diff --git a/lib/pact_broker/deployments/deployed_version.rb b/lib/pact_broker/deployments/deployed_version.rb
index 4d6267f76..8178133ef 100644
--- a/lib/pact_broker/deployments/deployed_version.rb
+++ b/lib/pact_broker/deployments/deployed_version.rb
@@ -47,6 +47,10 @@ def order_by_date_desc
       def record_undeployed
         update(currently_deployed: false, undeployed_at: Sequel.datetime_class.now)
       end
+
+      def version_number
+        version.number
+      end
     end
   end
 end
diff --git a/lib/pact_broker/deployments/deployed_version_service.rb b/lib/pact_broker/deployments/deployed_version_service.rb
index ec94f997a..c855c4d6b 100644
--- a/lib/pact_broker/deployments/deployed_version_service.rb
+++ b/lib/pact_broker/deployments/deployed_version_service.rb
@@ -35,6 +35,15 @@ def self.find_deployed_versions_for_environment(environment)
           .all
       end
 
+      def self.find_currently_deployed_versions_for_pacticipant(pacticipant)
+        DeployedVersion
+          .currently_deployed
+          .where(pacticipant_id: pacticipant.id)
+          .eager(:version)
+          .eager(:environment)
+          .all
+      end
+
       def self.record_previous_version_undeployed(pacticipant, environment)
         DeployedVersion.last_deployed_version(pacticipant, environment)&.record_undeployed
       end
diff --git a/lib/pact_broker/domain/webhook.rb b/lib/pact_broker/domain/webhook.rb
index df187d5ab..fe587311f 100644
--- a/lib/pact_broker/domain/webhook.rb
+++ b/lib/pact_broker/domain/webhook.rb
@@ -3,6 +3,7 @@
 require 'pact_broker/logging'
 require 'pact_broker/api/contracts/webhook_contract'
 require 'pact_broker/webhooks/http_request_with_redacted_headers'
+require 'pact_broker/webhooks/pact_and_verification_parameters'
 
 module PactBroker
   module Domain
@@ -96,6 +97,10 @@ def trigger_on_provider_verification_failed?
         events.any?(&:provider_verification_failed?)
       end
 
+      def expand_currently_deployed_provider_versions?
+        request.uses_parameter?(PactBroker::Webhooks::PactAndVerificationParameters::CURRENTLY_DEPLOYED_PROVIDER_VERSION_NUMBER)
+      end
+
       private
 
       def execute_request(webhook_request)
diff --git a/lib/pact_broker/test/http_test_data_builder.rb b/lib/pact_broker/test/http_test_data_builder.rb
index 53367c3d3..1a7d4e5f0 100644
--- a/lib/pact_broker/test/http_test_data_builder.rb
+++ b/lib/pact_broker/test/http_test_data_builder.rb
@@ -60,6 +60,22 @@ def deploy_to_prod(pacticipant:, version:)
         self
       end
 
+      def record_deployment(pacticipant:, version:, environment_name:)
+        puts "Recoding deployment of #{pacticipant} version #{version} to #{environment_name}"
+        version_body = client.get("/pacticipants/#{encode(pacticipant)}/versions/#{encode(version)}").tap { |response| check_for_error(response) }.body
+        environment_relation = version_body["_links"]["pb:record-deployment"].find { |relation| relation["name"] == environment_name }
+        client.post(environment_relation["href"], { replacedPreviousDeployedVersion: true }).tap { |response| check_for_error(response) }
+        separate
+        self
+      end
+
+      def create_environment(name:, production: false)
+        puts "Creating environment #{name}"
+        client.post("/environments", { name: name, displayName: name, production: production }).tap { |response| check_for_error(response) }
+        separate
+        self
+      end
+
       def create_pacticipant(name)
         puts "Creating pacticipant with name #{name}"
         client.post("pacticipants", { name: name }).tap { |response| check_for_error(response) }
@@ -157,7 +173,10 @@ def create_global_webhook_for_contract_changed(uuid: nil, url: "https://postman-
           }],
           "request" => {
             "method" => "POST",
-            "url" => url
+            "url" => url,
+            "body" => {
+              "deployedProviderVersion" => "${pactbroker.currentlyDeployedProviderVersionNumber}"
+            }
           }
         }
         path = "webhooks/#{uuid}"
diff --git a/lib/pact_broker/webhooks/pact_and_verification_parameters.rb b/lib/pact_broker/webhooks/pact_and_verification_parameters.rb
index 83976565b..db1892a86 100644
--- a/lib/pact_broker/webhooks/pact_and_verification_parameters.rb
+++ b/lib/pact_broker/webhooks/pact_and_verification_parameters.rb
@@ -14,6 +14,7 @@ class PactAndVerificationParameters
       CONSUMER_LABELS = 'pactbroker.consumerLabels'
       PROVIDER_LABELS = 'pactbroker.providerLabels'
       EVENT_NAME = 'pactbroker.eventName'
+      CURRENTLY_DEPLOYED_PROVIDER_VERSION_NUMBER = 'pactbroker.currentlyDeployedProviderVersionNumber'
 
