diff --git a/package.json b/package.json
index a934eb508708..98e7d3a89053 100644
--- a/package.json
+++ b/package.json
@@ -113,7 +113,7 @@
     "jest": "29.7.0",
     "jscodeshift": "17.0.0",
     "lerna": "8.1.9",
-    "listr2": "6.6.1",
+    "listr2": "7.0.2",
     "make-dir-cli": "4.0.0",
     "msw": "1.3.4",
     "ncp": "2.0.0",
diff --git a/packages/cli-helpers/package.json b/packages/cli-helpers/package.json
index aa12f613dc8b..5ea781262c8b 100644
--- a/packages/cli-helpers/package.json
+++ b/packages/cli-helpers/package.json
@@ -62,7 +62,7 @@
     "dotenv": "16.4.7",
     "dotenv-defaults": "5.0.2",
     "execa": "5.1.1",
-    "listr2": "6.6.1",
+    "listr2": "7.0.2",
     "lodash": "4.17.21",
     "pascalcase": "1.0.0",
     "prettier": "3.4.2",
diff --git a/packages/cli-helpers/src/auth/authTasks.ts b/packages/cli-helpers/src/auth/authTasks.ts
index b81e3122570b..b27a1871b049 100644
--- a/packages/cli-helpers/src/auth/authTasks.ts
+++ b/packages/cli-helpers/src/auth/authTasks.ts
@@ -1,6 +1,7 @@
 import fs from 'fs'
 import path from 'path'
 
+import { ListrEnquirerPromptAdapter } from '@listr2/prompt-adapter-enquirer'
 import type { ListrRenderer, ListrTask, ListrTaskWrapper } from 'listr2'
 
 import { getConfig, resolveFile } from '@redwoodjs/project-config'
@@ -467,7 +468,8 @@ export const generateAuthApiFiles = <Renderer extends typeof ListrRenderer>(
         // Confirm that we're about to overwrite some files
         const filesToOverwrite = findExistingFiles(filesRecord)
 
-        const overwrite = await task.prompt({
+        const prompt = task.prompt(ListrEnquirerPromptAdapter)
+        const overwrite = await prompt.run<boolean>({
           type: 'confirm',
           message: `Overwrite existing ${filesToOverwrite.join(', ')}?`,
           initial: false,
@@ -492,22 +494,24 @@ export const generateAuthApiFiles = <Renderer extends typeof ListrRenderer>(
     },
   }
 }
-/**
- * Returns a map of file names (not full paths) that already exist
- */
+
+/** Returns a map of file names (not full paths) that already exist */
 function findExistingFiles(filesMap: Record<string, string>) {
   return Object.keys(filesMap)
     .filter((filePath) => fs.existsSync(filePath))
     .map((filePath) => filePath.replace(getPaths().base, ''))
 }
 
-export const addAuthConfigToGqlApi = <Renderer extends typeof ListrRenderer>(
+export const addAuthConfigToGqlApi = <
+  Renderer extends typeof ListrRenderer,
+  FallbackRenderer extends typeof ListrRenderer,
+>(
   authDecoderImport?: string,
 ) => ({
   title: 'Adding auth config to GraphQL API...',
   task: (
     ctx: AuthGeneratorCtx,
-    _task: ListrTaskWrapper<AuthGeneratorCtx, Renderer>,
+    _task: ListrTaskWrapper<AuthGeneratorCtx, Renderer, FallbackRenderer>,
   ) => {
     if (graphFunctionDoesExist()) {
       addApiConfig({
@@ -535,14 +539,17 @@ export interface AuthGeneratorCtx {
   force: boolean
 }
 
