diff --git a/openapi.json b/openapi.json
index 0709e9b9..0f777cb0 100644
--- a/openapi.json
+++ b/openapi.json
@@ -23958,7 +23958,9 @@
               "type": "string",
               "enum": [
                 "ask",
-                "text_gen"
+                "text_gen",
+                "extract",
+                "extract_structured"
               ]
             }
           },
@@ -23985,7 +23987,7 @@
         ],
         "responses": {
           "200": {
-            "description": "A successful response including the default agent configuration.\nThis response can be one of the following two objects:\nAI agent for questions and AI agent for text generation. The response\ndepends on the agent configuration requested in this endpoint.",
+            "description": "A successful response including the default agent configuration.\nThis response can be one of the following four objects:\nAI agent for questions, AI agent for text generation, AI agent\nfor freeform extract and AI agent for structured extract. The response\ndepends on the agent configuration requested in this endpoint.",
             "content": {
               "application/json": {
                 "schema": {
@@ -23995,6 +23997,12 @@
                     },
                     {
                       "$ref": "#/components/schemas/AiAgentTextGen"
+                    },
+                    {
+                      "$ref": "#/components/schemas/AiAgentExtract"
+                    },
+                    {
+                      "$ref": "#/components/schemas/AiAgentExtractStructured"
                     }
                   ]
                 }
@@ -24023,6 +24031,112 @@
           }
         }
       }
+    },
+    "/v2/ai/extract": {
+      "post": {
+        "operationId": "post_ai_extract",
+        "summary": "Send AI extract request",
+        "tags": [
+          "AI"
+        ],
+        "x-box-tag": "ai",
+        "x-box-enable-explorer": false,
+        "description": "Sends an AI request to supported LLMs and returns an answer focused on key-value pairs.",
+        "requestBody": {
+          "content": {
+            "application/json": {
+              "schema": {
+                "$ref": "#/components/schemas/AiExtract"
+              }
+            }
+          }
+        },
+        "responses": {
+          "200": {
+            "description": "A successful response including the answer from the LLM.",
+            "content": {
+              "application/json": {
+                "schema": {
+                  "$ref": "#/components/schemas/AiResponse"
+                }
+              }
+            }
+          },
+          "400": {
+            "description": "An unexpected client error.",
+            "content": {
+              "application/json": {
+                "schema": {
+                  "$ref": "#/components/schemas/ClientError"
+                }
+              }
+            }
+          },
+          "500": {
+            "description": "An unexpected server error.",
+            "content": {
+              "application/json": {
+                "schema": {
+                  "$ref": "#/components/schemas/ClientError"
+                }
+              }
+            }
+          }
+        }
+      }
+    },
+    "/v2/ai/extract_structured": {
+      "post": {
+        "operationId": "post_ai_extract_structured",
+        "summary": "Send AI extract structured request",
+        "tags": [
+          "AI"
+        ],
+        "x-box-tag": "ai",
+        "x-box-enable-explorer": false,
+        "description": "Sends an AI request to supported LLMs and returns extracted key-value pairs.",
+        "requestBody": {
+          "content": {
+            "application/json": {
+              "schema": {
+                "$ref": "#/components/schemas/AiExtractStructured"
+              }
+            }
+          }
+        },
+        "responses": {
+          "200": {
+            "description": "A successful response including the answer from the LLM.",
+            "content": {
+              "application/json": {
+                "schema": {
+                  "$ref": "#/components/schemas/AiExtractResponse"
+                }
+              }
+            }
+          },
+          "400": {
+            "description": "An unexpected client error.",
+            "content": {
+              "application/json": {
+                "schema": {
+                  "$ref": "#/components/schemas/ClientError"
+                }
+              }
+            }
+          },
+          "500": {
+            "description": "An unexpected server error.",
+            "content": {
+              "application/json": {
+                "schema": {
+                  "$ref": "#/components/schemas/ClientError"
+                }
+              }
+            }
+          }
+        }
+      }
     }
   },
   "components": {
@@ -24180,7 +24294,26 @@
             "type": "array",
             "description": "The history of prompts and answers previously passed to the LLM. This provides additional context to the LLM in generating the response.",
             "items": {
-              "$ref": "#/components/schemas/AiDialogueHistory"
+              "type": "object",
+              "description": "A context object that can hold prior prompts and answers.",
+              "properties": {
+                "prompt": {
+                  "type": "string",
+                  "description": "The prompt previously provided by the client and answered by the LLM.",
+                  "example": "Make my email about public APIs sound more professional."
