diff --git a/ee/components/TrialBanner.tsx b/ee/components/TrialBanner.tsx
index eedb0cb598..5fe9b9fc3b 100644
--- a/ee/components/TrialBanner.tsx
+++ b/ee/components/TrialBanner.tsx
@@ -23,7 +23,7 @@ const TrialBanner = () => {
       data-testid="trial-banner">
       <div className="mb-2 text-left">{t("trial_days_left", { days: trialDaysLeft })}</div>
       <Button
-        href="/api/upgrade"
+        href="/settings/billing"
         color="minimal"
         className="justify-center w-full border-2 border-gray-600 hover:bg-yellow-100">
         {t("upgrade_now")}
diff --git a/pages/settings/billing.tsx b/pages/settings/billing.tsx
index 5c5fcb0a46..935f4e625a 100644
--- a/pages/settings/billing.tsx
+++ b/pages/settings/billing.tsx
@@ -1,5 +1,6 @@
 import { ExternalLinkIcon } from "@heroicons/react/solid";
 import { ReactNode } from "react";
+import { useIntercom } from "react-use-intercom";
 
 import { useLocale } from "@lib/hooks/useLocale";
 
@@ -24,6 +25,7 @@ export default function Billing() {
   const { t } = useLocale();
   const query = useMeQuery();
   const { data } = query;
+  const { boot, show } = useIntercom();
 
   return (
     <Shell heading={t("billing")} subtitle={t("manage_your_billing_info")}>
@@ -44,7 +46,7 @@ export default function Billing() {
 
           <Card title={t("view_and_manage_billing_details")} description={t("view_and_edit_billing_details")}>
             <form method="POST" action={`/api/integrations/stripepayment/portal`}>
-              <Button type="submit">
+              <Button type="submit" color="secondary">
                 {t("go_to_billing_portal")} <ExternalLinkIcon className="w-4 h-4 ml-1" />
               </Button>
             </form>
@@ -56,7 +58,12 @@ export default function Billing() {
                 <p>{t("further_billing_help")}</p>
               </div>
               <div className="mt-5">
-                <Button href="mailto:help@cal.com" color="secondary" type="submit">
+                <Button
+                  onClick={() => {
+                    boot();
+                    show();
+                  }}
+                  color="secondary">
                   {t("contact_our_support_team")}
                 </Button>
               </div>