       ALL = [
         CONSUMER_NAME,
@@ -28,7 +29,8 @@ class PactAndVerificationParameters
         BITBUCKET_VERIFICATION_STATUS,
         CONSUMER_LABELS,
         PROVIDER_LABELS,
-        EVENT_NAME
+        EVENT_NAME,
+        CURRENTLY_DEPLOYED_PROVIDER_VERSION_NUMBER
       ]
 
       def initialize(pact, trigger_verification, webhook_context)
@@ -52,7 +54,8 @@ def to_hash
           BITBUCKET_VERIFICATION_STATUS => bitbucket_verification_status,
           CONSUMER_LABELS => pacticipant_labels(pact && pact.consumer),
           PROVIDER_LABELS => pacticipant_labels(pact && pact.provider),
-          EVENT_NAME => event_name
+          EVENT_NAME => event_name,
+          CURRENTLY_DEPLOYED_PROVIDER_VERSION_NUMBER => currently_deployed_provider_version_number
         }
       end
 
@@ -123,6 +126,10 @@ def pacticipant_labels pacticipant
       def event_name
         webhook_context.fetch(:event_name)
       end
+
+      def currently_deployed_provider_version_number
+        webhook_context[:currently_deployed_provider_version_number] || ""
+      end
     end
   end
 end
diff --git a/lib/pact_broker/webhooks/service.rb b/lib/pact_broker/webhooks/service.rb
index 39aa33da3..cc7c0ae52 100644
--- a/lib/pact_broker/webhooks/service.rb
+++ b/lib/pact_broker/webhooks/service.rb
@@ -14,6 +14,7 @@
 require 'pact_broker/webhooks/execution_configuration'
 require 'pact_broker/messages'
 require 'pact_broker/webhooks/pact_and_verification_parameters'
+require 'pact_broker/feature_toggle'
 
 module PactBroker
   module Webhooks
@@ -128,28 +129,39 @@ def self.trigger_webhooks pact, verification, event_name, event_context, options
           webhook_execution_configuration = options.fetch(:webhook_execution_configuration).with_webhook_context(event_name: event_name)
           # bit messy to merge in base_url here, but easier than a big refactor
           base_url = options.fetch(:webhook_execution_configuration).webhook_context.fetch(:base_url)
-          run_later(webhooks, pact, verification, event_name, event_context.merge(event_name: event_name, base_url: base_url), options.merge(webhook_execution_configuration: webhook_execution_configuration))
+
+          run_webhooks_later(webhooks, pact, verification, event_name, event_context.merge(event_name: event_name, base_url: base_url), options.merge(webhook_execution_configuration: webhook_execution_configuration))
         else
           logger.info "No enabled webhooks found for consumer \"#{pact.consumer.name}\" and provider \"#{pact.provider.name}\" and event #{event_name}"
         end
       end
 
-      def self.run_later webhooks, pact, verification, event_name, event_context, options
-        trigger_uuid = next_uuid
+      def self.run_webhooks_later webhooks, pact, verification, event_name, event_context, options
         webhooks.each do | webhook |
-          begin
-            triggered_webhook = webhook_repository.create_triggered_webhook(trigger_uuid, webhook, pact, verification, RESOURCE_CREATION, event_name, event_context)
-            logger.info "Scheduling job for webhook with uuid #{webhook.uuid}"
-            logger.debug "Schedule webhook with options #{options}"
-            job_data = { triggered_webhook: triggered_webhook }.deep_merge(options)
-            # Delay slightly to make sure the request transaction has finished before we execute the webhook
-            Job.perform_in(5, job_data)
-          rescue StandardError => e
-            logger.warn("Error scheduling webhook execution for webhook with uuid #{webhook.uuid}", e)
+          if PactBroker.feature_enabled?(:expand_currently_deployed_provider_versions) && webhook.expand_currently_deployed_provider_versions?
+            deployed_version_service.find_currently_deployed_versions_for_pacticipant(pact.provider).collect(&:version_number).uniq.each_with_index do | version_number, index |
+              schedule_webhook(webhook, pact, verification, event_name, event_context.merge(currently_deployed_provider_version_number: version_number), options, index * 5)
+            end
+          else
+            schedule_webhook(webhook, pact, verification, event_name, event_context, options)
           end
         end
       end
 
