diff --git a/api/src/controllers/application.controller.ts b/api/src/controllers/application.controller.ts
index c2cbc741f44..79fde1d5e5b 100644
--- a/api/src/controllers/application.controller.ts
+++ b/api/src/controllers/application.controller.ts
@@ -54,6 +54,8 @@ import { ApiKeyGuard } from '../guards/api-key.guard';
 import { PublicAppsViewQueryParams } from '../dtos/applications/public-apps-view-params.dto';
 import { PublicAppsViewResponse } from '../dtos/applications/public-apps-view-response.dto';
 import { ApplicationBulkUploadService } from '../services/application-bulk-upload.service';
+import { ApplicationBulkUrl } from '../dtos/applications/application-bulk-url.dto';
+import { ApplicationBulkPresignedUrl } from '../dtos/applications/application-bulk-presigned-url.dto';
 
 @Controller('applications')
 @ApiTags('applications')
@@ -327,6 +329,18 @@ export class ApplicationController {
     );
   }
 
+  @Post('bulk-update/upload-url')
+  @ApiOperation({
+    summary: 'Generates an presigned URL link to a private S3 bucket',
+    operationId: 'uploadBulkUpdate',
+  })
+  @ApiOkResponse({ type: ApplicationBulkPresignedUrl })
+  async uploadBulkUpdate(
+    @Body() dto: ApplicationBulkUrl,
+  ): Promise<ApplicationBulkPresignedUrl> {
+    return this.applicationBulkUploadService.uploadUrl(dto);
+  }
+
   @Delete()
   @ApiOperation({ summary: 'Delete application by id', operationId: 'delete' })
   @ApiOkResponse({ type: SuccessDTO })
diff --git a/api/src/dtos/applications/application-bulk-presigned-url.dto.ts b/api/src/dtos/applications/application-bulk-presigned-url.dto.ts
new file mode 100644
index 00000000000..2459cb156aa
--- /dev/null
+++ b/api/src/dtos/applications/application-bulk-presigned-url.dto.ts
@@ -0,0 +1,18 @@
+import { ApiProperty } from '@nestjs/swagger';
+import { Expose } from 'class-transformer';
+import { IsDefined, IsString } from 'class-validator';
+import { ValidationsGroupsEnum } from '../../enums/shared/validation-groups-enum';
+
+export class ApplicationBulkPresignedUrl {
+  @Expose()
+  @IsString({ groups: [ValidationsGroupsEnum.default] })
+  @IsDefined({ groups: [ValidationsGroupsEnum.default] })
+  @ApiProperty()
+  key: string;
+
+  @Expose()
+  @IsString({ groups: [ValidationsGroupsEnum.default] })
+  @IsDefined({ groups: [ValidationsGroupsEnum.default] })
+  @ApiProperty()
+  presignedUrl: string;
+}
diff --git a/api/src/dtos/applications/application-bulk-url.dto.ts b/api/src/dtos/applications/application-bulk-url.dto.ts
new file mode 100644
index 00000000000..6e7afe2f953
--- /dev/null
+++ b/api/src/dtos/applications/application-bulk-url.dto.ts
@@ -0,0 +1,22 @@
+import { ApiProperty } from '@nestjs/swagger';
+import { Expose } from 'class-transformer';
+import { IsDefined, MinLength, IsString, IsUUID } from 'class-validator';
+import { ValidationsGroupsEnum } from '../../enums/shared/validation-groups-enum';
+
+export class ApplicationBulkUrl {
+  @Expose()
+  @IsString({ groups: [ValidationsGroupsEnum.default] })
+  @MinLength(1, { groups: [ValidationsGroupsEnum.default] })
+  @IsUUID(4, { groups: [ValidationsGroupsEnum.default] })
+  @IsDefined({ groups: [ValidationsGroupsEnum.applicants] })
+  @ApiProperty()
+  listingId: string;
+
+  @Expose()
+  @IsString({ groups: [ValidationsGroupsEnum.default] })
+  @MinLength(1, { groups: [ValidationsGroupsEnum.default] })
+  @IsUUID(4, { groups: [ValidationsGroupsEnum.default] })
+  @IsDefined({ groups: [ValidationsGroupsEnum.applicants] })
+  @ApiProperty()
+  userId: string;
+}
diff --git a/api/src/modules/application-bulk-upload.module.ts b/api/src/modules/application-bulk-upload.module.ts
index e5916d69482..9b40287d616 100644
--- a/api/src/modules/application-bulk-upload.module.ts
+++ b/api/src/modules/application-bulk-upload.module.ts
@@ -3,10 +3,11 @@ import { ApplicationBulkUploadService } from '../services/application-bulk-uploa
 import { PrismaModule } from './prisma.module';
 import { ListingModule } from './listing.module';
 import { PermissionModule } from './permission.module';
+import { S3Module } from './s3.module';
 
 @Global()
 @Module({
-  imports: [PrismaModule, ListingModule, PermissionModule],
+  imports: [PrismaModule, ListingModule, PermissionModule, S3Module],
   providers: [ApplicationBulkUploadService],
   exports: [ApplicationBulkUploadService],
 })
diff --git a/api/src/services/application-bulk-upload.service.ts b/api/src/services/application-bulk-upload.service.ts
index 121e8d052e8..e6c737f9c1a 100644
--- a/api/src/services/application-bulk-upload.service.ts
+++ b/api/src/services/application-bulk-upload.service.ts
@@ -19,6 +19,12 @@ import { ListingService } from './listing.service';
 import { PermissionService } from './permission.service';
 import { permissionActions } from '../enums/permissions/permission-actions-enum';
 import { convertApplicationDeclineReasonToReadable } from '../utilities/application-export-helpers';
+import { ApplicationBulkUrl } from '../dtos/applications/application-bulk-url.dto';
+import { doJurisdictionHaveFeatureFlagSet } from '../utilities/feature-flag-utilities';
+import { FeatureFlagEnum } from '../enums/feature-flags/feature-flags-enum';
+import { Jurisdiction } from '../dtos/jurisdictions/jurisdiction.dto';
+import { ApplicationBulkPresignedUrl } from '../dtos/applications/application-bulk-presigned-url.dto';
+import { S3Service } from './s3.service';
 
 const NUMBER_TO_PAGINATE_BY = 500;
 
