diff --git a/packages/frontend-2/components/billing/Alert.vue b/packages/frontend-2/components/billing/Alert.vue
index a7d0bd79b8..d8acae64ff 100644
--- a/packages/frontend-2/components/billing/Alert.vue
+++ b/packages/frontend-2/components/billing/Alert.vue
@@ -3,7 +3,7 @@
     <template v-if="!hasValidPlan">
       <div
         v-if="condensed"
-        class="flex items-center justify-between rounded-md p-2 pl-3 text-body-3xs font-medium bg-info-lighter text-primary-focus"
+        class="flex items-center justify-between rounded-md p-2 pl-3 text-body-3xs font-medium bg-info-lighter text-primary-focus gap-x-2"
       >
         {{ title }}
         <FormButton
diff --git a/packages/frontend-2/components/dashboard/Sidebar.vue b/packages/frontend-2/components/dashboard/Sidebar.vue
index bccba4fd6b..461914dad9 100644
--- a/packages/frontend-2/components/dashboard/Sidebar.vue
+++ b/packages/frontend-2/components/dashboard/Sidebar.vue
@@ -83,6 +83,7 @@
                     :active="isActive(item.to)"
                     :tag="
                       item.plan.status === WorkspacePlanStatuses.Trial ||
+                      item.plan.status === WorkspacePlanStatuses.Expired ||
                       !item.plan.status
                         ? 'TRIAL'
                         : undefined
diff --git a/packages/frontend-2/components/settings/Dialog.vue b/packages/frontend-2/components/settings/Dialog.vue
index 1e60e20df9..228883e7d9 100644
--- a/packages/frontend-2/components/settings/Dialog.vue
+++ b/packages/frontend-2/components/settings/Dialog.vue
@@ -50,6 +50,7 @@
               class="workspace-item"
               :tag="
                 workspaceItem.plan?.status === WorkspacePlanStatuses.Trial ||
+                workspaceItem.plan?.status === WorkspacePlanStatuses.Expired ||
                 !workspaceItem.plan?.status
                   ? 'TRIAL'
                   : undefined
diff --git a/packages/frontend-2/components/settings/workspaces/Billing.vue b/packages/frontend-2/components/settings/workspaces/Billing.vue
index f3eff5fe8d..8de507ad0f 100644
--- a/packages/frontend-2/components/settings/workspaces/Billing.vue
+++ b/packages/frontend-2/components/settings/workspaces/Billing.vue
@@ -18,7 +18,7 @@
             >
               <div class="p-5 pt-4 flex flex-col gap-y-1">
                 <h3 class="text-body-xs text-foreground-2 pb-1">
-                  {{ statusIsTrial ? 'Trial plan' : 'Current plan' }}
+                  {{ summaryPlanHeading }}
                 </h3>
                 <div class="flex gap-x-2">
                   <p class="text-heading-lg text-foreground">
@@ -28,7 +28,7 @@
                     </span>
                   </p>
                   <div>
-                    <CommonBadge v-if="statusIsTrial" rounded>TRIAL</CommonBadge>
+                    <CommonBadge v-if="showStatusBadge" rounded>TRIAL</CommonBadge>
                   </div>
                 </div>
                 <p v-if="isPurchasablePlan" class="text-body-xs text-foreground-2">
@@ -38,6 +38,11 @@
                     </span>
                     Free
                   </span>
+                  <span
+                    v-else-if="currentPlan?.status === WorkspacePlanStatuses.Expired"
+                  >
+                    £{{ seatPrice[Roles.Workspace.Member] }} per seat/month
+                  </span>
                   <span v-else>
                     £{{ seatPrice[Roles.Workspace.Member] }} per seat/month, billed
                     {{
@@ -51,16 +56,10 @@
               <div class="p-5 pt-4 flex flex-col gap-y-1">
                 <template v-if="isPurchasablePlan || statusIsTrial">
                   <h3 class="text-body-xs text-foreground-2 pb-1">
-                    {{
-                      statusIsTrial
-                        ? 'Expected bill'
-                        : subscription?.billingInterval === BillingInterval.Yearly
-                        ? 'Annual bill'
-                        : 'Monthly bill'
-                    }}
+                    {{ summaryBillHeading }}
                   </h3>
                   <p class="text-heading-lg text-foreground inline-block">
-                    {{ billValue }} per
+                    {{ summaryBillValue }} per
                     {{
                       subscription?.billingInterval === BillingInterval.Yearly
                         ? 'year'
@@ -68,7 +67,7 @@
                     }}
                   </p>
                   <p class="text-body-xs text-foreground-2 flex gap-x-1 items-center">
-                    {{ billDescription }}
+                    {{ summaryBillDescription }}
                     <InformationCircleIcon
                       v-tippy="billTooltip"
                       class="w-4 h-4 text-foreground cursor-pointer"
@@ -84,18 +83,15 @@
               </div>
               <div class="p-5 pt-4 flex flex-col gap-y-1">
                 <h3 class="text-body-xs text-foreground-2 pb-1">
-                  {{
-                    statusIsTrial && isPurchasablePlan
-                      ? 'Trial ends'
-                      : statusIsCanceled
-                      ? 'Cancels'
-                      : 'Next payment due'
-                  }}
+                  {{ summaryDateHeading }}
                 </h3>
                 <p class="text-heading-lg text-foreground capitalize">
                   {{ isPurchasablePlan ? nextPaymentDue : 'Never' }}
                 </p>
-                <p v-if="isPurchasablePlan" class="text-body-xs text-foreground-2">
+                <p
+                  v-if="showSummaryDateDescription"
+                  class="text-body-xs text-foreground-2"
+                >
                   <span v-if="statusIsTrial">Subscribe before this date</span>
                   <span v-else>
                     {{
@@ -125,11 +121,7 @@
             </div>
           </div>
 
