diff --git a/app/common/src/text/english.json b/app/common/src/text/english.json
index 5b94930a6c..1fb6aa4eba 100644
--- a/app/common/src/text/english.json
+++ b/app/common/src/text/english.json
@@ -804,8 +804,8 @@
   "arbitraryFieldInvalid": "This field is invalid",
   "arbitraryFieldTooShort": "This field is too short",
   "arbitraryFieldTooLong": "This field is too long",
-  "arbitraryFieldTooSmall": "The value is too small, the minimum is $0",
-  "arbitraryFieldTooLarge": "The value is too large, the maximum is $0",
+  "arbitraryFieldTooSmall": "The value must be greater than $0",
+  "arbitraryFieldTooLarge": "The value must be less than $0",
   "arbitraryFieldNotEqual": "This field is not equal to another field",
   "arbitraryFieldNotMatch": "This field does not match the pattern",
   "arbitraryFieldNotMatchAny": "This field does not match any of the patterns",
diff --git a/app/gui/src/dashboard/components/AriaComponents/Form/components/useForm.ts b/app/gui/src/dashboard/components/AriaComponents/Form/components/useForm.ts
index a40d1ce5fe..2cd9f56d51 100644
--- a/app/gui/src/dashboard/components/AriaComponents/Form/components/useForm.ts
+++ b/app/gui/src/dashboard/components/AriaComponents/Form/components/useForm.ts
@@ -85,7 +85,7 @@ export function useForm<Schema extends types.TSchema, SubmitResult = void>(
           errorMap: (issue) => {
             switch (issue.code) {
               case 'too_small':
-                if (issue.minimum === 0) {
+                if (issue.minimum === 1 && issue.type === 'string') {
                   return {
                     message: getText('arbitraryFieldRequired'),
                   }
diff --git a/app/gui/src/dashboard/components/AriaComponents/Text/Text.tsx b/app/gui/src/dashboard/components/AriaComponents/Text/Text.tsx
index 3fc708c30a..62cc3573a5 100644
--- a/app/gui/src/dashboard/components/AriaComponents/Text/Text.tsx
+++ b/app/gui/src/dashboard/components/AriaComponents/Text/Text.tsx
@@ -17,8 +17,11 @@ export interface TextProps
   readonly elementType?: keyof HTMLElementTagNameMap
   readonly lineClamp?: number
   readonly tooltip?: React.ReactElement | string | false | null
+  readonly tooltipTriggerRef?: React.RefObject<HTMLElement>
   readonly tooltipDisplay?: visualTooltip.VisualTooltipProps['display']
   readonly tooltipPlacement?: aria.Placement
+  readonly tooltipOffset?: number
+  readonly tooltipCrossOffset?: number
 }
 
 export const TEXT_STYLE = twv.tv({
@@ -134,8 +137,11 @@ export const Text = forwardRef(function Text(props: TextProps, ref: React.Ref<HT
     balance,
     elementType: ElementType = 'span',
     tooltip: tooltipElement = children,
+    tooltipTriggerRef,
     tooltipDisplay = 'whenOverflowing',
     tooltipPlacement,
+    tooltipOffset,
+    tooltipCrossOffset,
     textSelection,
     disableLineHeightCompensation = false,
     ...ariaProps
@@ -176,9 +182,18 @@ export const Text = forwardRef(function Text(props: TextProps, ref: React.Ref<HT
   const { tooltip, targetProps } = visualTooltip.useVisualTooltip({
     isDisabled: isTooltipDisabled(),
     targetRef: textElementRef,
+    triggerRef: tooltipTriggerRef,
     display: tooltipDisplay,
     children: tooltipElement,
-    ...(tooltipPlacement ? { overlayPositionProps: { placement: tooltipPlacement } } : {}),
+    ...(tooltipPlacement || tooltipOffset != null ?