+                },
+                "answer": {
+                  "type": "string",
+                  "description": "The answer previously provided by the LLM.",
+                  "example": "Here is the first draft of your professional email about public APIs."
+                },
+                "created_at": {
+                  "type": "string",
+                  "format": "date-time",
+                  "description": "The ISO date formatted timestamp of when the previous answer to the prompt was created.",
+                  "example": "2012-12-12T10:53:43-08:00"
+                }
+              }
             }
           },
           "ai_agent": {
@@ -24189,6 +24322,149 @@
         },
         "description": "AI text gen request object"
       },
+      "AiExtractStructured": {
+        "title": "AI Extract Structured Request",
+        "type": "object",
+        "x-box-tag": "ai",
+        "required": [
+          "items"
+        ],
+        "properties": {
+          "items": {
+            "type": "array",
+            "description": "The items to be processed by the LLM, often files.",
+            "minItems": 1,
+            "maxItems": 1,
+            "uniqueItems": true,
+            "items": {
+              "$ref": "#/components/schemas/AiItem--Base"
+            }
+          },
+          "metadata_template": {
+            "type": "object",
+            "description": "The metadata template containing the fields to extract. Cannot be used\nin combination with `fields`.",
+            "properties": {
+              "template_key": {
+                "type": "string",
+                "description": "The name of the metadata template.",
+                "example": "invoiceTemplate"
+              },
+              "type": {
+                "type": "string",
+                "enum": [
+                  "metadata_template"
+                ],
+                "description": "Value is always `metadata_template`.",
+                "example": "metadata_template"
+              },
+              "scope": {
+                "type": "string",
+                "description": "The scope of the metadata template can either be global or\nenterprise_*. The global scope is used for templates that are\navailable to any Box enterprise. The enterprise_* scope represents\ntemplates that have been created within a specific enterprise,\nwhere * will be the ID of that enterprise.",
+                "example": "enterprise_12345"
+              }
+            }
+          },
+          "fields": {
+            "type": "array",
+            "description": "The fields to be extracted from the items. Cannot be used in combination\nwith `metadata_template`.",
+            "minItems": 1,
+            "uniqueItems": true,
+            "items": {
+              "type": "object",
+              "description": "The field to be extracted from the items.",
+              "required": [
+                "key"
+              ],
+              "properties": {
+                "key": {
+                  "type": "string",
+                  "description": "A unique identifier for the field.",
+                  "example": "name"
+                },
+                "description": {
+                  "type": "string",
+                  "description": "A description of the field.",
+                  "example": "The name of the person."
+                },
+                "displayName": {
+                  "type": "string",
+                  "description": "The display name of the field.",
+                  "example": "Name"
+                },
+                "prompt": {
+                  "type": "string",
+                  "description": "Context about the key that may include how to find and how to format it.",
+                  "example": "Name is the first and last name from the email address"
+                },
+                "type": {
+                  "type": "string",
+                  "description": "The type of the field. Can include but is not limited to string, float, date, enum, and multiSelect.",
+                  "example": "enum"
+                },
+                "options": {
+                  "type": "array",
+                  "description": "A list of options for this field. This is most often used in combination with the enum and multiSelect field types.",
+                  "items": {
+                    "type": "object",
+                    "required": [
+                      "key"
+                    ],
+                    "properties": {
+                      "key": {
+                        "type": "string",
+                        "description": "A unique identifier for the field.",
+                        "example": "First Name"
+                      }
+                    }
+                  },
+                  "example": [
+                    {
+                      "key": "First Name"
+                    },
+                    {
+                      "key": "Last Name"
+                    }
+                  ]
+                }
+              }
+            }
+          },
+          "ai_agent": {
+            "$ref": "#/components/schemas/AiAgentExtractStructured"
+          }
+        },
+        "description": "AI Extract Structured Request object."
