diff --git a/webapp/channels/src/components/admin_console/feature_discovery/feature_discovery.test.tsx b/webapp/channels/src/components/admin_console/feature_discovery/feature_discovery.test.tsx
index e8589a0c09..b59e778bd6 100644
--- a/webapp/channels/src/components/admin_console/feature_discovery/feature_discovery.test.tsx
+++ b/webapp/channels/src/components/admin_console/feature_discovery/feature_discovery.test.tsx
@@ -31,6 +31,7 @@ describe('components/feature_discovery', () => {
                     hadPrevCloudTrial={false}
                     isSubscriptionLoaded={true}
                     isPaidSubscription={false}
+                    cloudFreeDeprecated={false}
                     actions={{
                         getPrevTrialLicense: jest.fn(),
                         getCloudSubscription: jest.fn(),
@@ -58,6 +59,7 @@ describe('components/feature_discovery', () => {
                     isCloudTrial={false}
                     hadPrevCloudTrial={false}
                     isPaidSubscription={false}
+                    cloudFreeDeprecated={false}
                     isSubscriptionLoaded={true}
                     actions={{
                         getPrevTrialLicense: jest.fn(),
@@ -87,6 +89,7 @@ describe('components/feature_discovery', () => {
                     isCloudTrial={false}
                     hadPrevCloudTrial={false}
                     isSubscriptionLoaded={false}
+                    cloudFreeDeprecated={false}
                     isPaidSubscription={false}
                     actions={{
                         getPrevTrialLicense: jest.fn(),
diff --git a/webapp/channels/src/components/admin_console/feature_discovery/feature_discovery.tsx b/webapp/channels/src/components/admin_console/feature_discovery/feature_discovery.tsx
index e2faca2227..902e1a1187 100644
--- a/webapp/channels/src/components/admin_console/feature_discovery/feature_discovery.tsx
+++ b/webapp/channels/src/components/admin_console/feature_discovery/feature_discovery.tsx
@@ -59,6 +59,7 @@ type Props = {
     isSubscriptionLoaded: boolean;
     isPaidSubscription: boolean;
     customer?: CloudCustomer;
+    cloudFreeDeprecated: boolean;
 }
 
 type State = {
@@ -205,6 +206,23 @@ export default class FeatureDiscovery extends React.PureComponent<Props, State>
                         extraClass='btn btn-primary'
                     />
                 );
+                if (this.props.cloudFreeDeprecated) {
+                    ctaPrimaryButton = (
+                        <button
+                            className='btn btn-primary'
+                            data-testid='featureDiscovery_primaryCallToAction'
+                            onClick={() => {
+                                trackEvent(TELEMETRY_CATEGORIES.SELF_HOSTED_ADMIN, 'click_enterprise_contact_sales_feature_discovery');
+                                this.contactSalesFunc();
+                            }}
+                        >
+                            <FormattedMessage
+                                id='admin.ldap_feature_discovery_cloud.call_to_action.primary_sales'
+                                defaultMessage='Contact sales'
+                            />
+                        </button>
+                    );
+                }
             } else if (hadPrevCloudTrial) {
                 // if it is cloud, but this account already had a free trial, then the cta button must be Upgrade now
                 ctaPrimaryButton = (
@@ -259,7 +277,7 @@ export default class FeatureDiscovery extends React.PureComponent<Props, State>
                     />
                 </ExternalLink>
                 {gettingTrialError}
-                {(!this.props.isCloud || canRequestCloudFreeTrial) && <p className='trial-legal-terms'>
+                {((!this.props.isCloud || canRequestCloudFreeTrial) && !this.props.cloudFreeDeprecated) && <p className='trial-legal-terms'>
                     {canRequestCloudFreeTrial ? (
                         <FormattedMessage
                             id='admin.feature_discovery.trial-request.accept-terms.cloudFree'
diff --git a/webapp/channels/src/components/admin_console/feature_discovery/index.tsx b/webapp/channels/src/components/admin_console/feature_discovery/index.tsx
index 99ea68e874..49c2eea386 100644
--- a/webapp/channels/src/components/admin_console/feature_discovery/index.tsx
+++ b/webapp/channels/src/components/admin_console/feature_discovery/index.tsx
@@ -9,6 +9,7 @@ import {getCloudSubscription} from 'mattermost-redux/actions/cloud';
 import {Action, GenericAction} from 'mattermost-redux/types/actions';
 import {checkHadPriorTrial, getCloudCustomer} from 'mattermost-redux/selectors/entities/cloud';
 import {getLicense} from 'mattermost-redux/selectors/entities/general';
+import {deprecateCloudFree} from 'mattermost-redux/selectors/entities/preferences';
 