+      {
+        overlayPositionProps: {
+          ...(tooltipPlacement && { placement: tooltipPlacement }),
+          ...(tooltipOffset != null && { offset: tooltipOffset }),
+          ...(tooltipCrossOffset != null && { crossOffset: tooltipCrossOffset }),
+        },
+      }
+    : {}),
   })
 
   return (
diff --git a/app/gui/src/dashboard/components/AriaComponents/Text/useVisualTooltip.tsx b/app/gui/src/dashboard/components/AriaComponents/Text/useVisualTooltip.tsx
index 4c1c6b3e6f..92f3e28fe4 100644
--- a/app/gui/src/dashboard/components/AriaComponents/Text/useVisualTooltip.tsx
+++ b/app/gui/src/dashboard/components/AriaComponents/Text/useVisualTooltip.tsx
@@ -18,10 +18,11 @@ export interface VisualTooltipProps
   readonly children: React.ReactNode
   readonly className?: string
   readonly targetRef: React.RefObject<HTMLElement>
+  readonly triggerRef?: React.RefObject<HTMLElement> | undefined
   readonly isDisabled?: boolean
   readonly overlayPositionProps?: Pick<
     aria.AriaPositionProps,
-    'containerPadding' | 'offset' | 'placement'
+    'containerPadding' | 'crossOffset' | 'offset' | 'placement'
   >
   /**
    * Determines when the tooltip should be displayed.
@@ -56,6 +57,7 @@ export function useVisualTooltip(props: VisualTooltipProps): VisualTooltipReturn
   const {
     children,
     targetRef,
+    triggerRef = targetRef,
     className,
     isDisabled = false,
     overlayPositionProps = {},
@@ -70,6 +72,7 @@ export function useVisualTooltip(props: VisualTooltipProps): VisualTooltipReturn
   const {
     containerPadding = 0,
     offset = DEFAULT_OFFSET,
+    crossOffset = 0,
     placement = 'bottom',
   } = overlayPositionProps
 
@@ -115,8 +118,9 @@ export function useVisualTooltip(props: VisualTooltipProps): VisualTooltipReturn
   const { overlayProps, updatePosition } = aria.useOverlayPosition({
     isOpen: state.isOpen,
     overlayRef: popoverRef,
-    targetRef,
+    targetRef: triggerRef,
     offset,
+    crossOffset,
     placement,
     containerPadding,
   })
diff --git a/app/gui/src/dashboard/components/Autocomplete.tsx b/app/gui/src/dashboard/components/Autocomplete.tsx
index bde95a2b0a..d84f4c81ad 100644
--- a/app/gui/src/dashboard/components/Autocomplete.tsx
+++ b/app/gui/src/dashboard/components/Autocomplete.tsx
@@ -1,6 +1,5 @@
 /** @file A select menu with a dropdown. */
 import {
-  useEffect,
   useMemo,
   useRef,
   useState,
@@ -92,22 +91,15 @@ export default function Autocomplete<T>(props: AutocompleteProps<T>) {
   const [selectedIndex, setSelectedIndex] = useState<number | null>(null)
   const valuesSet = useMemo(() => new Set(values), [values])
   const canEditText = setText != null && values.length === 0
-  // We are only interested in the initial value of `canEditText` in effects.
-  const canEditTextRef = useRef(canEditText)
   const isMultipleAndCustomValue = multiple === true && text != null
   const matchingItems = useMemo(
     () => (text == null ? items : items.filter((item) => matches(item, text))),
     [items, matches, text],
   )
 
-  useEffect(() => {
-    if (!canEditTextRef.current) {
-      setIsDropdownVisible(true)
-    }
-  }, [])
-
   const fallbackInputRef = useRef<HTMLFieldSetElement>(null)
   const inputRef = rawInputRef ?? fallbackInputRef
+  const containerRef = useRef<HTMLDivElement>(null)
 
   // This type is a little too wide but it is unavoidable.