+      def self.schedule_webhook(webhook, pact, verification, event_name, event_context, options, extra_delay = 0)
+        begin
+          trigger_uuid = next_uuid
+          triggered_webhook = webhook_repository.create_triggered_webhook(trigger_uuid, webhook, pact, verification, RESOURCE_CREATION, event_name, event_context)
+          logger.info "Scheduling job for webhook with uuid #{webhook.uuid}, context: #{event_context}"
+          logger.debug "Schedule webhook with options #{options}"
+          job_data = { triggered_webhook: triggered_webhook }.deep_merge(options)
+          # Delay slightly to make sure the request transaction has finished before we execute the webhook
+          Job.perform_in(5 + extra_delay, job_data)
+        rescue StandardError => e
+          logger.warn("Error scheduling webhook execution for webhook with uuid #{webhook.uuid}", e)
+        end
+      end
+
       def self.find_latest_triggered_webhooks_for_pact pact
         webhook_repository.find_latest_triggered_webhooks_for_pact pact
       end
diff --git a/lib/pact_broker/webhooks/webhook_request_template.rb b/lib/pact_broker/webhooks/webhook_request_template.rb
index 73c44b99d..6a0114413 100644
--- a/lib/pact_broker/webhooks/webhook_request_template.rb
+++ b/lib/pact_broker/webhooks/webhook_request_template.rb
@@ -62,6 +62,13 @@ def headers= headers
         @headers = Rack::Utils::HeaderHash.new(headers)
       end
 
+      def uses_parameter?(parameter_name)
+        !!body_string&.include?("${" + parameter_name + "}")
+      end
+
+      def body_string
+        String === body ? body : body&.to_json
+      end
 
       def to_s
         "#{method.upcase} #{url}, username=#{username}, password=#{display_password}, headers=#{redacted_headers}, body=#{body}"
diff --git a/script/reproduce-issue-expand-currently-deployed.rb b/script/reproduce-issue-expand-currently-deployed.rb
new file mode 100755
index 000000000..c3137e17c
--- /dev/null
+++ b/script/reproduce-issue-expand-currently-deployed.rb
@@ -0,0 +1,47 @@
+#!/usr/bin/env ruby
+begin
+
+  $LOAD_PATH << "#{Dir.pwd}/lib"
+  require 'pact_broker/test/http_test_data_builder'
+  base_url = ENV['PACT_BROKER_BASE_URL'] || 'http://localhost:9292'
+
+  td = PactBroker::Test::HttpTestDataBuilder.new(base_url)
+  td.delete_integration(consumer: "Foo", provider: "Bar")
+    .delete_integration(consumer: "foo-consumer", provider: "bar-provider")
+    .create_environment(name: "test")
+    .create_environment(name: "prod", production: true)
+    .publish_pact(consumer: "foo-consumer", consumer_version: "1", provider: "bar-provider", content_id: "111", tag: "main")
+    .get_pacts_for_verification(
+      enable_pending: true,
+      provider_version_tag: "main",
+      include_wip_pacts_since: "2020-01-01",
+      consumer_version_selectors: [{ tag: "main", latest: true }])
+    .verify_pact(
+      index: 0,
+      provider_version_tag: "main",
+      provider_version: "1",
+      success: true
+    )
+    .record_deployment(pacticipant: "bar-provider", version: "1", environment_name: "test")
+    .record_deployment(pacticipant: "bar-provider", version: "1", environment_name: "prod")
+    .record_deployment(pacticipant: "foo-consumer", version: "1", environment_name: "prod")
+    .get_pacts_for_verification(
+      enable_pending: true,
+      provider_version_tag: "main",
+      include_wip_pacts_since: "2020-01-01",
+      consumer_version_selectors: [{ tag: "main", latest: true }])
+    .verify_pact(
+      index: 0,
+      provider_version_tag: "main",
+      provider_version: "2",
+      success: true
+    )
+    .record_deployment(pacticipant: "bar-provider", version: "2", environment_name: "test")
+    .create_global_webhook_for_contract_changed(uuid: "7a5da39c-8e50-4cc9-ae16-dfa5be043e8c")
+    .publish_pact(consumer: "foo-consumer", consumer_version: "2", provider: "bar-provider", content_id: "222", tag: "main")
+
+rescue StandardError => e
+  puts "#{e.class} #{e.message}"
+  puts e.backtrace
+  exit 1
+end
diff --git a/spec/lib/pact_broker/webhooks/service_spec.rb b/spec/lib/pact_broker/webhooks/service_spec.rb
index 1b409c554..6c5595449 100644
--- a/spec/lib/pact_broker/webhooks/service_spec.rb
+++ b/spec/lib/pact_broker/webhooks/service_spec.rb
@@ -178,7 +178,11 @@ module Webhooks
         let(:consumer_version) { PactBroker::Domain::Version.new(number: '1.2.3') }
         let(:consumer) { PactBroker::Domain::Pacticipant.new(name: 'Consumer') }
         let(:provider) { PactBroker::Domain::Pacticipant.new(name: 'Provider') }
-        let(:webhooks) { [instance_double(PactBroker::Domain::Webhook, description: 'description', uuid: '1244')]}
+        let(:webhooks) { [webhook]}
+        let(:webhook) do
+          instance_double(PactBroker::Domain::Webhook, description: 'description', uuid: '1244', expand_currently_deployed_provider_versions?: expand_currently_deployed)
+        end
+        let(:expand_currently_deployed) { false }
         let(:triggered_webhook) { instance_double(PactBroker::Webhooks::TriggeredWebhook) }
         let(:webhook_execution_configuration) { double('webhook_execution_configuration', webhook_context: webhook_context) }
         let(:webhook_context) { { base_url: "http://example.org" } }
@@ -206,8 +210,8 @@ module Webhooks
         end
 