 import {ModalData} from 'types/actions';
 import {GlobalState} from 'types/store';
@@ -29,6 +30,7 @@ function mapStateToProps(state: GlobalState) {
     const hasPriorTrial = checkHadPriorTrial(state);
     const isCloudTrial = subscription?.is_free_trial === 'true';
     const customer = getCloudCustomer(state);
+    const cloudFreeDeprecated = deprecateCloudFree(state);
     return {
         stats: state.entities.admin.analytics,
         prevTrialLicense: state.entities.admin.prevTrialLicense,
@@ -38,6 +40,7 @@ function mapStateToProps(state: GlobalState) {
         hadPrevCloudTrial: hasPriorTrial,
         isPaidSubscription: isCloud && license?.SkuShortName !== LicenseSkus.Starter && !isCloudTrial,
         customer,
+        cloudFreeDeprecated,
     };
 }
 
diff --git a/webapp/channels/src/components/feature_restricted_modal/feature_restricted_modal.tsx b/webapp/channels/src/components/feature_restricted_modal/feature_restricted_modal.tsx
index 547dcd9fc5..c86cc27e0a 100644
--- a/webapp/channels/src/components/feature_restricted_modal/feature_restricted_modal.tsx
+++ b/webapp/channels/src/components/feature_restricted_modal/feature_restricted_modal.tsx
@@ -13,6 +13,7 @@ import {checkHadPriorTrial} from 'mattermost-redux/selectors/entities/cloud';
 import {isCurrentUserSystemAdmin} from 'mattermost-redux/selectors/entities/users';
 import {getLicense} from 'mattermost-redux/selectors/entities/general';
 import {getPrevTrialLicense} from 'mattermost-redux/actions/admin';
+import {deprecateCloudFree} from 'mattermost-redux/selectors/entities/preferences';
 
 import CloudStartTrialButton from 'components/cloud_start_trial/cloud_start_trial_btn';
 import StartTrialBtn from 'components/learn_more_trial_modal/start_trial_btn';
@@ -59,6 +60,7 @@ const FeatureRestrictedModal = ({
         dispatch(getPrevTrialLicense());
     }, []);
 
+    const cloudFreeDeprecated = useSelector(deprecateCloudFree);
     const hasCloudPriorTrial = useSelector(checkHadPriorTrial);
     const prevTrialLicense = useSelector((state: GlobalState) => state.entities.admin.prevTrialLicense);
     const hasSelfHostedPriorTrial = prevTrialLicense.IsLicensed === 'true';
@@ -100,7 +102,7 @@ const FeatureRestrictedModal = ({
 
     const getTitle = () => {
         if (isSystemAdmin) {
-            return hasPriorTrial ? titleAdminPostTrial : titleAdminPreTrial;
+            return (hasPriorTrial || cloudFreeDeprecated) ? titleAdminPostTrial : titleAdminPreTrial;
         }
 
         return titleEndUser;
@@ -108,13 +110,13 @@ const FeatureRestrictedModal = ({
 
     const getMessage = () => {
         if (isSystemAdmin) {
-            return hasPriorTrial ? messageAdminPostTrial : messageAdminPreTrial;
+            return (hasPriorTrial || cloudFreeDeprecated) ? messageAdminPostTrial : messageAdminPreTrial;
         }
 
         return messageEndUser;
     };
 
-    const showStartTrial = isSystemAdmin && !hasPriorTrial;
+    const showStartTrial = isSystemAdmin && !hasPriorTrial && !cloudFreeDeprecated;
 