@@ -30,6 +36,7 @@ export class ApplicationBulkUploadService {
     private prisma: PrismaService,
     private listingService: ListingService,
     private permissionService: PermissionService,
+    private s3Service: S3Service,
   ) {}
 
   private formatApplicationStatus(statusEnum: ApplicationStatusEnum): string {
@@ -295,6 +302,71 @@ export class ApplicationBulkUploadService {
     return stringData;
   }
 
+  // TODO Yazeed - Integrate the uploadUrl method with S3 presigned URL generation logic
+  async uploadUrl(
+    dto: ApplicationBulkUrl,
+  ): Promise<ApplicationBulkPresignedUrl> {
+    const { userId, listingId } = dto;
+
+    const listingData = await this.prisma.listings.findUnique({
+      select: {
+        // id: true,
+        jurisdictionId: true,
+        jurisdictions: {
+          select: {
+            featureFlags: true,
+          },
+        },
+      },
+      where: {
+        id: listingId,
+      },
+    });
+
+    if (!listingData) {
+      throw new NotFoundException(
+        `Listing with id: ${listingId} can not be found`,
+      );
+    }
+
+    const requestingUser = await this.prisma.userAccounts.findFirst({
+      where: {
+        id: userId,
+      },
+    });
+
+    await this.permissionService.canOrThrow(
+      mapTo(User, requestingUser),
+      'listing',
+      permissionActions.update,
+      {
+        id: listingId,
+        jurisdictionId: listingData.jurisdictionId,
+      },
+    );
+
+    if (
+      !doJurisdictionHaveFeatureFlagSet(
+        mapTo(Jurisdiction, listingData.jurisdictions),
+        FeatureFlagEnum.enableApplicationStatus,
+      )
+    ) {
+      throw new ForbiddenException(
+        `Jurisdiction with id: ${listingData.jurisdictionId} does not have the enableApplicationStatus flag enabled`,
+      );
+    }
+
+    const s3KeyTemplate = `bulk-application-updates-${listingId}-${userId}-${new Date().toISOString()}`;
+    const presignedUrl = await this.s3Service.uploadURLForPrivate(
+      s3KeyTemplate,
+    );
+
+    return {
+      key: s3KeyTemplate,
+      presignedUrl: presignedUrl,
+    };
+  }
+
   async authorizeExport(user, listingId): Promise<void> {
     /**
      * Checking authorization for each application is very expensive.
diff --git a/api/src/services/s3.service.ts b/api/src/services/s3.service.ts
index 6fdd522a6b6..9c680d61477 100644
--- a/api/src/services/s3.service.ts
+++ b/api/src/services/s3.service.ts
@@ -105,6 +105,30 @@ export class S3Service {
     return getSignedUrl(this.s3Client, command);
   }
 
+  async uploadURLForPrivate(
+    key: string,
+    metadata?: CreateS3UploadMetadata,
+    expiresIn: number = 60 * 5,
+  ): Promise<string> {
+    const input: PutObjectCommandInput = {
+      Bucket: this.privateBucket,
+      Key: key,
+    };
+
+    if (metadata?.contentDisposition) {
+      input.ContentDisposition = metadata.contentDisposition;
+    }
+    if (metadata?.contentType) {
+      input.ContentType = metadata.contentType;
+    }
+
+    const command = new PutObjectCommand(input);
+
+    return getSignedUrl(this.s3Client, command, {
+      expiresIn,
+    });
+  }
+
   urlForPublic(key: string): string {
     return `https://${this.publicBucket}.s3.${this.region}.amazonaws.com/${key}`;
   }
diff --git a/api/test/unit/services/application-bulk-upload.service.spec.ts b/api/test/unit/services/application-bulk-upload.service.spec.ts
index 5ae351a6af7..aae2a7bedd7 100644
--- a/api/test/unit/services/application-bulk-upload.service.spec.ts
+++ b/api/test/unit/services/application-bulk-upload.service.spec.ts
@@ -18,6 +18,7 @@ import { ApplicationBulkUploadService } from '../../../src/services/application-
 import { ListingService } from '../../../src/services/listing.service';
 import { PermissionService } from '../../../src/services/permission.service';
 import { PrismaService } from '../../../src/services/prisma.service';
+import { S3Service } from '../../../src/services/s3.service';
 
 const mockApplication = ({
   markedAsDuplicate = false,
@@ -91,6 +92,16 @@ describe('Testing application bulk upload services', () => {
           provide: PermissionService,
           useValue: { canOrThrow: canOrThrowMock },
         },
+        {
+          provide: S3Service,
+          useValue: {
+            uploadToPrivate: jest.fn(),
+            urlForPrivate: jest.fn(),
+            uploadURLForPublic: jest.fn(),
+            uploadURLForPrivate: jest.fn(),
+            urlForPublic: jest.fn(),
+          },
+        },
       ],
     }).compile();