-          <SettingsSectionHeader
-            :title="statusIsTrial ? 'Start your subscription' : 'Upgrade your plan'"
-            subheading
-            class="pt-4"
-          />
+          <SettingsSectionHeader :title="pricingTableHeading" subheading class="pt-4" />
           <SettingsWorkspacesBillingPricingTable
             v-if="isPurchasablePlan || statusIsTrial"
             :workspace-id="workspaceId"
@@ -262,15 +254,14 @@ const statusIsTrial = computed(
     currentPlan.value?.status === WorkspacePlanStatuses.Trial ||
     !currentPlan.value?.status
 )
-const statusIsCanceled = computed(
-  () => currentPlan.value?.status === WorkspacePlanStatuses.Canceled
-)
 const isActivePlan = computed(
   () =>
     currentPlan.value &&
     currentPlan.value?.status !== WorkspacePlanStatuses.Trial &&
-    currentPlan.value?.status !== WorkspacePlanStatuses.Canceled
+    currentPlan.value?.status !== WorkspacePlanStatuses.Canceled &&
+    currentPlan.value?.status !== WorkspacePlanStatuses.Expired
 )
+
 const isAcademiaPlan = computed(
   () => currentPlan.value?.name === WorkspacePlans.Academia
 )
@@ -303,14 +294,14 @@ const memberSeatCount = computed(() =>
     ? workspace.value.team.items.length - guestSeatCount.value
     : 0
 )
-const billValue = computed(() => {
+const summaryBillValue = computed(() => {
   const guestPrice = seatPrice.value[Roles.Workspace.Guest] * guestSeatCount.value
   const memberPrice = seatPrice.value[Roles.Workspace.Member] * memberSeatCount.value
   const totalPrice = guestPrice + memberPrice
   const isAnnual = subscription.value?.billingInterval === BillingInterval.Yearly
   return isPurchasablePlan.value ? `£${isAnnual ? totalPrice * 12 : totalPrice}` : '£0'
 })
-const billDescription = computed(() => {
+const summaryBillDescription = computed(() => {
   const memberText =
     memberSeatCount.value > 1 ? `${memberSeatCount.value} members` : '1 member'
   const guestText =
@@ -328,12 +319,72 @@ const billTooltip = computed(() => {
 
   return `${memberText}${guestSeatCount.value > 0 ? `, ${guestText}` : ''}`
 })
+const summaryPlanHeading = computed(() => {
+  switch (currentPlan.value?.status) {
+    case WorkspacePlanStatuses.Trial:
+      return 'Trial plan'
+    case WorkspacePlanStatuses.Expired:
+    case WorkspacePlanStatuses.Canceled:
+      return 'Plan'
+    default:
+      return 'Current plan'
+  }
+})
+const summaryBillHeading = computed(() => {
+  switch (currentPlan.value?.status) {
+    case WorkspacePlanStatuses.Trial:
+    case WorkspacePlanStatuses.Expired:
+    case WorkspacePlanStatuses.Canceled:
+      return 'Expected bill'
+    default:
+      return subscription.value?.billingInterval === BillingInterval.Yearly
+        ? 'Annual bill'
+        : 'Monthly bill'
+  }
+})
+const summaryDateHeading = computed(() => {
+  if (statusIsTrial.value && isPurchasablePlan.value) {
+    return 'Trial ends'
+  } else if (currentPlan.value?.status === WorkspacePlanStatuses.Expired) {
+    return 'Trial expired at'
+  } else if (currentPlan.value?.status === WorkspacePlanStatuses.Canceled) {
+    return 'Cancels'
+  } else {
+    return 'Next payment due'
+  }
+})
+const showSummaryDateDescription = computed(() => {
+  return statusIsTrial.value && isPurchasablePlan.value
+})
+
+const pricingTableHeading = computed(() => {
+  switch (currentPlan.value?.status) {
+    case WorkspacePlanStatuses.Trial:
+    case WorkspacePlanStatuses.Expired:
+      return 'Start your subscription'
+    case WorkspacePlanStatuses.Canceled:
+      return 'Restart your subscription'
+    default:
+      return 'Upgrade your plan'
+  }
+})
+const showStatusBadge = computed(() => {
+  return (
+    (statusIsTrial.value ||
+      currentPlan.value?.status === WorkspacePlanStatuses.Expired) &&
+    isPurchasablePlan.value
+  )
+})
 