+      },
+      "AiExtract": {
+        "title": "AI Extract Request",
+        "type": "object",
+        "x-box-tag": "ai",
+        "required": [
+          "prompt",
+          "items"
+        ],
+        "properties": {
+          "prompt": {
+            "type": "string",
+            "description": "The prompt provided by the client to be answered by the LLM that can \ninclude the JSON schema of the expected response.",
+            "example": "\\\"fields\\\":[{\\\"type\\\":\\\"string\\\",\\\"key\\\":\\\"name\\\",\\\"displayName\\\":\\\"Name\\\",\\\"description\\\":\\\"The customer name\\\",\\\"prompt\\\":\\\"Name is always the first word in the document\\\"},{\\\"type\\\":\\\"date\\\",\\\"key\\\":\\\"last_contacted_at\\\",\\\"displayName\\\":\\\"Last Contacted At\\\",\\\"description\\\":\\\"When this customer was last contacted at\\\"}]"
+          },
+          "items": {
+            "type": "array",
+            "description": "The items to be processed by the LLM, often files.",
+            "minItems": 1,
+            "maxItems": 1,
+            "uniqueItems": true,
+            "items": {
+              "$ref": "#/components/schemas/AiItem--Base"
+            }
+          },
+          "ai_agent": {
+            "$ref": "#/components/schemas/AiAgentExtract"
+          }
+        },
+        "description": "AI Extract request object."
+      },
       "PostOAuth2Token": {
         "title": "Token request",
         "type": "object",
@@ -25227,7 +25503,7 @@
         "description": "AI response"
       },
       "AiAskResponse": {
-        "title": "AI ask response",
+        "title": "AI Ask response",
         "type": "object",
         "x-box-resource-id": "ai_ask_response",
         "x-box-tag": "ai",
@@ -25262,6 +25538,13 @@
         },
         "description": "AI response"
       },
+      "AiExtractResponse": {
+        "title": "AI extract response",
+        "type": "object",
+        "x-box-resource-id": "ai_extract_response",
+        "x-box-tag": "ai",
+        "description": "AI extract response.\nThe content of this response may vary depending on\nthe requested configuration."
+      },
       "AiAgentAsk": {
         "title": "AI agent for question requests",
         "type": "object",
@@ -25276,7 +25559,7 @@
             "enum": [
               "ai_agent_ask"
             ],
-            "description": "The type of AI agent used to handle queries.",
+            "description": "The type of AI agent used to handle queries.\nThis parameter is **required**.",
             "example": "ai_agent_ask",
             "nullable": false
           },
@@ -25309,7 +25592,7 @@
             "enum": [
               "ai_agent_text_gen"
             ],
-            "description": "The type of AI agent used for generating text.",
+            "description": "The type of AI agent used for generating text.\nThis parameter is **required**.",
             "example": "ai_agent_text_gen",
             "nullable": false
           },
@@ -25319,6 +25602,60 @@
         },
         "description": "The AI agent used for generating text."
       },
+      "AiAgentExtract": {
+        "title": "AI agent for extract requests",
+        "type": "object",
+        "x-box-tag": "ai",
+        "x-box-resource-id": "ai_agent_extract",
+        "required": [
+          "type"
+        ],
+        "properties": {
+          "type": {
+            "type": "string",
+            "enum": [
+              "ai_agent_extract"
+            ],
+            "description": "The type of AI agent to be used for extraction.\nThis parameter is **required**.",
+            "example": "ai_agent_extract",
+            "nullable": false
+          },
+          "long_text": {
+            "$ref": "#/components/schemas/AiAgentLongTextTool"
+          },
+          "basic_text": {
+            "$ref": "#/components/schemas/AiAgentBasicTextToolExtract"
+          }
+        },
+        "description": "The AI Agent to be used for extraction."