     // define what is the secondary button text and action, by default will be the View Plan button
     let secondaryBtnMsg = formatMessage({id: 'feature_restricted_modal.button.plans', defaultMessage: 'View plans'});
diff --git a/webapp/channels/src/components/invitation_modal/invite_as.tsx b/webapp/channels/src/components/invitation_modal/invite_as.tsx
index aabcb2674e..a7e552c024 100644
--- a/webapp/channels/src/components/invitation_modal/invite_as.tsx
+++ b/webapp/channels/src/components/invitation_modal/invite_as.tsx
@@ -14,6 +14,7 @@ import {isCurrentUserSystemAdmin} from 'mattermost-redux/selectors/entities/user
 import {getSubscriptionProduct, checkHadPriorTrial} from 'mattermost-redux/selectors/entities/cloud';
 import {DispatchFunc} from 'mattermost-redux/types/actions';
 import {getPrevTrialLicense} from 'mattermost-redux/actions/admin';
+import {deprecateCloudFree} from 'mattermost-redux/selectors/entities/preferences';
 
 import {closeModal, openModal} from 'actions/views/modals';
 
@@ -43,6 +44,7 @@ export type Props = {
 export default function InviteAs(props: Props) {
     const {formatMessage} = useIntl();
     const license = useSelector(getLicense);
+    const cloudFreeDeprecated = useSelector(deprecateCloudFree);
     const dispatch = useDispatch<DispatchFunc>();
 
     useEffect(() => {
@@ -85,7 +87,7 @@ export default function InviteAs(props: Props) {
         if (isFreeTrial) {
             ctaExtraContentMsg = formatMessage({id: 'free.professional_feature.professional', defaultMessage: 'Professional feature'});
         } else {
-            ctaExtraContentMsg = hasPriorTrial ? formatMessage({id: 'free.professional_feature.upgrade', defaultMessage: 'Upgrade'}) : formatMessage({id: 'free.professional_feature.try_free', defaultMessage: 'Professional feature- try it out free'});
+            ctaExtraContentMsg = (hasPriorTrial || cloudFreeDeprecated) ? formatMessage({id: 'free.professional_feature.upgrade', defaultMessage: 'Upgrade'}) : formatMessage({id: 'free.professional_feature.try_free', defaultMessage: 'Professional feature- try it out free'});
         }
 
         const restrictedIndicator = (
diff --git a/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal.test.tsx b/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal.test.tsx
index e9dd3a2147..2194f15855 100644
--- a/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal.test.tsx
+++ b/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal.test.tsx
@@ -33,6 +33,12 @@ describe('components/learn_more_trial_modal/learn_more_trial_modal', () => {
         entities: {
             users: {
                 currentUserId: 'current_user_id',
+                profiles: {
+                    current_user_id: {
+                        id: 'current_user_id',
+                        roles: '',
+                    },
+                },
             },
             admin: {
                 analytics: {
diff --git a/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal.tsx b/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal.tsx
index d3a81f9690..c50aa6caa8 100644
--- a/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal.tsx
+++ b/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal.tsx
@@ -2,7 +2,7 @@
 // See LICENSE.txt for license information.
 
 import React, {useCallback, useEffect, useMemo, useState} from 'react';
-import {useIntl} from 'react-intl';
+import {FormattedMessage, useIntl} from 'react-intl';
 import {useSelector, useDispatch} from 'react-redux';
 
 import {trackEvent} from 'actions/telemetry_actions';
@@ -16,10 +16,13 @@ import MonitorImacLikeSVG from 'components/common/svg_images_components/monitor_
 import SystemRolesSVG from 'components/admin_console/feature_discovery/features/images/system_roles_svg';
 import CloudStartTrialButton from 'components/cloud_start_trial/cloud_start_trial_btn';
 import {BtnStyle} from 'components/common/carousel/carousel_button';
+import useOpenSalesLink from 'components/common/hooks/useOpenSalesLink';
+import ExternalLink from 'components/external_link';
 
 import {closeModal} from 'actions/views/modals';
 import {DispatchFunc} from 'mattermost-redux/types/actions';
 import {getLicense} from 'mattermost-redux/selectors/entities/general';
+import {deprecateCloudFree} from 'mattermost-redux/selectors/entities/preferences';
 
 import StartTrialBtn from './start_trial_btn';
 
