diff --git a/.changeset/wild-lemons-spend.md b/.changeset/wild-lemons-spend.md
new file mode 100644
index 00000000000..070bdb9cd85
--- /dev/null
+++ b/.changeset/wild-lemons-spend.md
@@ -0,0 +1,26 @@
+---
+"@spectrum-css/helptext": major
+---
+
+### Helptext S2 Migration
+
+The helptext S2 component has some updated spacing and typography tokens. The error message validation icon has also been updated.
+
+#### New mods
+
+`--mod-helptext-font-family`
+`--mod-helptext-font-style`
+`--mod-helptext-font-weight`
+`--mod-helptext-top-edge-to-workflow-icon`
+`--mod-helptext-bottom-edge-to-workflow-icon`
+
+#### Renamed mods
+
+`--mod-helptext-bottom-to-workflow-icon` >> `--mod-helptext-edge-to-workflow-icon`
+
+#### Deprecated tokens
+
+`--spectrum-help-text-top-to-workflow-icon-small`
+`--spectrum-help-text-top-to-workflow-icon-medium`
+`--spectrum-help-text-top-to-workflow-icon-large`
+`--spectrum-help-text-top-to-workflow-icon-extra-large`
diff --git a/components/helptext/dist/metadata.json b/components/helptext/dist/metadata.json
index 5eab153c21a..be511d08651 100644
--- a/components/helptext/dist/metadata.json
+++ b/components/helptext/dist/metadata.json
@@ -14,7 +14,6 @@
     ".spectrum-HelpText.spectrum-HelpText--neutral .spectrum-HelpText-text",
     ".spectrum-HelpText.spectrum-HelpText--neutral .spectrum-HelpText-validationIcon",
     ".spectrum-HelpText.spectrum-HelpText--sizeL",
-    ".spectrum-HelpText.spectrum-HelpText--sizeM",
     ".spectrum-HelpText.spectrum-HelpText--sizeS",
     ".spectrum-HelpText.spectrum-HelpText--sizeXL",
     ".spectrum-HelpText:lang(ja)",
@@ -22,55 +21,69 @@
     ".spectrum-HelpText:lang(zh)"
   ],
   "modifiers": [
+    "--mod-helptext-bottom-edge-to-workflow-icon",
     "--mod-helptext-bottom-to-text",
-    "--mod-helptext-bottom-to-workflow-icon",
     "--mod-helptext-content-color-default",
+    "--mod-helptext-font-family",
     "--mod-helptext-font-size",
+    "--mod-helptext-font-style",
+    "--mod-helptext-font-weight",
     "--mod-helptext-icon-color-default",
     "--mod-helptext-icon-size",
     "--mod-helptext-line-height",
     "--mod-helptext-line-height-cjk",
     "--mod-helptext-min-height",
     "--mod-helptext-text-to-visual",
-    "--mod-helptext-top-to-text",
-    "--mod-helptext-top-to-workflow-icon"
+    "--mod-helptext-top-edge-to-workflow-icon",
+    "--mod-helptext-top-to-text"
   ],
   "component": [
-    "--spectrum-help-text-top-to-workflow-icon-extra-large",
-    "--spectrum-help-text-top-to-workflow-icon-large",
-    "--spectrum-help-text-top-to-workflow-icon-medium",
-    "--spectrum-help-text-top-to-workflow-icon-small",
     "--spectrum-helptext-bottom-to-text",
-    "--spectrum-helptext-bottom-to-workflow-icon",
     "--spectrum-helptext-content-color-default",
+    "--spectrum-helptext-edge-to-workflow-icon",
+    "--spectrum-helptext-font-family",
     "--spectrum-helptext-font-size",
+    "--spectrum-helptext-font-style",
+    "--spectrum-helptext-font-weight",
     "--spectrum-helptext-icon-color-default",
     "--spectrum-helptext-icon-size",
+    "--spectrum-helptext-line-height",
     "--spectrum-helptext-min-height",
     "--spectrum-helptext-text-to-visual",
-    "--spectrum-helptext-top-to-text",
-    "--spectrum-helptext-top-to-workflow-icon"
+    "--spectrum-helptext-top-to-text"
   ],
   "global": [
     "--spectrum-cjk-line-height-100",
     "--spectrum-component-bottom-to-text-100",
     "--spectrum-component-bottom-to-text-200",
+    "--spectrum-component-bottom-to-text-300",
     "--spectrum-component-bottom-to-text-75",
     "--spectrum-component-height-100",
     "--spectrum-component-height-200",
+    "--spectrum-component-height-300",
     "--spectrum-component-height-75",
     "--spectrum-component-top-to-text-100",
     "--spectrum-component-top-to-text-200",
+    "--spectrum-component-top-to-text-300",
     "--spectrum-component-top-to-text-75",
+    "--spectrum-component-top-to-workflow-icon-100",
+    "--spectrum-component-top-to-workflow-icon-200",
+    "--spectrum-component-top-to-workflow-icon-300",
+    "--spectrum-component-top-to-workflow-icon-75",
+    "--spectrum-default-font-style",
     "--spectrum-disabled-content-color",
     "--spectrum-font-size-100",
     "--spectrum-font-size-200",
+    "--spectrum-font-size-300",
     "--spectrum-font-size-75",
     "--spectrum-line-height-100",
-    "--spectrum-negative-color-900",
+    "--spectrum-negative-content-color-default",
     "--spectrum-neutral-subdued-content-color-default",
+    "--spectrum-regular-font-weight",
+    "--spectrum-sans-font-family-stack",
     "--spectrum-text-to-visual-100",
     "--spectrum-text-to-visual-200",
+    "--spectrum-text-to-visual-300",
     "--spectrum-text-to-visual-75",
     "--spectrum-workflow-icon-size-100",
     "--spectrum-workflow-icon-size-200",
diff --git a/components/helptext/index.css b/components/helptext/index.css
index 607a81e01c8..ab3051efa3f 100644
--- a/components/helptext/index.css
+++ b/components/helptext/index.css
@@ -11,99 +11,85 @@
  * governing permissions and limitations under the License.
  */
 