-export const setAuthSetupMode = <Renderer extends typeof ListrRenderer>(
+export const setAuthSetupMode = <
+  Renderer extends typeof ListrRenderer,
+  FallbackRenderer extends typeof ListrRenderer,
+>(
   force: boolean,
 ) => {
   return {
     title: 'Checking project for existing auth...',
     task: async (
       ctx: AuthGeneratorCtx,
-      task: ListrTaskWrapper<AuthGeneratorCtx, Renderer>,
+      task: ListrTaskWrapper<AuthGeneratorCtx, Renderer, FallbackRenderer>,
     ) => {
       if (force) {
         ctx.setupMode = 'FORCE'
diff --git a/packages/cli-helpers/src/lib/index.ts b/packages/cli-helpers/src/lib/index.ts
index e9232e5bb5bb..3fd0158173f0 100644
--- a/packages/cli-helpers/src/lib/index.ts
+++ b/packages/cli-helpers/src/lib/index.ts
@@ -106,8 +106,9 @@ export const writeFile = <Renderer extends typeof ListrRenderer>(
   { existingFiles = 'FAIL' }: { existingFiles?: ExistingFiles } = {},
   // TODO: Remove type cast by finding all places `writeFile` is used and
   // making sure a proper task is passed in
-  task: ListrTaskWrapper<never, Renderer> = {} as ListrTaskWrapper<
+  task: ListrTaskWrapper<never, Renderer, Renderer> = {} as ListrTaskWrapper<
     never,
+    Renderer,
     Renderer
   >,
 ) => {
@@ -152,6 +153,7 @@ export const writeFilesTask = <Renderer extends typeof ListrRenderer>(
           _ctx: never,
           task: ListrTaskWrapper<
             never,
+            ListrGetRendererClassFromValue<Renderer>,
             ListrGetRendererClassFromValue<Renderer>
           >,
         ) => {
diff --git a/packages/cli-packages/dataMigrate/package.json b/packages/cli-packages/dataMigrate/package.json
index 346e5660199d..12eead2cd5db 100644
--- a/packages/cli-packages/dataMigrate/package.json
+++ b/packages/cli-packages/dataMigrate/package.json
@@ -31,7 +31,7 @@
     "dotenv-defaults": "5.0.2",
     "execa": "5.1.1",
     "fs-extra": "11.2.0",
-    "listr2": "6.6.1",
+    "listr2": "7.0.2",
     "terminal-link": "2.1.1",
     "yargs": "17.7.2"
   },
diff --git a/packages/cli/package.json b/packages/cli/package.json
index e03b6da87036..9a1fbfb17d8d 100644
--- a/packages/cli/package.json
+++ b/packages/cli/package.json
@@ -28,6 +28,7 @@
   },
   "dependencies": {
     "@babel/runtime-corejs3": "7.25.7",
+    "@listr2/prompt-adapter-enquirer": "2.0.12",
     "@opentelemetry/api": "1.8.0",
     "@opentelemetry/core": "1.22.0",
     "@opentelemetry/exporter-trace-otlp-http": "0.49.1",
@@ -64,7 +65,7 @@
     "humanize-string": "2.1.0",
     "jscodeshift": "17.0.0",
     "latest-version": "5.1.0",
-    "listr2": "6.6.1",
+    "listr2": "7.0.2",
     "lodash": "4.17.21",
     "pascalcase": "1.0.0",
     "pluralize": "8.0.0",
diff --git a/packages/cli/src/__tests__/Listr2Mock.ts b/packages/cli/src/__tests__/Listr2Mock.ts
index 805b93a6e969..0365162b0fca 100644
--- a/packages/cli/src/__tests__/Listr2Mock.ts
+++ b/packages/cli/src/__tests__/Listr2Mock.ts
@@ -8,7 +8,11 @@ type EnquirerPromptOptions = Parameters<Enquirer['prompt']>[0]
 type Function = { length: number; name: string }
 type PlainPromptOptions = ReturnType<Extract<EnquirerPromptOptions, Function>>
 type ListrPromptOptions = Parameters<
-  Listr.ListrTaskWrapper<Ctx, typeof Listr.ListrRenderer>['prompt']
+  Listr.ListrTaskWrapper<
+    Ctx,
+    typeof Listr.ListrRenderer,
+    typeof Listr.ListrRenderer
+  >['prompt']
 >[0]
 
