diff --git a/src/components/TextInput/BaseTextInput/implementation/index.native.tsx b/src/components/TextInput/BaseTextInput/implementation/index.native.tsx
index e8ea3cb0b2ff..7e323051474f 100644
--- a/src/components/TextInput/BaseTextInput/implementation/index.native.tsx
+++ b/src/components/TextInput/BaseTextInput/implementation/index.native.tsx
@@ -79,6 +79,7 @@ function BaseTextInput({
     iconContainerStyle,
     shouldUseDefaultLineHeightForPrefix = true,
     ref,
+    sentryLabel,
     ...props
 }: BaseTextInputProps) {
     const InputComponent = InputComponentMap.get(type) ?? RNTextInput;
@@ -274,6 +275,11 @@ function BaseTextInput({
         shouldAddPaddingBottom && styles.pb1,
     ]);
 
+    // TextInputMeasurement is absolutely positioned, so it doesn’t inherit padding/border.
+    // We extract the horizontal padding/border from the input container to get an accurate width.
+    // This is used by the TextInputMeasurement for autoGrow height calculation.
+    const autoGrowMeasurementStyles = StyleUtils.getTextInputMeasurementStyles(newTextInputContainerStyles);
+
     const verticalPaddingDiff = StyleUtils.getVerticalPaddingDiffFromStyle(newTextInputContainerStyles);
     const inputPaddingLeft = !!prefixCharacter && StyleUtils.getPaddingLeft(prefixCharacterPadding + styles.pl1.paddingLeft);
     const inputPaddingRight = !!suffixCharacter && StyleUtils.getPaddingRight(StyleUtils.getCharacterPadding(suffixCharacter) + styles.pr1.paddingRight);
@@ -305,6 +311,7 @@ function BaseTextInput({
                         !isMultiline && styles.componentHeightLarge,
                         touchableInputWrapperStyle,
                     ]}
+                    sentryLabel={sentryLabel}
                 >
                     <View
                         style={[
@@ -489,6 +496,7 @@ function BaseTextInput({
                 onSetTextInputWidth={setTextInputWidth}
                 onSetTextInputHeight={setTextInputHeight}
                 isPrefixCharacterPaddingCalculated={isPrefixCharacterPaddingCalculated}
+                autoGrowMeasurementStyles={autoGrowMeasurementStyles}
             />
         </>
     );
diff --git a/src/components/TextInput/BaseTextInput/implementation/index.tsx b/src/components/TextInput/BaseTextInput/implementation/index.tsx
index 6fc2988bee93..1f4100a74923 100644
--- a/src/components/TextInput/BaseTextInput/implementation/index.tsx
+++ b/src/components/TextInput/BaseTextInput/implementation/index.tsx
@@ -27,7 +27,7 @@ import useMarkdownStyle from '@hooks/useMarkdownStyle';
 import useStyleUtils from '@hooks/useStyleUtils';
 import useTheme from '@hooks/useTheme';
 import useThemeStyles from '@hooks/useThemeStyles';
-import {isMobileChrome} from '@libs/Browser';
+import {isMobileChrome, isMobileSafari, isSafari} from '@libs/Browser';
 import {scrollToRight} from '@libs/InputUtils';
 import isInputAutoFilled from '@libs/isInputAutoFilled';
 import variables from '@styles/variables';
@@ -257,6 +257,32 @@ function BaseTextInput({
         }
     };
 
+    /**
+     * Forces Safari to recalculate text layout when input height changes.
+     * Safari's Shadow DOM doesn't reflow text automatically when container height
+     * changes, causing text to remain stuck on the previous number of lines.
+     * @see https://github.com/Expensify/App/issues/76785
+     */
+    useEffect(() => {
+        if (!input.current || !(isSafari() || isMobileSafari()) || textInputHeight === 0) {
+            return;
+        }
+
+        const {style} = input.current;
+        const original = style.whiteSpace || '';
+
+        style.whiteSpace = 'nowrap';
+        const id = requestAnimationFrame(() => {
+            style.whiteSpace = original;
+        });
+
+        // Prevent whiteSpace from getting stuck on 'nowrap' if component unmounts or re-renders
+        return () => {
+            cancelAnimationFrame(id);
+            style.whiteSpace = original;
+        };
+    }, [textInputHeight]);
+
     const togglePasswordVisibility = useCallback(() => {
         setPasswordHidden((prevPasswordHidden: boolean | undefined) => !prevPasswordHidden);
     }, []);
@@ -269,12 +295,15 @@ function BaseTextInput({
     // eslint-disable-next-line @typescript-eslint/prefer-nullish-coalescing
     const inputHelpText = errorText || hint;
     const newPlaceholder = !!prefixCharacter || !!suffixCharacter || isFocused || !hasLabel || (hasLabel && forceActiveLabel) ? placeholder : undefined;
+    // autoGrow uses autoGrowMeasurementStyles (includes padding), contentWidth doesn't - add padding manually
+    const containerPadding = !autoGrow && shouldApplyPaddingToContainer ? styles.textInputContainer.padding * 2 : 0;
+
     const newTextInputContainerStyles: StyleProp<ViewStyle> = StyleSheet.flatten([
         styles.textInputContainer,
         !shouldApplyPaddingToContainer && styles.p0,
         !hasLabel && styles.pt0,
         textInputContainerStyles,
-        (autoGrow || !!contentWidth) && StyleUtils.getWidthStyle(textInputWidth + (shouldApplyPaddingToContainer ? styles.textInputContainer.padding * 2 : 0)),
+        (autoGrow || !!contentWidth) && StyleUtils.getWidthStyle(textInputWidth + containerPadding),
         !hideFocusedState && isFocused && styles.borderColorFocus,
         (!!hasError || !!errorText) && styles.borderColorDanger,
         autoGrowHeight && {scrollPaddingTop: typeof maxAutoGrowHeight === 'number' ? 2 * maxAutoGrowHeight : undefined},
@@ -283,6 +312,11 @@ function BaseTextInput({
         shouldAddPaddingBottom && styles.pb1,
     ]);
 