 const onPlanSelected = (plan: { name: WorkspacePlans; cycle: BillingInterval }) => {
   const { name, cycle } = plan
   if (!isPaidPlan(name) || !props.workspaceId) return
 
-  if (statusIsTrial.value) {
+  if (
+    statusIsTrial.value ||
+    currentPlan.value?.status === WorkspacePlanStatuses.Expired ||
+    currentPlan.value?.status === WorkspacePlanStatuses.Canceled
+  ) {
     mixpanel.track('Workspace Subscribe Button Clicked', {
       plan,
       cycle,
diff --git a/packages/frontend-2/components/settings/workspaces/billing/PricingTable/Plan.vue b/packages/frontend-2/components/settings/workspaces/billing/PricingTable/Plan.vue
index f87bb2ada0..035464a648 100644
--- a/packages/frontend-2/components/settings/workspaces/billing/PricingTable/Plan.vue
+++ b/packages/frontend-2/components/settings/workspaces/billing/PricingTable/Plan.vue
@@ -186,8 +186,13 @@ const isMonthlyToAnnual = computed(() => {
 
 const isSelectable = computed(() => {
   if (!props.isAdmin) return false
-  // Always enable buttons during trial
-  if (statusIsTrial.value) return true
+  // Always enable buttons during trial, expired or canceled state
+  if (
+    statusIsTrial.value ||
+    props.currentPlan?.status === WorkspacePlanStatuses.Expired ||
+    props.currentPlan?.status === WorkspacePlanStatuses.Canceled
+  )
+    return true
 
   // Allow selection if switching from monthly to yearly for the same plan
   if (isMonthlyToAnnual.value && props.currentPlan?.name === props.plan.name)
@@ -213,15 +218,22 @@ const isSelectable = computed(() => {
 })
 
 const buttonColor = computed(() => {
-  if (statusIsTrial.value) {
+  if (
+    statusIsTrial.value ||
+    props.currentPlan?.status === WorkspacePlanStatuses.Expired
+  ) {
     return props.plan.name === WorkspacePlans.Starter ? 'primary' : 'outline'
   }
   return 'outline'
 })
 
 const buttonText = computed(() => {
-  // Trial plan case
-  if (statusIsTrial.value) {
+  // Allow selection during trial, expired or canceled state
+  if (
+    statusIsTrial.value ||
+    props.currentPlan?.status === WorkspacePlanStatuses.Expired ||
+    props.currentPlan?.status === WorkspacePlanStatuses.Canceled
+  ) {
     return `Subscribe to ${startCase(props.plan.name)}`
   }
   // Current plan case
@@ -248,7 +260,13 @@ const buttonTooltip = computed(() => {
     return 'You must be a workspace admin.'
   }
 
-  if (statusIsTrial.value || isCurrentPlan.value) return
+  if (
+    statusIsTrial.value ||
+    isCurrentPlan.value ||
+    props.currentPlan?.status === WorkspacePlanStatuses.Expired ||
+    props.currentPlan?.status === WorkspacePlanStatuses.Canceled
+  )
+    return undefined
 
   if (isDowngrade.value) {
     return 'Downgrading is not supported at the moment. Please contact billing@speckle.systems.'
diff --git a/packages/frontend-2/components/workspace/header/Header.vue b/packages/frontend-2/components/workspace/header/Header.vue
index 2d5f4104f0..0963f59a7b 100644
--- a/packages/frontend-2/components/workspace/header/Header.vue
+++ b/packages/frontend-2/components/workspace/header/Header.vue
@@ -126,7 +126,10 @@ const isWorkspaceGuest = computed(
   () => props.workspaceInfo.role === Roles.Workspace.Guest
 )
 const billingAlertAction = computed<Array<AlertAction>>(() => {
-  if (isInTrial.value && isWorkspaceAdmin.value) {
+  if (
+    (isInTrial.value && isWorkspaceAdmin.value) ||
+    props.workspaceInfo.plan?.status === WorkspacePlanStatuses.Expired
+  ) {
     return [
       {
         title: 'Subscribe',
@@ -134,6 +137,7 @@ const billingAlertAction = computed<Array<AlertAction>>(() => {
       }
     ]
   }
+
   return []
 })