 function isSupportedOptionsType(
@@ -75,9 +79,10 @@ class Listr2TaskWrapper {
       ctx,
       // TODO: fix this by removing the type casts.
       // The reason we have to do this is because of private fields in
-      // Listr.ListrTaskWrapper
+      // Listr.ListrTaskWrapper (this was at least the case for Listr2 v6)
       task as unknown as Listr.ListrTaskWrapper<
         Ctx,
+        typeof Listr.ListrRenderer,
         typeof Listr.ListrRenderer
       >,
     )
@@ -86,7 +91,7 @@ class Listr2TaskWrapper {
   async prompt<T extends object = any>(options: ListrPromptOptions) {
     const enquirer = Listr2Mock.mockPrompt
       ? { prompt: Listr2Mock.mockPrompt }
-      : this.listrOptions?.injectWrapper?.enquirer
+      : this.listrOptions?.ctx?.enquirer
 
     if (!enquirer) {
       throw new Error('Enquirer instance not available')
diff --git a/packages/cli/src/commands/experimental/setupOpentelemetryHandler.js b/packages/cli/src/commands/experimental/setupOpentelemetryHandler.js
index 88885f472fcb..bf95532bfdc0 100644
--- a/packages/cli/src/commands/experimental/setupOpentelemetryHandler.js
+++ b/packages/cli/src/commands/experimental/setupOpentelemetryHandler.js
@@ -1,5 +1,6 @@
 import path from 'path'
 
+import { ListrEnquirerPromptAdapter } from '@listr2/prompt-adapter-enquirer'
 import execa from 'execa'
 import fs from 'fs-extra'
 import { Listr } from 'listr2'
@@ -103,7 +104,7 @@ export const handler = async ({ force, verbose }) => {
           )}`,
         ].join('\n')
       },
-      options: { persistentOutput: true },
+      rendererOptions: { persistentOutput: true },
     },
     {
       title: 'Notice: GraphQL function update (server file)...',
@@ -126,7 +127,7 @@ export const handler = async ({ force, verbose }) => {
           )}`,
         ].join('\n')
       },
-      options: { persistentOutput: true },
+      rendererOptions: { persistentOutput: true },
     },
     addApiPackages(opentelemetryPackages),
   ]
@@ -193,7 +194,8 @@ export const handler = async ({ force, verbose }) => {
       {
         title: 'Confirmation',
         task: async (_ctx, task) => {
-          const confirmation = await task.prompt({
+          const prompt = task.prompt(ListrEnquirerPromptAdapter)
+          const confirmation = await prompt.run({
             type: 'Confirm',
             message: 'OpenTelemetry support is experimental. Continue?',
           })
diff --git a/packages/cli/src/commands/experimental/setupReactCompilerHandler.js b/packages/cli/src/commands/experimental/setupReactCompilerHandler.js
index 61cf4bd26fd1..f117184cda7b 100644
--- a/packages/cli/src/commands/experimental/setupReactCompilerHandler.js
+++ b/packages/cli/src/commands/experimental/setupReactCompilerHandler.js
@@ -84,7 +84,7 @@ export const handler = async ({ force, verbose }) => {
             }
           }
         },
-        options: { persistentOutput: true },
+        rendererOptions: { persistentOutput: true },
       },
       // We are using two different yarn commands here which is fine because they're operating on different
       // workspaces - web and the root
diff --git a/packages/cli/src/commands/experimental/setupRscHandler.js b/packages/cli/src/commands/experimental/setupRscHandler.js
index 89dd58196971..c7d5e59eb479 100644
--- a/packages/cli/src/commands/experimental/setupRscHandler.js
+++ b/packages/cli/src/commands/experimental/setupRscHandler.js
@@ -76,7 +76,7 @@ export const handler = async ({ force, verbose }) => {
             }
           }
         },
-        options: { persistentOutput: true },
+        rendererOptions: { persistentOutput: true },
       },
       {
         title: `Overwriting entry.client${ext}...`,
diff --git a/packages/cli/src/commands/experimental/setupStreamingSsrHandler.js b/packages/cli/src/commands/experimental/setupStreamingSsrHandler.js
index da38fc3858b1..c85bdd7401d2 100644
--- a/packages/cli/src/commands/experimental/setupStreamingSsrHandler.js
+++ b/packages/cli/src/commands/experimental/setupStreamingSsrHandler.js
@@ -1,5 +1,6 @@
 import path from 'path'
 