@@ -43,8 +46,11 @@ const LearnMoreTrialModal = (
     const [embargoed, setEmbargoed] = useState(false);
     const dispatch = useDispatch<DispatchFunc>();
 
+    const [, salesLink] = useOpenSalesLink();
+
     // Cloud conditions
     const license = useSelector(getLicense);
+    const cloudFreeDeprecated = useSelector(deprecateCloudFree);
     const isCloud = license?.Cloud === 'true';
 
     const handleEmbargoError = useCallback(() => {
@@ -78,6 +84,20 @@ const LearnMoreTrialModal = (
                 extraClass={'btn btn-primary start-cloud-trial-btn'}
             />
         );
+        if (cloudFreeDeprecated) {
+            startTrialBtn = (
+                <ExternalLink
+                    location='learn_more_trial_modal'
+                    href={salesLink}
+                    className='btn btn-primary start-cloud-trial-btn'
+                >
+                    <FormattedMessage
+                        id='learn_more_trial_modal.contact_sales'
+                        defaultMessage='Contact sales'
+                    />
+                </ExternalLink>
+            );
+        }
     }
 
     const handleOnClose = useCallback(() => {
diff --git a/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal_step.tsx b/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal_step.tsx
index b9b3bbba43..3b721fea0b 100644
--- a/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal_step.tsx
+++ b/webapp/channels/src/components/learn_more_trial_modal/learn_more_trial_modal_step.tsx
@@ -2,10 +2,11 @@
 // See LICENSE.txt for license information.
 
 import React from 'react';
-
+import {useSelector} from 'react-redux';
 import {FormattedMessage} from 'react-intl';
 
 import TrialBenefitsModalStepMore from 'components/trial_benefits_modal/trial_benefits_modal_step_more';
+import {deprecateCloudFree} from 'mattermost-redux/selectors/entities/preferences';
 
 import './learn_more_trial_modal_step.scss';
 import {AboutLinks, LicenseLinks} from 'utils/constants';
@@ -35,6 +36,7 @@ const LearnMoreTrialModalStep = (
         buttonLabel,
         handleOnClose,
     }: LearnMoreTrialModalStepProps) => {
+    const cloudFreeDeprecated = useSelector(deprecateCloudFree);
     return (
         <div
             id={`learnMoreTrialModalStep-${id}`}
@@ -59,32 +61,36 @@ const LearnMoreTrialModalStep = (
                     telemetryId={'learn_more_trial_modal'}
                 />
             )}
-            <div className='disclaimer'>
-                <span>
-                    <FormattedMessage
-                        id='start_trial.modal.disclaimer'
-                        defaultMessage='By clicking “Start trial”, I agree to the <linkEvaluation>Mattermost Software and Services License Agreement</linkEvaluation>, <linkPrivacy>privacy policy</linkPrivacy> and receiving product emails.'
-                        values={{
-                            linkEvaluation: (msg: React.ReactNode) => (
-                                <ExternalLink
-                                    href={LicenseLinks.SOFTWARE_SERVICES_LICENSE_AGREEMENT}
-                                    location='learn_more_trial_modal_step'
-                                >
-                                    {msg}
-                                </ExternalLink>
-                            ),
-                            linkPrivacy: (msg: React.ReactNode) => (
-                                <ExternalLink
-                                    href={AboutLinks.PRIVACY_POLICY}
-                                    location='learn_more_trial_modal_step'
-                                >
-                                    {msg}
-                                </ExternalLink>
-                            ),
-                        }}
-                    />
-                </span>
-            </div>
+            {
+                cloudFreeDeprecated ? '' : (
+                    <div className='disclaimer'>
+                        <span>
+                            <FormattedMessage
+                                id='start_trial.modal.disclaimer'
+                                defaultMessage='By clicking “Start trial”, I agree to the <linkEvaluation>Mattermost Software and Services License Agreement</linkEvaluation>, <linkPrivacy>privacy policy</linkPrivacy> and receiving product emails.'
+                                values={{
+                                    linkEvaluation: (msg: React.ReactNode) => (
+                                        <ExternalLink
+                                            href={LicenseLinks.SOFTWARE_SERVICES_LICENSE_AGREEMENT}
+                                            location='learn_more_trial_modal_step'
+                                        >
+                                            {msg}
+                                        </ExternalLink>
+                                    ),
+                                    linkPrivacy: (msg: React.ReactNode) => (
+                                        <ExternalLink
+                                            href={AboutLinks.PRIVACY_POLICY}
+                                            location='learn_more_trial_modal_step'
+                                        >
+                                            {msg}
+                                        </ExternalLink>
+                                    ),
+                                }}
+                            />
+                        </span>
+                    </div>
+                )
+            }
             {bottomLeftMessage && (
                 <div className='bottom-text-left-message'>
                     {bottomLeftMessage}
diff --git a/webapp/channels/src/components/widgets/menu/menu_items/menu_cloud_trial.tsx b/webapp/channels/src/components/widgets/menu/menu_items/menu_cloud_trial.tsx
index 4cee71725a..82aab4eab2 100644
--- a/webapp/channels/src/components/widgets/menu/menu_items/menu_cloud_trial.tsx
+++ b/webapp/channels/src/components/widgets/menu/menu_items/menu_cloud_trial.tsx
@@ -14,6 +14,7 @@ import {DispatchFunc} from 'mattermost-redux/types/actions';
 import {getLicense} from 'mattermost-redux/selectors/entities/general';
 import {isCurrentUserSystemAdmin} from 'mattermost-redux/selectors/entities/users';
 import {getCloudSubscription, getSubscriptionProduct} from 'mattermost-redux/selectors/entities/cloud';
+import {deprecateCloudFree} from 'mattermost-redux/selectors/entities/preferences';
 