-@media (forced-colors: active) {
-	.spectrum-HelpText {
-		--highcontrast-helptext-content-color-default: CanvasText;
-		--highcontrast-helptext-icon-color-default: CanvasText;
-
-		forced-color-adjust: none;
+.spectrum-HelpText {
+	/* Spacing */
+	--spectrum-helptext-min-height: var(--spectrum-component-height-100);
+	--spectrum-helptext-icon-size: var(--spectrum-workflow-icon-size-100);
+	--spectrum-helptext-text-to-visual: var(--spectrum-text-to-visual-100);
+	--spectrum-helptext-edge-to-workflow-icon: var(--spectrum-component-top-to-workflow-icon-100);
+	--spectrum-helptext-top-to-text: var(--spectrum-component-top-to-text-100);
+	--spectrum-helptext-bottom-to-text: var(--spectrum-component-bottom-to-text-100);
+
+	/* Typpography */
+	--spectrum-helptext-font-size: var(--spectrum-font-size-100);
+	--spectrum-helptext-font-family: var(--spectrum-sans-font-family-stack);
+	--spectrum-helptext-font-style: var(--spectrum-default-font-style);
+	--spectrum-helptext-line-height: var(--spectrum-line-height-100);
+	--spectrum-helptext-font-weight: var(--spectrum-regular-font-weight);
 
-		.spectrum-HelpText-validationIcon,
-		.spectrum-HelpText-text {
-			forced-color-adjust: none;
-		}
+	&:lang(ja),
+	&:lang(zh),
+	&:lang(ko) {
+		--mod-helptext-line-height: var(--mod-helptext-line-height-cjk, var(--spectrum-cjk-line-height-100));
 	}
-}
-
-.spectrum-HelpText {
-	--spectrum-helptext-content-color-default: var(--spectrum-neutral-subdued-content-color-default);
-	--spectrum-helptext-icon-color-default: var(--spectrum-neutral-subdued-content-color-default);
 
