observable,
+  pairwise,
+  shareReplay,
+  startWith,
+  switchMap,
+} from "rxjs";
 
 import { JslibModule } from "@bitwarden/angular/jslib.module";
 import { NudgesService, NudgeType } from "@bitwarden/angular/vault";
@@ -59,6 +69,7 @@ import {
   SelectModule,
   TypographyModule,
 } from "@bitwarden/components";
+import { AdvancedUriOptionDialogComponent } from "@bitwarden/vault";
 
 import { AutofillBrowserSettingsService } from "../../../autofill/services/autofill-browser-settings.service";
 import { BrowserApi } from "../../../platform/browser/browser-api";
@@ -131,6 +142,7 @@ export class AutofillComponent implements OnInit {
     defaultUriMatch: new FormControl(),
   });
 
+  advancedOptionWarningMap: Partial<Record<UriMatchStrategySetting, string>>;
   enableAutofillOnPageLoad: boolean = false;
   enableInlineMenu: boolean = false;
   enableInlineMenuOnIconSelect: boolean = false;
@@ -143,7 +155,7 @@ export class AutofillComponent implements OnInit {
   clearClipboard: ClearClipboardDelaySetting;
   clearClipboardOptions: { name: string; value: ClearClipboardDelaySetting }[];
   defaultUriMatch: UriMatchStrategySetting = UriMatchStrategy.Domain;
-  uriMatchOptions: { name: string; value: UriMatchStrategySetting }[];
+  uriMatchOptions: { name: string; value: UriMatchStrategySetting; disabled?: boolean }[];
   showCardsCurrentTab: boolean = true;
   showIdentitiesCurrentTab: boolean = true;
   autofillKeyboardHelperText: string;
@@ -181,11 +193,16 @@ export class AutofillComponent implements OnInit {
     this.uriMatchOptions = [
       { name: i18nService.t("baseDomainOptionRecommended"), value: UriMatchStrategy.Domain },
       { name: i18nService.t("host"), value: UriMatchStrategy.Host },
-      { name: i18nService.t("startsWith"), value: UriMatchStrategy.StartsWith },
-      { name: i18nService.t("regEx"), value: UriMatchStrategy.RegularExpression },
       { name: i18nService.t("exact"), value: UriMatchStrategy.Exact },
       { name: i18nService.t("never"), value: UriMatchStrategy.Never },
+      { name: this.i18nService.t("uriAdvancedOption"), value: null, disabled: true },
+      { name: i18nService.t("startsWith"), value: UriMatchStrategy.StartsWith },
+      { name: i18nService.t("regEx"), value: UriMatchStrategy.RegularExpression },
     ];
+    this.advancedOptionWarningMap = {
+      [UriMatchStrategy.StartsWith]: "startsWithAdvancedOptionWarning",
+      [UriMatchStrategy.RegularExpression]: "regExAdvancedOptionWarning",
+    };
 
     this.browserClientVendor = BrowserApi.getBrowserClientVendor(window);
     this.disablePasswordManagerURI = DisablePasswordManagerUris[this.browserClientVendor];
@@ -319,10 +336,13 @@ export class AutofillComponent implements OnInit {
       });
 
     this.additionalOptionsForm.controls.defaultUriMatch.valueChanges
-      .pipe(takeUntilDestroyed(this.destroyRef))
-      .subscribe((value) => {
-        void this.domainSettingsService.setDefaultUriMatchStrategy(value);
-      });
+      .pipe(
+        startWith(this.defaultUriMatch),
+        pairwise(),
+        concatMap(([previous, current]) => this.handleAdvancedMatch(previous, current)),
+        takeUntilDestroyed(this.destroyRef),
+      )
+      .subscribe();
 
     const command = await this.platformUtilsService.getAutofillKeyboardShortcut();
     await this.setAutofillKeyboardHelperText(command);
@@ -510,6 +530,29 @@ export class AutofillComponent implements OnInit {
     await this.updateDefaultBrowserAutofillDisabled();
   };
 