+import { ListrEnquirerPromptAdapter } from '@listr2/prompt-adapter-enquirer'
 import fs from 'fs-extra'
 import { Listr } from 'listr2'
 
@@ -72,7 +73,7 @@ export const handler = async ({ force, verbose }) => {
             }
           }
         },
-        options: { persistentOutput: true },
+        rendererOptions: { persistentOutput: true },
       },
       {
         title: `Adding entry.client${ext}...`,
@@ -94,7 +95,8 @@ export const handler = async ({ force, verbose }) => {
           let overwriteExisting = force
 
           if (!force) {
-            overwriteExisting = await task.prompt({
+            const prompt = task.prompt(ListrEnquirerPromptAdapter)
+            overwriteExisting = await prompt.run({
               type: 'Confirm',
               message: `Overwrite ${entryClientPath}?`,
             })
@@ -109,7 +111,7 @@ export const handler = async ({ force, verbose }) => {
 
           writeFile(entryClientPath, entryClientContent, { overwriteExisting })
         },
-        options: { persistentOutput: true },
+        rendererOptions: { persistentOutput: true },
       },
       {
         title: `Adding entry.server${ext}...`,
diff --git a/packages/cli/src/commands/generate/dbAuth/dbAuth.js b/packages/cli/src/commands/generate/dbAuth/dbAuth.js
index 58ebfbf18600..d6ef1f9100ba 100644
--- a/packages/cli/src/commands/generate/dbAuth/dbAuth.js
+++ b/packages/cli/src/commands/generate/dbAuth/dbAuth.js
@@ -1,5 +1,6 @@
 import path from 'path'
 
+import { ListrEnquirerPromptAdapter } from '@listr2/prompt-adapter-enquirer'
 import { camelCase } from 'camel-case'
 import Enquirer from 'enquirer'
 import execa from 'execa'
@@ -286,7 +287,11 @@ const tasks = ({
                   )
                   return
                 }
-                usernameLabel = await subtask.prompt({
+
+                console.log('subctx', subctx)
+
+                const prompt = subtask.prompt(ListrEnquirerPromptAdapter)
+                usernameLabel = await prompt.run({
                   type: 'input',
                   name: 'username',
                   message: 'What would you like the username label to be:',
@@ -304,7 +309,8 @@ const tasks = ({
                   )
                   return
                 }
-                passwordLabel = await subtask.prompt({
+                const prompt = subtask.prompt(ListrEnquirerPromptAdapter)
+                passwordLabel = await prompt.run({
                   type: 'input',
                   name: 'password',
                   message: 'What would you like the password label to be:',
@@ -353,10 +359,13 @@ const tasks = ({
             return
           }
 
-          const response = await task.prompt({
+          const prompt = task.prompt(ListrEnquirerPromptAdapter)
+          const response = await prompt.run({
             type: 'confirm',
             name: 'answer',
-            message: `Enable WebAuthn support (TouchID/FaceID) on LoginPage? See https://redwoodjs.com/docs/auth/dbAuth#webAuthn`,
+            message:
+              'Enable WebAuthn support (TouchID/FaceID) on LoginPage? See ' +
+              'https://redwoodjs.com/docs/auth/dbAuth#webAuthn',
             default: false,
           })
 
@@ -415,7 +424,7 @@ const tasks = ({
     {
       silentRendererCondition: () => listr2?.silentRendererCondition,
       rendererOptions: { collapseSubtasks: false },
-      injectWrapper: { enquirer: enquirer || new Enquirer() },
+      ctx: { enquirer: enquirer || new Enquirer() },
       exitOnError: true,
     },
   )
diff --git a/packages/cli/src/commands/setup/ui/libraries/tailwindcss.js b/packages/cli/src/commands/setup/ui/libraries/tailwindcss.js
index 710463d8e6f9..e8ce95182058 100644
--- a/packages/cli/src/commands/setup/ui/libraries/tailwindcss.js
+++ b/packages/cli/src/commands/setup/ui/libraries/tailwindcss.js
@@ -1,5 +1,6 @@
 import path from 'path'
 