         context "when webhooks are found" do
-          it "executes the webhook" do
-            expect(Service).to receive(:run_later).with(webhooks, pact, verification, PactBroker::Webhooks::WebhookEvent::CONTRACT_CONTENT_CHANGED, expected_event_context, options)
+          it "schedules the webhook" do
+            expect(Service).to receive(:run_webhooks_later).with(webhooks, pact, verification, PactBroker::Webhooks::WebhookEvent::CONTRACT_CONTENT_CHANGED, expected_event_context, options)
             subject
           end
 
@@ -215,12 +219,39 @@ module Webhooks
             expect(webhook_execution_configuration).to receive(:with_webhook_context).with(event_name: PactBroker::Webhooks::WebhookEvent::CONTRACT_CONTENT_CHANGED)
             subject
           end
+
+          context "when there should be a webhook triggered for each currently deployed version" do
+            before do
+              allow(Service).to receive(:deployed_version_service).and_return(deployed_version_service)
+              allow(deployed_version_service).to receive(:find_currently_deployed_versions_for_pacticipant).and_return(currently_deployed_versions)
+            end
+            let(:expand_currently_deployed) { true }
+            let(:deployed_version_service) { class_double("PactBroker::Deployments::DeployedVersionService").as_stubbed_const }
+            let(:currently_deployed_version_1) { instance_double("PactBroker::Deployments::DeployedVersion", version_number: "1") }
+            let(:currently_deployed_version_2) { instance_double("PactBroker::Deployments::DeployedVersion", version_number: "2") }
+            let(:currently_deployed_versions) { [currently_deployed_version_1, currently_deployed_version_2] }
+
+            it "schedules a triggered webhook for each currently deployed version" do
+              expect(Service).to receive(:schedule_webhook).with(webhook, pact, verification, PactBroker::Webhooks::WebhookEvent::CONTRACT_CONTENT_CHANGED, expected_event_context.merge(currently_deployed_provider_version_number: "1"), options, 0)
+              expect(Service).to receive(:schedule_webhook).with(webhook, pact, verification, PactBroker::Webhooks::WebhookEvent::CONTRACT_CONTENT_CHANGED, expected_event_context.merge(currently_deployed_provider_version_number: "2"), options, 5)
+              subject
+            end
+
+            context "when the same version is deployed to multiple environments" do
+              let(:currently_deployed_version_2) { instance_double("PactBroker::Deployments::DeployedVersion", version_number: "1") }
+
+              it "only triggers one webhook" do
+                expect(Service).to receive(:schedule_webhook).with(anything, anything, anything, anything, expected_event_context.merge(currently_deployed_provider_version_number: "1"), anything, 0)
+                subject
+              end
+            end
+          end
         end
 
         context "when no webhooks are found" do
           let(:webhooks) { [] }
           it "does nothing" do
-            expect(Service).to_not receive(:run_later)
+            expect(Service).to_not receive(:run_webhooks_later)
             subject
           end