   /** Set values, while also changing the input text. */
@@ -184,6 +176,7 @@ export default function Autocomplete<T>(props: AutocompleteProps<T>) {
   return (
     <div className={twJoin('relative isolate h-6 w-full', isDropdownVisible && 'z-1')}>
       <div
+        ref={containerRef}
         onKeyDown={onKeyDown}
         className={twMerge(
           'absolute w-full grow transition-colors',
@@ -259,7 +252,7 @@ export default function Autocomplete<T>(props: AutocompleteProps<T>) {
               <div
                 key={itemToKey(item)}
                 className={twMerge(
-                  'text relative cursor-pointer whitespace-nowrap px-input-x last:rounded-b-xl hover:bg-hover-bg',
+                  'text relative min-w-max cursor-pointer whitespace-nowrap rounded-full px-input-x last:rounded-b-xl hover:bg-hover-bg',
                   valuesSet.has(item) && 'bg-hover-bg',
                   index === selectedIndex && 'bg-black/5',
                 )}
@@ -271,7 +264,12 @@ export default function Autocomplete<T>(props: AutocompleteProps<T>) {
                   toggleValue(item)
                 }}
               >
-                <Text truncate="1" className="w-full" tooltipPlacement="left">
+                <Text
+                  truncate="1"
+                  className="w-full"
+                  tooltipPlacement="top"
+                  tooltipTriggerRef={containerRef}
+                >
                   {children(item)}
                 </Text>
               </div>
diff --git a/app/gui/src/dashboard/components/JSONSchemaInput.tsx b/app/gui/src/dashboard/components/JSONSchemaInput.tsx
index 31e1c66fd6..a3ce89a7ae 100644
--- a/app/gui/src/dashboard/components/JSONSchemaInput.tsx
+++ b/app/gui/src/dashboard/components/JSONSchemaInput.tsx
@@ -51,8 +51,13 @@ export default function JSONSchemaInput(props: JSONSchemaInputProps) {
     schema.format === 'enso-secret'
   const { data: secrets } = useBackendQuery(remoteBackend, 'listSecrets', [], { enabled: isSecret })
   const autocompleteItems = isSecret ? secrets?.map((secret) => secret.path) ?? null : null
-  const validityClassName =
-    isAbsent || getValidator(path)(value) ? 'border-primary/20' : 'border-red-700/60'
+  const isInvalid = !isAbsent && !getValidator(path)(value)
+  const validationErrorClassName =
+    isInvalid && 'border border-danger focus:border-danger focus:outline-danger'
+  const errors =
+    isInvalid && 'description' in schema && typeof schema.description === 'string' ?
+      [<Text className="px-2 text-danger">{schema.description}</Text>]
+    : []
 
   // NOTE: `enum` schemas omitted for now as they are not yet used.
   if ('const' in schema) {
@@ -66,100 +71,120 @@ export default function JSONSchemaInput(props: JSONSchemaInputProps) {
           if ('format' in schema && schema.format === 'enso-secret') {
             const isValid = typeof value === 'string' && value !== ''
             children.push(
-              <div className={twMerge('w-full rounded-default border-0.5', validityClassName)}>
-                <Autocomplete
-                  items={autocompleteItems ?? []}
-                  itemToKey={(item) => item}
-                  placeholder={getText('enterSecretPath')}
-                  matches={(item, text) => item.toLowerCase().includes(text.toLowerCase())}
-                  values={isValid ? [value] : []}
-                  setValues={(values) => {
-                    onChange(values[0] ?? '')
-                  }}
-                  text={autocompleteText}
-                  setText={setAutocompleteText}
+              <div className="flex flex-col">
+                <div
+                  className={twMerge(
+                    'w-full rounded-default border-0.5 border-primary/20 outline-offset-2 transition-[border-color,outline] duration-200 focus:border-primary/50 focus:outline focus:outline-2 focus:outline-offset-0 focus:outline-primary',
+                    validationErrorClassName,
+                  )}
                 >
-                  {(item) => item}
-                </Autocomplete>
+                  <Autocomplete
+                    items={autocompleteItems ?? []}
+                    itemToKey={(item) => item}
+                    placeholder={getText('enterSecretPath')}
+                    matches={(item, text) => item.toLowerCase().includes(text.toLowerCase())}
+                    values={isValid ? [value] : []}
+                    setValues={(values) => {
+                      onChange(values[0] ?? '')
+                    }}
+                    text={autocompleteText}
+                    setText={setAutocompleteText}
+                  >
+                    {(item) => item}
