diff --git a/dictation_server/src/api/odms/openapi.json b/dictation_server/src/api/odms/openapi.json
index ddc9bf4..f980577 100644
--- a/dictation_server/src/api/odms/openapi.json
+++ b/dictation_server/src/api/odms/openapi.json
@@ -882,6 +882,62 @@
         "security": [{ "bearer": [] }]
       }
     },
+    "/users/license/allocate": {
+      "post": {
+        "operationId": "allocateLicense",
+        "summary": "",
+        "description": "ライセンスを割り当てます",
+        "parameters": [],
+        "requestBody": {
+          "required": true,
+          "content": {
+            "application/json": {
+              "schema": {
+                "$ref": "#/components/schemas/AllocateLicenseRequest"
+              }
+            }
+          }
+        },
+        "responses": {
+          "200": {
+            "description": "成功時のレスポンス",
+            "content": {
+              "application/json": {
+                "schema": {
+                  "$ref": "#/components/schemas/AllocateLicenseResponse"
+                }
+              }
+            }
+          },
+          "400": {
+            "description": "割り当て失敗時",
+            "content": {
+              "application/json": {
+                "schema": { "$ref": "#/components/schemas/ErrorResponse" }
+              }
+            }
+          },
+          "401": {
+            "description": "認証エラー",
+            "content": {
+              "application/json": {
+                "schema": { "$ref": "#/components/schemas/ErrorResponse" }
+              }
+            }
+          },
+          "500": {
+            "description": "想定外のサーバーエラー",
+            "content": {
+              "application/json": {
+                "schema": { "$ref": "#/components/schemas/ErrorResponse" }
+              }
+            }
+          }
+        },
+        "tags": ["users"],
+        "security": [{ "bearer": [] }]
+      }
+    },
     "/files/audio/upload-finished": {
       "post": {
         "operationId": "uploadFinished",
@@ -1816,6 +1872,54 @@
         "security": [{ "bearer": [] }]
       }
     },
+    "/licenses/allocatable": {
+      "get": {
+        "operationId": "getAllocatableLicenses",
+        "summary": "",
+        "description": "割り当て可能なライセンスを取得します",
+        "parameters": [],
+        "requestBody": {
+          "required": true,
+          "content": {
+            "application/json": {
+              "schema": {
+                "$ref": "#/components/schemas/GetAllocatableLicensesRequest"
+              }
+            }
+          }
+        },
+        "responses": {
+          "200": {
+            "description": "成功時のレスポンス",
+            "content": {
+              "application/json": {
+                "schema": {
+                  "$ref": "#/components/schemas/GetAllocatableLicensesResponse"
+                }
+              }
+            }
+          },
+          "401": {
+            "description": "認証エラー",
+            "content": {
+              "application/json": {
+                "schema": { "$ref": "#/components/schemas/ErrorResponse" }
+              }
+            }
+          },
+          "500": {
+            "description": "想定外のサーバーエラー",
+            "content": {
+              "application/json": {
+                "schema": { "$ref": "#/components/schemas/ErrorResponse" }
+              }
+            }
+          }
+        },
+        "tags": ["licenses"],
+        "security": [{ "bearer": [] }]
+      }
+    },
     "/notification/register": {
       "post": {
         "operationId": "register",
@@ -2373,6 +2477,18 @@
         "required": ["id", "role", "autoRenew", "licenseAlart", "notification"]
       },
       "PostUpdateUserResponse": { "type": "object", "properties": {} },
+      "AllocateLicenseRequest": {
+        "type": "object",
+        "properties": {
+          "userId": { "type": "number", "description": "ユーザーID" },
+          "newLicenseId": {
+            "type": "number",
+            "description": "割り当てるライセンスのID"
+          }
+        },
+        "required": ["userId", "newLicenseId"]
+      },
+      "AllocateLicenseResponse": { "type": "object", "properties": {} },
       "AudioOptionItem": {
         "type": "object",
         "properties": {
@@ -2671,6 +2787,25 @@
         "required": ["cardLicenseKey"]
       },
       "ActivateCardLicensesResponse": { "type": "object", "properties": {} },
+      "GetAllocatableLicensesRequest": { "type": "object", "properties": {} },
+      "AllocatableLicenseInfo": {
+        "type": "object",
+        "properties": {
+          "licenseId": { "type": "number" },
+          "expiryDate": { "format": "date-time", "type": "string" }
+        },
+        "required": ["licenseId", "expiryDate"]
+      },
+      "GetAllocatableLicensesResponse": {
+        "type": "object",
+        "properties": {
+          "allocatableLicenses": {
+            "type": "array",
+            "items": { "$ref": "#/components/schemas/AllocatableLicenseInfo" }
+          }
+        },
+        "required": ["allocatableLicenses"]
+      },
       "RegisterRequest": {
         "type": "object",
         "properties": {
diff --git a/dictation_server/src/features/licenses/licenses.controller.ts b/dictation_server/src/features/licenses/licenses.controller.ts
index 9ce59f0..c119052 100644
--- a/dictation_server/src/features/licenses/licenses.controller.ts
+++ b/dictation_server/src/features/licenses/licenses.controller.ts
@@ -1,6 +1,7 @@
 import {
   Body,
   Controller,
+  Get,
   HttpStatus,
   Post,
   Req,
@@ -21,6 +22,8 @@ import {
   IssueCardLicensesRequest,
   ActivateCardLicensesResponse,
   ActivateCardLicensesRequest,
+  GetAllocatableLicensesResponse,
+  GetAllocatableLicensesRequest,
 } from './types/types';
 import { Request } from 'express';
 import { retrieveAuthorizationToken } from '../../common/http/helper';
@@ -169,4 +172,45 @@ export class LicensesController {
 
