diff --git a/app/plugin_api.go b/app/plugin_api.go
index dc01e2cfb7..6a5fccf271 100644
--- a/app/plugin_api.go
+++ b/app/plugin_api.go
@@ -1105,3 +1105,40 @@ func (api *PluginAPI) PublishPluginClusterEvent(ev model.PluginClusterEvent,
 
 	return nil
 }
+
+// RequestTrialLicense requests a trial license and installs it in the server
+func (api *PluginAPI) RequestTrialLicense(requesterID string, users int, termsAccepted bool, receiveEmailsAccepted bool) *model.AppError {
+	if *api.app.Config().ExperimentalSettings.RestrictSystemAdmin {
+		return model.NewAppError("RequestTrialLicense", "api.restricted_system_admin", nil, "", http.StatusForbidden)
+	}
+
+	if !termsAccepted {
+		return model.NewAppError("RequestTrialLicense", "api.license.request-trial.bad-request.terms-not-accepted", nil, "", http.StatusBadRequest)
+	}
+
+	if users == 0 {
+		return model.NewAppError("RequestTrialLicense", "api.license.request-trial.bad-request", nil, "", http.StatusBadRequest)
+	}
+
+	requester, err := api.app.GetUser(requesterID)
+	if err != nil {
+		return err
+	}
+
+	trialLicenseRequest := &model.TrialLicenseRequest{
+		ServerID:              api.app.TelemetryId(),
+		Name:                  requester.GetDisplayName(model.SHOW_FULLNAME),
+		Email:                 requester.Email,
+		SiteName:              *api.app.Config().TeamSettings.SiteName,
+		SiteURL:               *api.app.Config().ServiceSettings.SiteURL,
+		Users:                 users,
+		TermsAccepted:         termsAccepted,
+		ReceiveEmailsAccepted: receiveEmailsAccepted,
+	}
+
+	if trialLicenseRequest.SiteURL == "" {
+		return model.NewAppError("RequestTrialLicense", "api.license.request_trial_license.no-site-url.app_error", nil, "", http.StatusBadRequest)
+	}
+
+	return api.app.Srv().RequestTrialLicense(trialLicenseRequest)
+}
diff --git a/plugin/api.go b/plugin/api.go
index 06218cf428..8ff23cc85d 100644
--- a/plugin/api.go
+++ b/plugin/api.go
@@ -1066,6 +1066,11 @@ type API interface {
 	//
 	// Minimum server version: 5.36
 	PublishPluginClusterEvent(ev model.PluginClusterEvent, opts model.PluginClusterEventSendOptions) error
+
+	// RequestTrialLicense requests a trial license and installs it in the server
+	//
+	// Minimum server version: 5.36
+	RequestTrialLicense(requesterID string, users int, termsAccepted bool, receiveEmailsAccepted bool) *model.AppError
 }
 
 var handshake = plugin.HandshakeConfig{
diff --git a/plugin/api_timer_layer_generated.go b/plugin/api_timer_layer_generated.go
index fcf191c6c7..0ee2fbfa17 100644
--- a/plugin/api_timer_layer_generated.go
+++ b/plugin/api_timer_layer_generated.go
@@ -1127,3 +1127,10 @@ func (api *apiTimerLayer) PublishPluginClusterEvent(ev model.PluginClusterEvent,
 	api.recordTime(startTime, "PublishPluginClusterEvent", _returnsA == nil)
 	return _returnsA
 }
+
+func (api *apiTimerLayer) RequestTrialLicense(requesterID string, users int, termsAccepted bool, receiveEmailsAccepted bool) *model.AppError {
+	startTime := timePkg.Now()
+	_returnsA := api.apiImpl.RequestTrialLicense(requesterID, users, termsAccepted, receiveEmailsAccepted)
+	api.recordTime(startTime, "RequestTrialLicense", _returnsA == nil)
+	return _returnsA
+}
diff --git a/plugin/client_rpc_generated.go b/plugin/client_rpc_generated.go
index af3c42c757..2a521bb096 100644
--- a/plugin/client_rpc_generated.go
+++ b/plugin/client_rpc_generated.go
@@ -5000,3 +5000,34 @@ func (s *apiRPCServer) PublishPluginClusterEvent(args *Z_PublishPluginClusterEve
 	}
 	return nil
 }
+
+type Z_RequestTrialLicenseArgs struct {
+	A string
+	B int
+	C bool
+	D bool
+}
+
+type Z_RequestTrialLicenseReturns struct {
+	A *model.AppError
+}
+
+func (g *apiRPCClient) RequestTrialLicense(requesterID string, users int, termsAccepted bool, receiveEmailsAccepted bool) *model.AppError {
+	_args := &Z_RequestTrialLicenseArgs{requesterID, users, termsAccepted, receiveEmailsAccepted}
+	_returns := &Z_RequestTrialLicenseReturns{}
+	if err := g.client.Call("Plugin.RequestTrialLicense", _args, _returns); err != nil {
+		log.Printf("RPC call to RequestTrialLicense API failed: %s", err.Error())
+	}
+	return _returns.A
+}
+
+func (s *apiRPCServer) RequestTrialLicense(args *Z_RequestTrialLicenseArgs, returns *Z_RequestTrialLicenseReturns) error {
+	if hook, ok := s.impl.(interface {
+		RequestTrialLicense(requesterID string, users int, termsAccepted bool, receiveEmailsAccepted bool) *model.AppError
+	}); ok {
+		returns.A = hook.RequestTrialLicense(args.A, args.B, args.C, args.D)
+	} else {
+		return encodableError(fmt.Errorf("API RequestTrialLicense called but not implemented."))
+	}
+	return nil
+}
diff --git a/plugin/plugintest/api.go b/plugin/plugintest/api.go
index 5066cc794d..e9cc48bb2b 100644
--- a/plugin/plugintest/api.go
+++ b/plugin/plugintest/api.go
@@ -2804,6 +2804,22 @@ func (_m *API) RemoveTeamIcon(teamID string) *model.AppError {
 	return r0
 }
 
+// RequestTrialLicense provides a mock function with given fields: requesterID, users, termsAccepted, receiveEmailsAccepted
+func (_m *API) RequestTrialLicense(requesterID string, users int, termsAccepted bool, receiveEmailsAccepted bool) *model.AppError {
+	ret := _m.Called(requesterID, users, termsAccepted, receiveEmailsAccepted)
+
+	var r0 *model.AppError
+	if rf, ok := ret.Get(0).(func(string, int, bool, bool) *model.AppError); ok {
+		r0 = rf(requesterID, users, termsAccepted, receiveEmailsAccepted)
+	} else {
+		if ret.Get(0) != nil {
+			r0 = ret.Get(0).(*model.AppError)
+		}
+	}
+
+	return r0
+}
+
 // SaveConfig provides a mock function with given fields: config
 func (_m *API) SaveConfig(config *model.Config) *model.AppError {
 	ret := _m.Called(config)