diff --git a/frontend/__snapshots__/lemon-ui-lemon-input-select--multiple-select-with-custom--dark.png b/frontend/__snapshots__/lemon-ui-lemon-input-select--multiple-select-with-custom--dark.png
index aa1ba92d1702f..de66482b3ee6e 100644
Binary files a/frontend/__snapshots__/lemon-ui-lemon-input-select--multiple-select-with-custom--dark.png and b/frontend/__snapshots__/lemon-ui-lemon-input-select--multiple-select-with-custom--dark.png differ
diff --git a/frontend/__snapshots__/lemon-ui-lemon-input-select--multiple-select-with-custom--light.png b/frontend/__snapshots__/lemon-ui-lemon-input-select--multiple-select-with-custom--light.png
index bce77b83e7476..8fc4d6555b3e8 100644
Binary files a/frontend/__snapshots__/lemon-ui-lemon-input-select--multiple-select-with-custom--light.png and b/frontend/__snapshots__/lemon-ui-lemon-input-select--multiple-select-with-custom--light.png differ
diff --git a/frontend/src/lib/lemon-ui/LemonInputSelect/LemonInputSelect.stories.tsx b/frontend/src/lib/lemon-ui/LemonInputSelect/LemonInputSelect.stories.tsx
index 796d1794b4c89..f7c9212186d1f 100644
--- a/frontend/src/lib/lemon-ui/LemonInputSelect/LemonInputSelect.stories.tsx
+++ b/frontend/src/lib/lemon-ui/LemonInputSelect/LemonInputSelect.stories.tsx
@@ -54,9 +54,24 @@ MultipleSelect.args = {
 
 export const MultipleSelectWithCustom: Story = Template.bind({})
 MultipleSelectWithCustom.args = {
-    placeholder: 'Enter any email...',
+    placeholder: 'Pick a url...',
     mode: 'multiple',
     allowCustomValues: true,
+    options: [
+        {
+            key: 'http://posthog.com/docs',
+            label: 'http://posthog.com/docs',
+        },
+        {
+            key: 'http://posthog.com/pricing',
+            label: 'http://posthog.com/pricing',
+        },
+
+        {
+            key: 'http://posthog.com/products',
+            label: 'http://posthog.com/products',
+        },
+    ],
 }
 
 export const Disabled: Story = Template.bind({})
diff --git a/frontend/src/lib/lemon-ui/LemonInputSelect/LemonInputSelect.tsx b/frontend/src/lib/lemon-ui/LemonInputSelect/LemonInputSelect.tsx
index 967f18e323753..9e5240a275a68 100644
--- a/frontend/src/lib/lemon-ui/LemonInputSelect/LemonInputSelect.tsx
+++ b/frontend/src/lib/lemon-ui/LemonInputSelect/LemonInputSelect.tsx
@@ -1,3 +1,5 @@
+import { Tooltip } from '@posthog/lemon-ui'
+import { useKeyHeld } from 'lib/hooks/useKeyHeld'
 import { LemonSkeleton } from 'lib/lemon-ui/LemonSkeleton'
 import { LemonSnack } from 'lib/lemon-ui/LemonSnack/LemonSnack'
 import { range } from 'lib/utils'
@@ -49,14 +51,21 @@ export function LemonInputSelect({
     const inputRef = useRef<HTMLInputElement>(null)
     const [selectedIndex, setSelectedIndex] = useState(0)
     const values = value ?? []
+    const altKeyHeld = useKeyHeld('Alt')
+
+    const separateOnComma = allowCustomValues && mode === 'multiple'
 
     const visibleOptions = useMemo(() => {
         const res: LemonInputSelectOption[] = []
         const customValues = [...values]
 
+        // We show the input value if custom values are allowed and it's not in the list
+        if (allowCustomValues && inputValue && !values.includes(inputValue)) {
+            customValues.unshift(inputValue)
+        }
+
         options.forEach((option) => {
             // Remove from the custom values list if it's in the options
-
             if (customValues.includes(option.key)) {
                 customValues.splice(customValues.indexOf(option.key), 1)
             }
@@ -75,14 +84,8 @@ export function LemonInputSelect({
                 res.unshift({ key: value, label: value })
             })
         }
-
-        // Finally we show the input value if custom values are allowed and it's not in the list
-        if (allowCustomValues && inputValue && !values.includes(inputValue)) {
-            res.unshift({ key: inputValue, label: inputValue })
-        }
-
         return res
-    }, [options, inputValue, value])
+    }, [options, inputValue, values])
 
