diff --git a/assets/stylesheets/App.css b/assets/stylesheets/App.css
index c7e8be02..f5e700d9 100644
--- a/assets/stylesheets/App.css
+++ b/assets/stylesheets/App.css
@@ -2005,6 +2005,12 @@ span.ant-skeleton-input.ant-skeleton-input-sm.text-skeleton {
   width: 100%;
 }
 
+.overview-flex-columns.is-vertical .overview-flex-columns-item {
+  flex: none;
+  width: 100%;
+  transition: none;
+}
+
 .overview-flex-columns-empty {
   flex: 1;
   min-height: 48px;
diff --git a/src/components/Dashboard/common/DashboardOverviewFlexColumns.jsx b/src/components/Dashboard/common/DashboardOverviewFlexColumns.jsx
index 22a06b55..431ddec7 100644
--- a/src/components/Dashboard/common/DashboardOverviewFlexColumns.jsx
+++ b/src/components/Dashboard/common/DashboardOverviewFlexColumns.jsx
@@ -4,6 +4,7 @@ import {
   isValidElement,
   useCallback,
   useEffect,
+  useLayoutEffect,
   useMemo,
   useRef,
   useState
@@ -55,8 +56,114 @@ const DashboardOverviewFlexColumns = ({
     [childList.length, proportions]
   )
   const dragRef = useRef(null)
+  const rowRef = useRef(null)
   const onProportionsChangeRef = useRef(onProportionsChange)
+  const stackAtWidthRef = useRef(null)
+  const isVerticalRef = useRef(false)
   const [activeSeparator, setActiveSeparator] = useState(null)
+  const [isVertical, setIsVertical] = useState(false)
+
+  const setVertical = useCallback((next) => {
+    isVerticalRef.current = next
+    setIsVertical((previous) => (previous === next ? previous : next))
+  }, [])
+
+  useLayoutEffect(() => {
+    const row = rowRef.current
+    if (!row || isEmpty) {
+      stackAtWidthRef.current = null
+      setVertical(false)
+      return undefined
+    }
+
+    const hasHorizontalOverflow = (items) => {
+      if (row.scrollWidth > row.clientWidth + 1) {
+        return true
+      }
+
+      return items.some((item) => item.scrollWidth > item.clientWidth + 1)
+    }
+
+    let frame = null
+
+    const update = () => {
+      const rowWidth = row.clientWidth
+      if (rowWidth < 1) {
+        return
+      }
+
+      const flexEl = row.firstElementChild
+      if (!flexEl) {
+        return
+      }
+
+      const items = [...row.querySelectorAll('.overview-flex-columns-item')]
+      if (!items.length) {
+        return
+      }
+
+      const stackState = stackAtWidthRef.current
+
+      if (!isVerticalRef.current) {
+        if (
+          stackState &&
+          stackState.childCount === items.length &&
+          rowWidth > stackState.width
+        ) {
+          return
+        }
+
+        if (hasHorizontalOverflow(items)) {
+          stackAtWidthRef.current = {
+            width: rowWidth,
+            childCount: items.length
+          }
+          setVertical(true)
+          return
+        }
+
+        stackAtWidthRef.current = null
+        setVertical(false)
+        return
+      }
+
+      if (!stackState || stackState.childCount !== items.length) {
+        stackAtWidthRef.current = null
+        setVertical(false)
+        return
+      }
+
+      if (rowWidth > stackState.width) {
+        setVertical(false)
+      }
+    }
+
+    const scheduleUpdate = () => {
+      if (frame != null) {
+        cancelAnimationFrame(frame)
+      }
+      frame = requestAnimationFrame(() => {
+        frame = null
+        update()
+      })
+    }
+
+    scheduleUpdate()
+
+    const resizeObserver = new ResizeObserver(scheduleUpdate)
+    resizeObserver.observe(row)
+
+    row.querySelectorAll('.overview-flex-columns-item').forEach((item) => {
+      resizeObserver.observe(item)
+    })
+
+    return () => {
+      if (frame != null) {
+        cancelAnimationFrame(frame)
+      }
+      resizeObserver.disconnect()
+    }
+  }, [childList, isEmpty, resolvedProportions, setVertical])
 
   useEffect(() => {
     onProportionsChangeRef.current = onProportionsChange
@@ -170,7 +277,9 @@ const DashboardOverviewFlexColumns = ({
         isLayoutEditing ? 'is-editing' : ''
       } ${isDragOver ? 'is-drag-over' : ''} ${
         isEmpty && isLayoutEditing ? 'is-empty' : ''
-      } ${activeSeparator != null ? 'is-resizing' : ''}`}
+      } ${activeSeparator != null ? 'is-resizing' : ''} ${
+        isVertical ? 'is-vertical' : ''
+      }`}
       onDragOver={onDragOver}
       onDrop={onDrop}
       onDragLeave={onDragLeave}
@@ -195,44 +304,48 @@ const DashboardOverviewFlexColumns = ({
           </Flex>
         </Card>
       )}
-      <Flex
-        gap='large'
-        align='stretch'
-        className='overview-flex-columns-row'
-        wrap='nowrap'
-      >
-        {isEmpty && isLayoutEditing ? (
-          <div className='overview-flex-columns-empty'>Drop sections here</div>
-        ) : (
-          childList.map((child, index) => {
-            if (!isValidElement(child)) return child
-            const proportion = resolvedProportions[index] ?? 0
-            const showSeparator =
-              isLayoutEditing && index < childList.length - 1
-            return cloneElement(child, {
-              style: {
-                ...child.props.style,
-                flex: `${proportion} 1 0`,
-                minWidth: 0,
-                position: 'relative'
-              },
-              children: (
-                <>
-                  {child.props.children}
-                  {showSeparator ? (
-                    <ColumnSeparator
-                      active={activeSeparator === index}
-                      onPointerDown={(event) =>
-                        handlePointerDown(event, index)
-                      }
-                    />
-                  ) : null}
-                </>
-              )
+      <div ref={rowRef} className='overview-flex-columns-row'>
+        <Flex
+          vertical={isVertical}
+          gap='large'
+          align='stretch'
+          wrap='nowrap'
+          style={{ width: '100%' }}
+        >
+          {isEmpty && isLayoutEditing ? (
+            <div className='overview-flex-columns-empty'>Drop sections here</div>
+          ) : (
+            childList.map((child, index) => {
+              if (!isValidElement(child)) return child
+              const proportion = resolvedProportions[index] ?? 0
+              const showSeparator =
+                !isVertical && isLayoutEditing && index < childList.length - 1
+              return cloneElement(child, {
+                style: {
+                  ...child.props.style,
+                  ...(isVertical
+                    ? { width: '100%', flex: 'none' }
+                    : { flex: `${proportion} 1 0`, minWidth: 0 }),
+                  position: 'relative'
+                },
+                children: (
+                  <>
+                    {child.props.children}
+                    {showSeparator ? (
+                      <ColumnSeparator
+                        active={activeSeparator === index}
+                        onPointerDown={(event) =>
+                          handlePointerDown(event, index)
+                        }
+                      />
+                    ) : null}
+                  </>
+                )
+              })
             })
-          })
-        )}
-      </Flex>
+          )}
+        </Flex>
+      </div>
     </div>
   )
 }