+                  </Autocomplete>
+                </div>
+                {...errors}
               </div>,
             )
           } else {
             children.push(
-              <FocusRing>
-                <Input
-                  type="text"
-                  readOnly={readOnly}
-                  value={typeof value === 'string' ? value : ''}
-                  size={1}
-                  className={twMerge(
-                    'focus-child h-6 w-full grow rounded-input border-0.5 bg-transparent px-2 read-only:read-only',
-                    validityClassName,
-                  )}
-                  placeholder={getText('enterText')}
-                  onChange={(event) => {
-                    const newValue: string = event.currentTarget.value
-                    onChange(newValue)
-                  }}
-                />
-              </FocusRing>,
+              <div className="flex flex-col">
+                <FocusRing>
+                  <Input
+                    type="text"
+                    readOnly={readOnly}
+                    value={typeof value === 'string' ? value : ''}
+                    size={1}
+                    className={twMerge(
+                      'focus-child h-6 w-full grow rounded-input border-0.5 border-primary/20 bg-transparent px-2 outline-offset-2 transition-[border-color,outline] duration-200 read-only:read-only focus:border-primary/50 focus:outline focus:outline-2 focus:outline-offset-0 focus:outline-primary',
+                      validationErrorClassName,
+                    )}
+                    placeholder={getText('enterText')}
+                    onChange={(event) => {
+                      const newValue: string = event.currentTarget.value
+                      onChange(newValue)
+                    }}
+                  />
+                </FocusRing>
+                {...errors}
+              </div>,
             )
           }
           break
         }
         case 'number': {
           children.push(
-            <FocusRing>
-              <Input
-                type="number"
-                readOnly={readOnly}
-                value={typeof value === 'number' ? value : ''}
-                size={1}
-                className={twMerge(
-                  'focus-child h-6 w-full grow rounded-input border-0.5 bg-transparent px-2 read-only:read-only',
-                  validityClassName,
-                )}
-                placeholder={getText('enterNumber')}
-                onChange={(event) => {
-                  const newValue: number = event.currentTarget.valueAsNumber
-                  if (Number.isFinite(newValue)) {
-                    onChange(newValue)
-                  }
-                }}
-              />
-            </FocusRing>,
+            <div className="flex flex-col">
+              <FocusRing>
+                <Input
+                  type="number"
+                  readOnly={readOnly}
+                  value={typeof value === 'number' ? value : ''}
+                  size={1}
+                  className={twMerge(
+                    'focus-child h-6 w-full grow rounded-input border-0.5 border-primary/20 bg-transparent px-2 outline-offset-2 transition-[border-color,outline] duration-200 read-only:read-only focus:border-primary/50 focus:outline focus:outline-2 focus:outline-offset-0 focus:outline-primary',
+                    validationErrorClassName,
+                  )}
+                  placeholder={getText('enterNumber')}
+                  onChange={(event) => {
+                    const newValue: number = event.currentTarget.valueAsNumber
+                    if (Number.isFinite(newValue)) {
+                      onChange(newValue)
+                    }
+                  }}
+                />
+              </FocusRing>
+              {...errors}
+            </div>,
           )
           break
         }
         case 'integer': {
           children.push(
-            <FocusRing>
-              <Input
-                type="number"
-                readOnly={readOnly}
-                value={typeof value === 'number' ? value : ''}
-                size={1}
-                className={twMerge(
-                  'focus-child h-6 w-full grow rounded-input border-0.5 bg-transparent px-2 read-only:read-only',
-                  validityClassName,
-                )}
-                placeholder={getText('enterInteger')}
-                onChange={(event) => {
-                  const newValue: number = Math.floor(event.currentTarget.valueAsNumber)
-                  onChange(newValue)
-                }}
-              />
-            </FocusRing>,
+            <div className="flex flex-col">