+  private async handleAdvancedMatch(
+    previous: UriMatchStrategySetting | null,
+    current: UriMatchStrategySetting | null,
+  ): Promise<void> {
+    const valueChange = previous !== current;
+    const isAdvanced =
+      current === UriMatchStrategy.StartsWith || current === UriMatchStrategy.RegularExpression;
+    if (!valueChange || !isAdvanced) {
+      return await this.domainSettingsService.setDefaultUriMatchStrategy(current);
+    }
+    AdvancedUriOptionDialogComponent.open(this.dialogService, {
+      contentKey: this.advancedOptionWarningMap[current],
+      onContinue: async () => {
+        this.additionalOptionsForm.controls.defaultUriMatch.setValue(current);
+        await this.domainSettingsService.setDefaultUriMatchStrategy(current);
+      },
+      onCancel: async () => {
+        this.additionalOptionsForm.controls.defaultUriMatch.setValue(previous);
+        await this.domainSettingsService.setDefaultUriMatchStrategy(previous);
+      },
+    });
+  }
+
   async privacyPermissionGranted(): Promise<boolean> {
     return await BrowserApi.permissionsGranted(["privacy"]);
   }
@@ -529,4 +572,17 @@ export class AutofillComponent implements OnInit {
   async updateShowInlineMenuIdentities() {
     await this.autofillSettingsService.setShowInlineMenuIdentities(this.showInlineMenuIdentities);
   }
+
+  getMatchHints() {
+    const hints = ["uriMatchDefaultStrategyHint"];
+    const strategy = this.additionalOptionsForm.get("defaultUriMatch")
+      ?.value as UriMatchStrategySetting;
+    if (
+      strategy === UriMatchStrategy.StartsWith ||
+      strategy === UriMatchStrategy.RegularExpression
+    ) {
+      hints.push(this.advancedOptionWarningMap[strategy]);
+    }
+    return hints;
+  }
 }
diff --git a/apps/desktop/src/locales/en/messages.json b/apps/desktop/src/locales/en/messages.json
index a139c0c712c..881d30bd171 100644
--- a/apps/desktop/src/locales/en/messages.json
+++ b/apps/desktop/src/locales/en/messages.json
@@ -3565,6 +3565,14 @@
   "uriMatchWarningDialogLink": {
     "message": "More about match detection",
     "description": "Link to match detection docs on warning dialog for advance match strategy"
+  },
+   "uriAdvancedOption":{
+    "message": "Advanced options",
+    "description": "Advanced option placeholder for uri option component"
+  },
+   "warningCapitalized": {
+    "message": "Warning",
+    "description": "Warning (should maintain locale-relevant capitalization)"
   },
   "success": {
     "message": "Success"
diff --git a/apps/web/src/locales/en/messages.json b/apps/web/src/locales/en/messages.json
index 9150028f4d6..b272dc32e3b 100644
--- a/apps/web/src/locales/en/messages.json
+++ b/apps/web/src/locales/en/messages.json
@@ -8941,6 +8941,14 @@
   "uriMatchWarningDialogLink": {
     "message": "More about match detection",
     "description": "Link to match detection docs on warning dialog for advance match strategy"
+  },
+   "uriAdvancedOption":{
+    "message": "Advanced options",
+    "description": "Advanced option placeholder for uri option component"
+  },
+   "warningCapitalized": {
+    "message": "Warning",
+    "description": "Warning (should maintain locale-relevant capitalization)"
   },
   "maintainYourSubscription": {
     "message": "To maintain your subscription for $ORG$, ",
diff --git a/libs/vault/src/cipher-form/components/autofill-options/advanced-uri-option-dialog.component.html b/libs/vault/src/cipher-form/components/autofill-options/advanced-uri-option-dialog.component.html
index 627989a3397..6c792d240df 100644
--- a/libs/vault/src/cipher-form/components/autofill-options/advanced-uri-option-dialog.component.html
+++ b/libs/vault/src/cipher-form/components/autofill-options/advanced-uri-option-dialog.component.html
@@ -7,8 +7,8 @@
   <span bitDialogTitle>
     {{ "warningCapitalized" | i18n }}
   </span>
-  <div bitDialogContent>
-    <p>
+  <div bitDialogContent class="tw-mb-1">
+    <p class="tw-mb-1 tw-hyphens-none">
       {{ contentKey | i18n }}
       <br />
       <button bitLink type="button" linkType="primary" (click)="openLink($event)">
diff --git a/libs/vault/src/cipher-form/index.ts b/libs/vault/src/cipher-form/index.ts
index 0172733b682..37eda4a48b0 100644
--- a/libs/vault/src/cipher-form/index.ts
+++ b/libs/vault/src/cipher-form/index.ts
@@ -11,3 +11,4 @@ export { DefaultCipherFormConfigService } from "./services/default-cipher-form-c
 export { CipherFormGeneratorComponent } from "./components/cipher-generator/cipher-form-generator.component";
 export { CipherFormContainer } from "../cipher-form/cipher-form-container";
 export { CipherFormComponent } from "./components/cipher-form.component";
+export { AdvancedUriOptionDialogComponent } from "./components/autofill-options/advanced-uri-option-dialog.component";