     // Reset the selected index when the visible options change
     useEffect(() => {
@@ -90,33 +93,69 @@ export function LemonInputSelect({
     }, [visibleOptions.length])
 
     const setInputValue = (newValue: string): void => {
+        // Special case for multiple mode with custom values
+        if (separateOnComma && newValue.includes(',')) {
+            const newValues = [...values]
+
+            newValue.split(',').forEach((value) => {
+                const trimmedValue = value.trim()
+                if (trimmedValue && !values.includes(trimmedValue)) {
+                    newValues.push(trimmedValue)
+                }
+            })
+
+            onChange?.(newValues)
+            newValue = ''
+        }
+
         _setInputValue(newValue)
         onInputChange?.(inputValue)
     }
 
-    const _onActionItem = (item: string): void => {
+    const _removeItem = (item: string): void => {
         let newValues = [...values]
-        if (values.includes(item)) {
-            // Remove the item
-            if (mode === 'single') {
-                newValues = []
-            } else {
-                newValues.splice(values.indexOf(item), 1)
-            }
+        // Remove the item
+        if (mode === 'single') {
+            newValues = []
         } else {
-            // Add the item
-            if (mode === 'single') {
-                newValues = [item]
-            } else {
+            newValues.splice(values.indexOf(item), 1)
+        }
+
+        onChange?.(newValues)
+    }
+
+    const _addItem = (item: string): void => {
+        let newValues = [...values]
+        // Add the item
+        if (mode === 'single') {
+            newValues = [item]
+        } else {
+            if (!newValues.includes(item)) {
                 newValues.push(item)
             }
-
-            setInputValue('')
         }
 
+        setInputValue('')
         onChange?.(newValues)
     }
 
+    const _onActionItem = (item: string): void => {
+        if (altKeyHeld && allowCustomValues) {
+            // In this case we want to remove it if added and set input to it
+            if (values.includes(item)) {
+                _removeItem(item)
+            }
+            setInputValue(item)
+            return
+        }
+
+        if (values.includes(item)) {
+            _removeItem(item)
+        } else {
+            _addItem(item)
+        }
+    }
+
     const _onBlur = (): void => {
         // We need to add a delay as a click could be in the popover or the input wrapper which refocuses
         setTimeout(() => {
@@ -143,8 +182,8 @@ export function LemonInputSelect({
     const _onKeyDown = (e: React.KeyboardEvent<HTMLInputElement>): void => {
         if (e.key === 'Enter') {
             e.preventDefault()
-
             const itemToAdd = visibleOptions[selectedIndex]?.key
+
             if (itemToAdd) {
                 _onActionItem(visibleOptions[selectedIndex]?.key)
             }
@@ -164,33 +203,51 @@ export function LemonInputSelect({
         }
     }
 
-    // TRICKY: We don't want the popover to affect the snack buttons
-    const prefix = (
-        <PopoverReferenceContext.Provider value={null}>
-            <>
-                {values.map((value) => {
-                    const option = options.find((option) => option.key === value) ?? {
-                        label: value,
-                        labelComponent: null,
-                    }
-                    return (
-                        <>
-                            <LemonSnack title={option?.label} onClose={() => _onActionItem(value)}>
+    const prefix = useMemo(
+        () => (
+            // TRICKY: We don't want the popover to affect the snack buttons
+            <PopoverReferenceContext.Provider value={null}>
+                <>
+                    {values.map((value) => {
+                        const option = options.find((option) => option.key === value) ?? {
+                            label: value,
+                            labelComponent: null,
+                        }
+                        const snack = (
+                            <LemonSnack
+                                title={option?.label}
+                                onClose={() => _onActionItem(value)}
+                                onClick={allowCustomValues ? () => _onActionItem(value) : undefined}
+                            >
                                 {option?.labelComponent ?? option?.label}
                             </LemonSnack>
-                        </>
-                    )
-                })}
-            </>
-        </PopoverReferenceContext.Provider>
+                        )
+                        return allowCustomValues ? (
+                            <Tooltip
+                                title={
+                                    <>
+                                        <KeyboardShortcut option /> + click to edit
+                                    </>
+                                }
+                            >
+                                {snack}
+                            </Tooltip>
+                        ) : (
+                            snack
+                        )
+                    })}
+                </>
+            </PopoverReferenceContext.Provider>
+        ),
+        [values, options, altKeyHeld, allowCustomValues]
     )
 
     return (
         <LemonDropdown
-            closeOnClickInside={false}
-            visible={showPopover}
             sameWidth
+            closeOnClickInside={false}
             actionable
+            visible={showPopover}
             onClickOutside={() => {
                 popoverFocusRef.current = false
                 setShowPopover(false)
@@ -219,7 +276,9 @@ export function LemonInputSelect({
                                         {isHighlighted ? (
                                             <span>
                                                 <KeyboardShortcut enter />{' '}
-                                                {!values.includes(option.key)
+                                                {altKeyHeld && allowCustomValues
+                                                    ? 'edit'
+                                                    : !values.includes(option.key)
                                                     ? mode === 'single'
                                                         ? 'select'
                                                         : 'add'