     return {};
   }
+
+  @ApiResponse({
+    status: HttpStatus.OK,
+    type: GetAllocatableLicensesResponse,
+    description: '成功時のレスポンス',
+  })
+  @ApiResponse({
+    status: HttpStatus.UNAUTHORIZED,
+    description: '認証エラー',
+    type: ErrorResponse,
+  })
+  @ApiResponse({
+    status: HttpStatus.INTERNAL_SERVER_ERROR,
+    description: '想定外のサーバーエラー',
+    type: ErrorResponse,
+  })
+  @ApiOperation({
+    operationId: 'getAllocatableLicenses',
+    description: '割り当て可能なライセンスを取得します',
+  })
+  @ApiBearerAuth()
+  @UseGuards(AuthGuard)
+  @UseGuards(
+    RoleGuard.requireds({ roles: [ADMIN_ROLES.ADMIN], tiers: [TIERS.TIER5] }),
+  )
+  @Get('/allocatable')
+  async getAllocatableLicenses(
+    @Req() req: Request,
+    @Body() body: GetAllocatableLicensesRequest,
+  ): Promise<GetAllocatableLicensesResponse> {
+
+    // TODO 仮の戻り値
+    return {
+      allocatableLicenses: [
+        { licenseId: 1, expiryDate: null },
+        { licenseId: 2, expiryDate: null },
+        { licenseId: 3, expiryDate: new Date(2023, 12, 31, 23, 59, 59) },
+        { licenseId: 4, expiryDate: new Date(2023, 10, 31, 23, 59, 59) },
+      ],
+    };
+  }
 }
diff --git a/dictation_server/src/features/licenses/types/types.ts b/dictation_server/src/features/licenses/types/types.ts
index ad6b933..71d8344 100644
--- a/dictation_server/src/features/licenses/types/types.ts
+++ b/dictation_server/src/features/licenses/types/types.ts
@@ -38,6 +38,19 @@ export class ActivateCardLicensesRequest {
 
 export class ActivateCardLicensesResponse {}
 
+export class GetAllocatableLicensesRequest {}
+
+export class AllocatableLicenseInfo {
+  @ApiProperty()
+  licenseId: number;
+  @ApiProperty()
+  expiryDate: Date;
+}
+export class GetAllocatableLicensesResponse {
+  @ApiProperty({ type: [AllocatableLicenseInfo] })
+  allocatableLicenses: AllocatableLicenseInfo[];
+}
+
 // ライセンス算出用に、その日の始まりの時刻（0:00:00.000）の日付を取得する
 export class DateWithZeroTime extends Date {
   constructor(...args: any[]) {
diff --git a/dictation_server/src/features/users/types/types.ts b/dictation_server/src/features/users/types/types.ts
index d70d6ac..135d77b 100644
--- a/dictation_server/src/features/users/types/types.ts
+++ b/dictation_server/src/features/users/types/types.ts
@@ -239,3 +239,12 @@ export class PostUpdateUserRequest {
 }
 
 export class PostUpdateUserResponse {}
+
+export class AllocateLicenseRequest {
+  @ApiProperty({ description: 'ユーザーID' })
+  userId: number;
+  @ApiProperty({ description: '割り当てるライセンスのID' })
+  newLicenseId: number;
+}
+
+export class AllocateLicenseResponse{}
\ No newline at end of file
diff --git a/dictation_server/src/features/users/users.controller.ts b/dictation_server/src/features/users/users.controller.ts
index f908b6d..a4277c0 100644
--- a/dictation_server/src/features/users/users.controller.ts
+++ b/dictation_server/src/features/users/users.controller.ts
@@ -33,6 +33,8 @@ import {
   GetSortCriteriaResponse,
   PostUpdateUserRequest,
   PostUpdateUserResponse,
+  AllocateLicenseResponse,
+  AllocateLicenseRequest,
 } from './types/types';
 import { UsersService } from './users.service';
 import jwt from 'jsonwebtoken';
@@ -41,7 +43,7 @@ import {
   isSortDirection,
   isTaskListSortableAttribute,
 } from '../../common/types/sort';
-import { ADMIN_ROLES } from '../../constants';
+import { ADMIN_ROLES, TIERS } from '../../constants';
 import { RoleGuard } from '../../common/guards/role/roleguards';
 import { makeContext } from '../../common/log';
 import { UserRoles } from '../../common/types/role';
@@ -372,4 +374,42 @@ export class UsersController {
     );
     return {};
   }
+
+  @ApiResponse({
+    status: HttpStatus.OK,
+    type: AllocateLicenseResponse,
+    description: '成功時のレスポンス',
+  })
+  @ApiResponse({
+    status: HttpStatus.BAD_REQUEST,
+    description: '割り当て失敗時',
+    type: ErrorResponse,
+  })
+  @ApiResponse({
+    status: HttpStatus.UNAUTHORIZED,
+    description: '認証エラー',
+    type: ErrorResponse,
+  })
+  @ApiResponse({
+    status: HttpStatus.INTERNAL_SERVER_ERROR,
+    description: '想定外のサーバーエラー',
+    type: ErrorResponse,
+  })
+  @ApiOperation({
+    operationId: 'allocateLicense',
+    description: 'ライセンスを割り当てます',
+  })
+  @ApiBearerAuth()
+  @UseGuards(AuthGuard)
+  @UseGuards(
+    RoleGuard.requireds({ roles: [ADMIN_ROLES.ADMIN], tiers: [TIERS.TIER5] }),
+  )
+  @Post('/license/allocate')
+  async allocateLicense(
+    @Body() body: AllocateLicenseRequest,
+    @Req() req: Request,
+  ): Promise<AllocateLicenseResponse> {
+    return {};
+  }
 }
+