 	&.spectrum-HelpText--sizeS {
 		--spectrum-helptext-min-height: var(--spectrum-component-height-75);
 		--spectrum-helptext-icon-size: var(--spectrum-workflow-icon-size-75);
 		--spectrum-helptext-font-size: var(--spectrum-font-size-75);
 		--spectrum-helptext-text-to-visual: var(--spectrum-text-to-visual-75);
-		--spectrum-helptext-top-to-workflow-icon: var(--spectrum-help-text-top-to-workflow-icon-small);
-		--spectrum-helptext-bottom-to-workflow-icon: var(--spectrum-helptext-top-to-workflow-icon);
-		--spectrum-helptext-top-to-text: var(--spectrum-component-top-to-text-75);
-		--spectrum-helptext-bottom-to-text: var(--spectrum-component-bottom-to-text-75);
-	}
-
-	&,
-	&.spectrum-HelpText--sizeM {
-		--spectrum-helptext-min-height: var(--spectrum-component-height-75);
-		--spectrum-helptext-icon-size: var(--spectrum-workflow-icon-size-100);
-		--spectrum-helptext-font-size: var(--spectrum-font-size-75);
-		--spectrum-helptext-text-to-visual: var(--spectrum-text-to-visual-75);
-		--spectrum-helptext-top-to-workflow-icon: var(--spectrum-help-text-top-to-workflow-icon-medium);
-		--spectrum-helptext-bottom-to-workflow-icon: var(--spectrum-helptext-top-to-workflow-icon);
+		--spectrum-helptext-edge-to-workflow-icon: var(--spectrum-component-top-to-workflow-icon-75);
 		--spectrum-helptext-top-to-text: var(--spectrum-component-top-to-text-75);
 		--spectrum-helptext-bottom-to-text: var(--spectrum-component-bottom-to-text-75);
 	}
 
 	&.spectrum-HelpText--sizeL {
-		--spectrum-helptext-min-height: var(--spectrum-component-height-100);
-		--spectrum-helptext-icon-size: var(--spectrum-workflow-icon-size-200);
-		--spectrum-helptext-font-size: var(--spectrum-font-size-100);
-		--spectrum-helptext-text-to-visual: var(--spectrum-text-to-visual-100);
-		--spectrum-helptext-top-to-workflow-icon: var(--spectrum-help-text-top-to-workflow-icon-large);
-		--spectrum-helptext-bottom-to-workflow-icon: var(--spectrum-helptext-top-to-workflow-icon);
-		--spectrum-helptext-top-to-text: var(--spectrum-component-top-to-text-100);
-		--spectrum-helptext-bottom-to-text: var(--spectrum-component-bottom-to-text-100);
-	}
-
-	&.spectrum-HelpText--sizeXL {
 		--spectrum-helptext-min-height: var(--spectrum-component-height-200);
-		--spectrum-helptext-icon-size: var(--spectrum-workflow-icon-size-300);
+		--spectrum-helptext-icon-size: var(--spectrum-workflow-icon-size-200);
 		--spectrum-helptext-font-size: var(--spectrum-font-size-200);
 		--spectrum-helptext-text-to-visual: var(--spectrum-text-to-visual-200);
-		--spectrum-helptext-top-to-workflow-icon: var(--spectrum-help-text-top-to-workflow-icon-extra-large);
-		--spectrum-helptext-bottom-to-workflow-icon: var(--spectrum-helptext-top-to-workflow-icon);
+		--spectrum-helptext-edge-to-workflow-icon: var(--spectrum-component-top-to-workflow-icon-200);
 		--spectrum-helptext-top-to-text: var(--spectrum-component-top-to-text-200);
 		--spectrum-helptext-bottom-to-text: var(--spectrum-component-bottom-to-text-200);
 	}
 
+	&.spectrum-HelpText--sizeXL {
+		--spectrum-helptext-min-height: var(--spectrum-component-height-300);
+		--spectrum-helptext-icon-size: var(--spectrum-workflow-icon-size-300);
+		--spectrum-helptext-font-size: var(--spectrum-font-size-300);
+		--spectrum-helptext-text-to-visual: var(--spectrum-text-to-visual-300);
+		--spectrum-helptext-edge-to-workflow-icon: var(--spectrum-component-top-to-workflow-icon-300);
+		--spectrum-helptext-top-to-text: var(--spectrum-component-top-to-text-300);
+		--spectrum-helptext-bottom-to-text: var(--spectrum-component-bottom-to-text-300);
+	}
+
+	&,
 	&.spectrum-HelpText--neutral {
 		--spectrum-helptext-content-color-default: var(--spectrum-neutral-subdued-content-color-default);
 		--spectrum-helptext-icon-color-default: var(--spectrum-neutral-subdued-content-color-default);
 	}
 
 	&.spectrum-HelpText--negative {
-		--spectrum-helptext-content-color-default: var(--spectrum-negative-color-900);
-		--spectrum-helptext-icon-color-default: var(--spectrum-negative-color-900);
+		--spectrum-helptext-content-color-default: var(--spectrum-negative-content-color-default);
+		--spectrum-helptext-icon-color-default: var(--spectrum-negative-content-color-default);
 	}
 
