diff --git a/.generator/schemas/v2/openapi.yaml b/.generator/schemas/v2/openapi.yaml
index 5808b5f79644..e0b45ec93580 100644
--- a/.generator/schemas/v2/openapi.yaml
+++ b/.generator/schemas/v2/openapi.yaml
@@ -37090,6 +37090,8 @@ components:
           type: string
         platform:
           $ref: "#/components/schemas/IssuePlatform"
+        regression:
+          $ref: "#/components/schemas/IssueRegression"
         service:
           description: Service name.
           example: "email-api-py"
@@ -37360,6 +37362,27 @@ components:
         - id
         - type
       type: object
+    IssueRegression:
+      description: Regression information for an issue that was previously resolved and then reopened.
+      properties:
+        regressed_at:
+          description: Timestamp when the issue was reopened (regressed).
+          example: "2024-01-03T08:00:00Z"
+          format: date-time
+          type: string
+        regressed_at_version:
+          description: Application version where the regression was observed.
+          example: "v2.5.2"
+          type: string
+        resolved_at:
+          description: Timestamp when the issue was resolved before the regression.
+          example: "2024-01-01T10:00:00Z"
+          format: date-time
+          type: string
+      required:
+        - resolved_at
+        - regressed_at
+      type: object
     IssueRelationships:
       description: Relationship between the issue and an assignee, case and/or teams.
       properties:
diff --git a/lib/datadog_api_client/inflector.rb b/lib/datadog_api_client/inflector.rb
index c8a70ed3c2fc..615323fce059 100644
--- a/lib/datadog_api_client/inflector.rb
+++ b/lib/datadog_api_client/inflector.rb
@@ -3331,6 +3331,7 @@ def overrides
           "v2.issue_language" => "IssueLanguage",
           "v2.issue_platform" => "IssuePlatform",
           "v2.issue_reference" => "IssueReference",
+          "v2.issue_regression" => "IssueRegression",
           "v2.issue_relationships" => "IssueRelationships",
           "v2.issue_response" => "IssueResponse",
           "v2.issues_search_request" => "IssuesSearchRequest",
diff --git a/lib/datadog_api_client/v2/models/issue_attributes.rb b/lib/datadog_api_client/v2/models/issue_attributes.rb
index 55e5661930fb..1732a0c9edbe 100644
--- a/lib/datadog_api_client/v2/models/issue_attributes.rb
+++ b/lib/datadog_api_client/v2/models/issue_attributes.rb
@@ -54,6 +54,9 @@ class IssueAttributes
     # Platform associated with the issue.
     attr_accessor :platform
 
+    # Regression information for an issue that was previously resolved and then reopened.
+    attr_accessor :regression
+
     # Service name.
     attr_accessor :service
 
@@ -77,6 +80,7 @@ def self.attribute_map
         :'last_seen' => :'last_seen',
         :'last_seen_version' => :'last_seen_version',
         :'platform' => :'platform',
+        :'regression' => :'regression',
         :'service' => :'service',
         :'state' => :'state'
       }
@@ -97,6 +101,7 @@ def self.openapi_types
         :'last_seen' => :'Integer',
         :'last_seen_version' => :'String',
         :'platform' => :'IssuePlatform',
+        :'regression' => :'IssueRegression',
         :'service' => :'String',
         :'state' => :'IssueState'
       }
@@ -166,6 +171,10 @@ def initialize(attributes = {})
         self.platform = attributes[:'platform']
       end
 