+      },
+      "AiAgentExtractStructured": {
+        "title": "AI agent for structured extract request",
+        "type": "object",
+        "x-box-tag": "ai",
+        "x-box-resource-id": "ai_agent_extract_structured",
+        "required": [
+          "type"
+        ],
+        "properties": {
+          "type": {
+            "type": "string",
+            "enum": [
+              "ai_agent_extract_structured"
+            ],
+            "description": "The type of AI agent to be used for extraction.\nThis parameter is **required**.",
+            "example": "ai_agent_extract_structured",
+            "nullable": false
+          },
+          "long_text": {
+            "$ref": "#/components/schemas/AiAgentLongTextTool"
+          },
+          "basic_text": {
+            "$ref": "#/components/schemas/AiAgentBasicTextToolExtract"
+          }
+        },
+        "description": "The AI Agent to be used for structured extraction."
+      },
       "Classification": {
         "title": "Classification",
         "type": "object",
@@ -37121,6 +37458,39 @@
           }
         ]
       },
+      "AiItem--Base": {
+        "title": "AI item (Base)",
+        "type": "object",
+        "required": [
+          "id",
+          "type"
+        ],
+        "x-box-variants": [
+          "base"
+        ],
+        "x-box-variant": "base",
+        "description": "The item to be processed by the LLM.",
+        "properties": {
+          "id": {
+            "type": "string",
+            "description": "The id of the item.",
+            "example": "123"
+          },
+          "type": {
+            "type": "string",
+            "description": "The type of the item.",
+            "enum": [
+              "file"
+            ],
+            "example": "file"
+          },
+          "content": {
+            "type": "string",
+            "description": "The content of the item, often the text representation.",
+            "example": "This is file content."
+          }
+        }
+      },
       "AiAgentBasicTextToolAsk": {
         "title": "AI agent basic text tool",
         "type": "object",
@@ -37209,6 +37579,47 @@
         },
         "description": "AI agent tool used to handle basic text."
       },
+      "AiAgentBasicTextToolExtract": {
+        "title": "AI agent basic text tool",
+        "type": "object",
+        "x-box-tag": "ai",
+        "properties": {
+          "model": {
+            "type": "string",
+            "description": "The model used for the AI Agent for basic text.",
+            "example": "openai__gpt_3_5_turbo"
+          },
+          "system_message": {
+            "type": "string",
+            "description": "System messages try to help the LLM \"understand\" its role and what it is supposed to do.",
+            "example": "You are a helpful travel assistant specialized in budget travel"
+          },
+          "prompt_template": {
+            "type": "string",
+            "description": "The prompt template contains contextual information of the request and the user prompt. \n\nWhen passing `prompt_template` parameters, you **must include** inputs for `{current_date}`, `{user_question}`, and `{content}`.",
+            "example": "It is `{current_date}`, and I have $8000 and want to spend a week in the Azores. What should I see?",
+            "maxLength": 10000
+          },
+          "num_tokens_for_completion": {
+            "type": "integer",
+            "description": "The number of tokens for completion.",
+            "example": 8400,
+            "minimum": 1
+          },
+          "llm_endpoint_params": {
+            "oneOf": [
+              {
+                "$ref": "#/components/schemas/AiLlmEndpointParamsOpenAi"
+              },
+              {
+                "$ref": "#/components/schemas/AiLlmEndpointParamsGoogle"
+              }
+            ],
+            "description": "The parameters for the LLM endpoint specific to OpenAI / Google models."
+          }
+        },
+        "description": "AI agent tool used to handle basic text."
+      },
       "AiAgentLongTextTool": {
         "title": "AI agent long text tool",
         "type": "object",
@@ -37365,7 +37776,7 @@
         "description": "AI LLM endpoint params OpenAI object."
       },
       "AiCitation": {
-        "title": "The citation of the LLM's answer reference",
+        "title": "Citation of the LLM's answer reference",
         "type": "object",
         "properties": {
           "content": {