+    // TextInputMeasurement is absolutely positioned, so it doesn’t inherit padding/border.
+    // We extract the horizontal padding/border from the input container to get an accurate width.
+    // This is used by the TextInputMeasurement for autoGrow height calculation.
+    const autoGrowMeasurementStyles = StyleUtils.getTextInputMeasurementStyles(newTextInputContainerStyles);
+
     const verticalPaddingDiff = StyleUtils.getVerticalPaddingDiffFromStyle(newTextInputContainerStyles);
     const inputPaddingLeft = !!prefixCharacter && StyleUtils.getPaddingLeft(prefixCharacterPadding + styles.pl1.paddingLeft);
     const inputPaddingRight = !!suffixCharacter && StyleUtils.getPaddingRight(StyleUtils.getCharacterPadding(suffixCharacter) + styles.pr1.paddingRight);
@@ -540,6 +574,7 @@ function BaseTextInput({
                 onSetTextInputWidth={setTextInputWidth}
                 onSetTextInputHeight={setTextInputHeight}
                 isPrefixCharacterPaddingCalculated={isPrefixCharacterPaddingCalculated}
+                autoGrowMeasurementStyles={autoGrowMeasurementStyles}
             />
         </>
     );
diff --git a/src/components/TextInput/TextInputMeasurement/index.tsx b/src/components/TextInput/TextInputMeasurement/index.tsx
index 5de306879430..c86ff46cf049 100644
--- a/src/components/TextInput/TextInputMeasurement/index.tsx
+++ b/src/components/TextInput/TextInputMeasurement/index.tsx
@@ -20,6 +20,7 @@ function TextInputMeasurement({
     onSetTextInputWidth,
     onSetTextInputHeight,
     isPrefixCharacterPaddingCalculated,
+    autoGrowMeasurementStyles,
 }: TextInputMeasurementProps) {
     const styles = useThemeStyles();
 
@@ -62,6 +63,7 @@ function TextInputMeasurement({
                 <Text
                     style={[
                         inputStyle,
+                        autoGrowMeasurementStyles,
                         autoGrowHeight && styles.autoGrowHeightHiddenInput(width ?? 0, typeof maxAutoGrowHeight === 'number' ? maxAutoGrowHeight : undefined),
                         styles.hiddenElementOutsideOfWindow,
                         styles.visibilityHidden,
diff --git a/src/components/TextInput/TextInputMeasurement/types.ts b/src/components/TextInput/TextInputMeasurement/types.ts
index 44625d067574..5110612a97d9 100644
--- a/src/components/TextInput/TextInputMeasurement/types.ts
+++ b/src/components/TextInput/TextInputMeasurement/types.ts
@@ -31,6 +31,9 @@ type TextInputMeasurementProps = {
     /** Whether the input is markdown */
     isAutoGrowHeightMarkdown?: boolean;
 
+    /** Horizontal padding and border styles extracted from the container for accurate width measurement */
+    autoGrowMeasurementStyles?: StyleProp<TextStyle>;
+
     /** Callback to set the text input width */
     onSetTextInputWidth: (width: number) => void;
 
diff --git a/src/styles/utils/index.ts b/src/styles/utils/index.ts
index 2ad579618885..223d268934ae 100644
--- a/src/styles/utils/index.ts
+++ b/src/styles/utils/index.ts
@@ -724,6 +724,24 @@ function getPaddingRight(paddingRight: number): ViewStyle {
     };
 }
 
+/**
+ * Extract horizontal padding and border widths from a flattened style object,
+ * respecting RN precedence (specific → horizontal → all).
+ */
+function getTextInputMeasurementStyles(style: ViewStyle): TextStyle {
+    const paddingLeft = style.paddingLeft ?? style.paddingHorizontal ?? style.padding;
+    const paddingRight = style.paddingRight ?? style.paddingHorizontal ?? style.padding;
+    const borderLeftWidth = style.borderLeftWidth ?? style.borderWidth;
+    const borderRightWidth = style.borderRightWidth ?? style.borderWidth;
+
+    return {
+        ...(paddingLeft && {paddingLeft}),
+        ...(paddingRight && {paddingRight}),
+        ...(borderLeftWidth && {borderLeftWidth}),
+        ...(borderRightWidth && {borderRightWidth}),
+    };
+}
+
 /**
  * Get variable padding-bottom as style
  */
@@ -1342,6 +1360,7 @@ const staticStyleUtils = {
     getCharacterWidth,
     getAmountWidth,
     getBorderRadiusStyle,
+    getTextInputMeasurementStyles,
     getHighResolutionInfoWrapperStyle,
     getItemBackgroundColorStyle,
     getNavigationBarType,