+              <FocusRing>
+                <Input
+                  type="number"
+                  readOnly={readOnly}
+                  value={typeof value === 'number' ? value : ''}
+                  size={1}
+                  className={twMerge(
+                    'focus-child h-6 w-full grow rounded-input border-0.5 border-primary/20 bg-transparent px-2 outline-offset-2 transition-[border-color,outline] duration-200 read-only:read-only focus:border-primary/50 focus:outline focus:outline-2 focus:outline-offset-0 focus:outline-primary',
+                    validationErrorClassName,
+                  )}
+                  placeholder={getText('enterInteger')}
+                  onChange={(event) => {
+                    const newValue: number = Math.floor(event.currentTarget.valueAsNumber)
+                    onChange(newValue)
+                  }}
+                />
+              </FocusRing>
+              {...errors}
+            </div>,
           )
           break
         }
         case 'boolean': {
           children.push(
-            <Checkbox
-              name="input"
-              isReadOnly={readOnly}
-              isSelected={typeof value === 'boolean' && value}
-              onChange={onChange}
-            />,
+            <div className="flex flex-col">
+              <Checkbox
+                name="input"
+                isReadOnly={readOnly}
+                isSelected={typeof value === 'boolean' && value}
+                onChange={onChange}
+              />
+              {...errors}
+            </div>,
           )
           break
         }
@@ -186,7 +211,7 @@ export default function JSONSchemaInput(props: JSONSchemaInputProps) {
               >
                 {propertyDefinitions.map((definition) => {
                   const { key, schema: childSchema } = definition
-                  const isOptional = !requiredProperties.includes(key)
+                  const isOptional = !requiredProperties.includes(key) || isAbsent
                   const isPresent = !isAbsent && value != null && key in value
                   return constantValueOfSchema(defs, childSchema).length === 1 ?
                       null
@@ -250,7 +275,7 @@ export default function JSONSchemaInput(props: JSONSchemaInputProps) {
                                 newValue = unsafeValue!
                               }
                               const fullObject =
-                                value ?? constantValueOfSchema(defs, childSchema, true)[0]
+                                value ?? constantValueOfSchema(defs, schema, true)[0]
                               onChange(
                                 (
                                   typeof fullObject === 'object' &&
@@ -346,6 +371,7 @@ export default function JSONSchemaInput(props: JSONSchemaInputProps) {
               path={selectedChildPath}
               getValidator={getValidator}
               noBorder={noChildBorder}
+              isAbsent={isAbsent}
               value={value}
               onChange={onChange}
             />
@@ -364,6 +390,7 @@ export default function JSONSchemaInput(props: JSONSchemaInputProps) {
           path={`${path}/allOf/${i}`}
           getValidator={getValidator}
           noBorder={noChildBorder}
+          isAbsent={isAbsent}
           value={value}
           onChange={onChange}
         />
diff --git a/app/gui/src/dashboard/data/datalinkSchema.json b/app/gui/src/dashboard/data/datalinkSchema.json
index 3b9dce0747..cda92b7816 100644
--- a/app/gui/src/dashboard/data/datalinkSchema.json
+++ b/app/gui/src/dashboard/data/datalinkSchema.json
@@ -117,9 +117,9 @@
         "libraryName": { "const": "Standard.Base" },
         "path": {
           "title": "Path",
-          "description": "Must start with \"enso://<organization-name>/\".",
+          "description": "Must start with \"enso://Users/<username>/\" or \"enso://Teams/<team name>/\".",
           "type": "string",
-          "pattern": "^enso://.+/.*$",
+          "pattern": "^enso://(?:Users|Teams)/.*/.*$",
           "format": "enso-file"
         },
         "format": { "title": "Format", "$ref": "#/$defs/Format" }
diff --git a/test/Base_Tests/data/datalinks/example-enso-file.datalink b/test/Base_Tests/data/datalinks/example-enso-file.datalink
index 6f4edcac64..f210ccaa1a 100644
--- a/test/Base_Tests/data/datalinks/example-enso-file.datalink
+++ b/test/Base_Tests/data/datalinks/example-enso-file.datalink
@@ -1,5 +1,5 @@
 {
     "type": "Enso_File",
     "libraryName": "Standard.Base",
-    "path": "enso://PLACEHOLDER_ORG_NAME/PLACEHOLDER_PATH"
+    "path": "enso://Teams/PLACEHOLDER_TEAM_NAME/PLACEHOLDER_PATH"
 }