 import {openModal} from 'actions/views/modals';
 
@@ -32,6 +33,7 @@ const MenuCloudTrial = ({id}: Props): JSX.Element | null => {
     const subscription = useSelector(getCloudSubscription);
     const subscriptionProduct = useSelector(getSubscriptionProduct);
     const license = useSelector(getLicense);
+    const cloudFreeDeprecated = useSelector(deprecateCloudFree);
     const dispatch = useDispatch<DispatchFunc>();
 
     const isCloud = license?.Cloud === 'true';
@@ -109,7 +111,7 @@ const MenuCloudTrial = ({id}: Props): JSX.Element | null => {
     );
 
     // menu option displayed when the workspace is not running any trial
-    const noFreeTrialContent = noPriorTrial ? (
+    const noFreeTrialContent = (noPriorTrial && !cloudFreeDeprecated) ? (
         <FormattedMessage
             id='menu.cloudFree.priorTrial.tryEnterprise'
             defaultMessage='Interested in a limitless plan with high-security features? <openModalLink>Try Enterprise free for 30 days</openModalLink>'
diff --git a/webapp/channels/src/i18n/en.json b/webapp/channels/src/i18n/en.json
index 01390e7f5e..955992e53d 100644
--- a/webapp/channels/src/i18n/en.json
+++ b/webapp/channels/src/i18n/en.json
@@ -4036,6 +4036,7 @@
   "learn_more_about_trial.modal.useSsoDescription": "Sign on quickly and easily with our SSO feature that works with OpenID, SAML, Google, and O365.",
   "learn_more_about_trial.modal.useSsoTitle": "Use SSO (with OpenID, SAML, Google, O365)",
   "learn_more_trial_modal_step.learnMoreAboutFeature": "Learn more about this feature.",
+  "learn_more_trial_modal.contact_sales": "Contact Sales",
   "learn_more_trial_modal.pretitle": "With Enterprise, you can...",
   "leave_private_channel_modal.leave": "Yes, leave channel",
   "leave_private_channel_modal.message": "Are you sure you wish to leave the private channel {channel}? You must be re-invited in order to re-join this channel in the future.",