+      if attributes.key?(:'regression')
+        self.regression = attributes[:'regression']
+      end
+
       if attributes.key?(:'service')
         self.service = attributes[:'service']
       end
@@ -212,6 +221,7 @@ def ==(o)
           last_seen == o.last_seen &&
           last_seen_version == o.last_seen_version &&
           platform == o.platform &&
+          regression == o.regression &&
           service == o.service &&
           state == o.state &&
           additional_properties == o.additional_properties
@@ -221,7 +231,7 @@ def ==(o)
     # @return [Integer] Hash code
     # @!visibility private
     def hash
-      [error_message, error_type, file_path, first_seen, first_seen_version, function_name, is_crash, languages, last_seen, last_seen_version, platform, service, state, additional_properties].hash
+      [error_message, error_type, file_path, first_seen, first_seen_version, function_name, is_crash, languages, last_seen, last_seen_version, platform, regression, service, state, additional_properties].hash
     end
   end
 end
diff --git a/lib/datadog_api_client/v2/models/issue_regression.rb b/lib/datadog_api_client/v2/models/issue_regression.rb
new file mode 100644
index 000000000000..76028cc36483
--- /dev/null
+++ b/lib/datadog_api_client/v2/models/issue_regression.rb
@@ -0,0 +1,154 @@
+=begin
+#Datadog API V2 Collection
+
+#Collection of all Datadog Public endpoints.
+
+The version of the OpenAPI document: 1.0
+Contact: support@datadoghq.com
+Generated by: https://github.com/DataDog/datadog-api-client-ruby/tree/master/.generator
+
+ Unless explicitly stated otherwise all files in this repository are licensed under the Apache-2.0 License.
+ This product includes software developed at Datadog (https://www.datadoghq.com/).
+ Copyright 2020-Present Datadog, Inc.
+
+=end
+
+require 'date'
+require 'time'
+
+module DatadogAPIClient::V2
+  # Regression information for an issue that was previously resolved and then reopened.
+  class IssueRegression
+    include BaseGenericModel
+
+    # Timestamp when the issue was reopened (regressed).
+    attr_reader :regressed_at
+
+    # Application version where the regression was observed.
+    attr_accessor :regressed_at_version
+
+    # Timestamp when the issue was resolved before the regression.
+    attr_reader :resolved_at
+
+    attr_accessor :additional_properties
+
+    # Attribute mapping from ruby-style variable name to JSON key.
+    # @!visibility private
+    def self.attribute_map
+      {
+        :'regressed_at' => :'regressed_at',
+        :'regressed_at_version' => :'regressed_at_version',
+        :'resolved_at' => :'resolved_at'
+      }
+    end
+
+    # Attribute type mapping.
+    # @!visibility private
+    def self.openapi_types
+      {
+        :'regressed_at' => :'Time',
+        :'regressed_at_version' => :'String',
+        :'resolved_at' => :'Time'
+      }
+    end
+
+    # Initializes the object
+    # @param attributes [Hash] Model attributes in the form of hash
+    # @!visibility private
+    def initialize(attributes = {})
+      if (!attributes.is_a?(Hash))
+        fail ArgumentError, "The input argument (attributes) must be a hash in `DatadogAPIClient::V2::IssueRegression` initialize method"
+      end
+
+      self.additional_properties = {}
+      # check to see if the attribute exists and convert string to symbol for hash key
+      attributes = attributes.each_with_object({}) { |(k, v), h|
+        if (!self.class.attribute_map.key?(k.to_sym))
+          self.additional_properties[k.to_sym] = v
+        else
+          h[k.to_sym] = v
+        end
+      }
+
+      if attributes.key?(:'regressed_at')
+        self.regressed_at = attributes[:'regressed_at']
+      end
+
+      if attributes.key?(:'regressed_at_version')
+        self.regressed_at_version = attributes[:'regressed_at_version']
+      end
+
+      if attributes.key?(:'resolved_at')
+        self.resolved_at = attributes[:'resolved_at']
+      end
+    end
+
+    # Check to see if the all the properties in the model are valid
+    # @return true if the model is valid
+    # @!visibility private
+    def valid?
+      return false if @regressed_at.nil?
+      return false if @resolved_at.nil?
+      true
+    end
+
+    # Custom attribute writer method with validation
+    # @param regressed_at [Object] Object to be assigned
+    # @!visibility private
+    def regressed_at=(regressed_at)
+      if regressed_at.nil?
+        fail ArgumentError, 'invalid value for "regressed_at", regressed_at cannot be nil.'
+      end
+      @regressed_at = regressed_at
+    end
+
+    # Custom attribute writer method with validation
+    # @param resolved_at [Object] Object to be assigned
+    # @!visibility private
+    def resolved_at=(resolved_at)
+      if resolved_at.nil?
+        fail ArgumentError, 'invalid value for "resolved_at", resolved_at cannot be nil.'
+      end
+      @resolved_at = resolved_at
+    end
+
+    # Returns the object in the form of hash, with additionalProperties support.
+    # @return [Hash] Returns the object in the form of hash
+    # @!visibility private
+    def to_hash
+      hash = {}
+      self.class.attribute_map.each_pair do |attr, param|
+        value = self.send(attr)
+        if value.nil?
+          is_nullable = self.class.openapi_nullable.include?(attr)
+          next if !is_nullable || (is_nullable && !instance_variable_defined?(:"@#{attr}"))
+        end
+
+        hash[param] = _to_hash(value)
+      end
+      self.additional_properties.each_pair do |attr, value|
+        hash[attr] = value
+      end
+      hash
+    end
+
+    # Checks equality by comparing each attribute.
+    # @param o [Object] Object to be compared
+    # @!visibility private
+    def ==(o)
+      return true if self.equal?(o)
+      self.class == o.class &&
+          regressed_at == o.regressed_at &&
+          regressed_at_version == o.regressed_at_version &&
+          resolved_at == o.resolved_at &&
+          additional_properties == o.additional_properties
+    end
+
+    # Calculates hash code according to all attributes.
+    # @return [Integer] Hash code
+    # @!visibility private
+    def hash
+      [regressed_at, regressed_at_version, resolved_at, additional_properties].hash
+    end
+  end
+end