 	&.is-disabled {
 		--spectrum-helptext-content-color-default: var(--spectrum-disabled-content-color);
 		--spectrum-helptext-icon-color-default: var(--spectrum-disabled-content-color);
 	}
+}
 
+.spectrum-HelpText {
 	color: var(--highcontrast-helptext-content-color-default, var(--mod-helptext-content-color-default, var(--spectrum-helptext-content-color-default)));
 	display: flex;
 	font-size: var(--mod-helptext-font-size, var(--spectrum-helptext-font-size));
 	min-block-size: var(--mod-helptext-min-height, var(--spectrum-helptext-min-height));
 
-	&:lang(ja),
-	&:lang(zh),
-	&:lang(ko) {
-		--mod-helptext-line-height: var(--mod-helptext-line-height-cjk, var(--spectrum-cjk-line-height-100));
-	}
-
 	.spectrum-HelpText-validationIcon {
 		margin-inline-end: var(--mod-helptext-text-to-visual, var(--spectrum-helptext-text-to-visual));
-		padding-block-start: var(--mod-helptext-top-to-workflow-icon, var(--spectrum-helptext-top-to-workflow-icon));
-		padding-block-end: var(--mod-helptext-bottom-to-workflow-icon, var(--spectrum-helptext-bottom-to-workflow-icon));
+		padding-block-start: var(--mod-helptext-top-edge-to-workflow-icon, var(--spectrum-helptext-edge-to-workflow-icon));
+		padding-block-end: var(--mod-helptext-bottom-edge-to-workflow-icon, var(--spectrum-helptext-edge-to-workflow-icon));
 		flex-shrink: 0;
 		block-size: var(--mod-helptext-icon-size, var(--spectrum-helptext-icon-size));
 		inline-size: var(--mod-helptext-icon-size, var(--spectrum-helptext-icon-size));
@@ -112,9 +98,13 @@
 	.spectrum-HelpText-text {
 		padding-block-start: var(--mod-helptext-top-to-text, var(--spectrum-helptext-top-to-text));
 		padding-block-end: var(--mod-helptext-bottom-to-text, var(--spectrum-helptext-bottom-to-text));
-		line-height: var(--mod-helptext-line-height, var(--spectrum-line-height-100));
+		line-height: var(--mod-helptext-line-height, var(--spectrum-helptext-line-height));
+		font-family: var(--mod-helptext-font-family, var(--spectrum-helptext-font-family));
+		font-style: var(--mod-helptext-font-style, var(--spectrum-helptext-font-style));
+		font-weight: var(--mod-helptext-font-weight, var(--spectrum-helptext-font-weight));
 	}
 
+	/* Variants -- Neutral, negative, disabled */
 	&.spectrum-HelpText--neutral {
 		.spectrum-HelpText-text {
 			color: var(--highcontrast-helptext-content-color-default, var(--mod-helptext-content-color-default, var(--spectrum-helptext-content-color-default)));
@@ -145,3 +135,10 @@
 		}
 	}
 }
+
+@media (forced-colors: active) {
+	.spectrum-HelpText {
+		--highcontrast-helptext-content-color-default: CanvasText;
+		--highcontrast-helptext-icon-color-default: CanvasText;
+	}
+}
diff --git a/components/helptext/stories/helptext.stories.js b/components/helptext/stories/helptext.stories.js
index 5274cec9f78..cf3aa9cec45 100644
--- a/components/helptext/stories/helptext.stories.js
+++ b/components/helptext/stories/helptext.stories.js
@@ -97,6 +97,9 @@ export const Sizing = (args, context) => Sizes({
 Sizing.storyName = "Sizing";
 Sizing.args = {
 	variant: "negative",
+	customStyles: {
+		"--mod-helptext-align-text": "center",
+	},
 };
 Sizing.tags = ["!dev"];
 Sizing.parameters = {
diff --git a/components/helptext/stories/template.js b/components/helptext/stories/template.js
index 0b19659c9de..894c60745cb 100644
--- a/components/helptext/stories/template.js
+++ b/components/helptext/stories/template.js
@@ -85,7 +85,10 @@ export const NegativeTemplate = (args, context) => Container({
 			},
 			content: Template({
 				...args,
-				hideIcon
+				hideIcon,
+				customStyles: {
+					"--mod-helptext-align-text": "center",
+				},
 			}, context),
 		}, context)
 	)}`,