+import { ListrEnquirerPromptAdapter } from '@listr2/prompt-adapter-enquirer'
 import execa from 'execa'
 import fs from 'fs-extra'
 import { outputFileSync } from 'fs-extra'
@@ -252,9 +253,10 @@ export const handler = async ({ force, install }) => {
           )
         },
         task: async (_ctx, task) => {
+          const prompt = task.prompt(ListrEnquirerPromptAdapter)
           const overrideScaffoldCss =
             force ||
-            (await task.prompt({
+            (await prompt.run({
               type: 'Confirm',
               message:
                 "Do you want to override your 'scaffold.css' to use tailwind classes?",
diff --git a/packages/cli/src/commands/upgrade.js b/packages/cli/src/commands/upgrade.js
index c628fce0c939..01bdda293c26 100644
--- a/packages/cli/src/commands/upgrade.js
+++ b/packages/cli/src/commands/upgrade.js
@@ -1,5 +1,6 @@
 import path from 'path'
 
+import { ListrEnquirerPromptAdapter } from '@listr2/prompt-adapter-enquirer'
 import execa from 'execa'
 import fs from 'fs-extra'
 import latestVersion from 'latest-version'
@@ -112,7 +113,8 @@ export const handler = async ({ dryRun, tag, verbose, dedupe, yes }) => {
             return
           }
 
-          const proceed = await task.prompt({
+          const prompt = task.prompt(ListrEnquirerPromptAdapter)
+          const proceed = await prompt.run({
             type: 'Confirm',
             message:
               'This will upgrade your RedwoodJS project to the latest version. Do you want to proceed?',
@@ -126,6 +128,7 @@ export const handler = async ({ dryRun, tag, verbose, dedupe, yes }) => {
               return 'Yes'
             },
           })
+
           if (!proceed) {
             task.skip('Upgrade cancelled by user.')
             process.exit(0)
diff --git a/yarn.lock b/yarn.lock
index 74a0c0310cc1..0ce8e331b8b2 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -5575,6 +5575,15 @@ __metadata:
   languageName: node
   linkType: hard
 
+"@listr2/prompt-adapter-enquirer@npm:2.0.12":
+  version: 2.0.12
+  resolution: "@listr2/prompt-adapter-enquirer@npm:2.0.12"
+  peerDependencies:
+    enquirer: ">= 2.3.0 < 3"
+  checksum: 10c0/53bfaac3b71560f009d94dfb107ed00fb9ea36d17ab1ae57680f330f88656e8a836839bb8cdc85478b4e173fb4d9b863097ab1b5d5912d6f0c6cc906cc311606
+  languageName: node
+  linkType: hard
+
 "@lukeed/ms@npm:^2.0.1":
   version: 2.0.1
   resolution: "@lukeed/ms@npm:2.0.1"
@@ -8057,7 +8066,7 @@ __metadata:
     execa: "npm:5.1.1"
     fs-extra: "npm:11.2.0"
     jest: "npm:29.7.0"
-    listr2: "npm:6.6.1"
+    listr2: "npm:7.0.2"
     memfs: "npm:4.15.1"
     terminal-link: "npm:2.1.1"
     tsx: "npm:4.19.2"
@@ -8087,7 +8096,7 @@ __metadata:
     dotenv: "npm:16.4.7"
     dotenv-defaults: "npm:5.0.2"
     execa: "npm:5.1.1"
-    listr2: "npm:6.6.1"
+    listr2: "npm:7.0.2"
     lodash: "npm:4.17.21"
     pascalcase: "npm:1.0.0"
     prettier: "npm:3.4.2"
@@ -8130,6 +8139,7 @@ __metadata:
     "@babel/cli": "npm:7.25.7"
     "@babel/core": "npm:^7.22.20"
     "@babel/runtime-corejs3": "npm:7.25.7"
+    "@listr2/prompt-adapter-enquirer": "npm:2.0.12"
     "@opentelemetry/api": "npm:1.8.0"
     "@opentelemetry/core": "npm:1.22.0"
     "@opentelemetry/exporter-trace-otlp-http": "npm:0.49.1"
@@ -8167,7 +8177,7 @@ __metadata:
     humanize-string: "npm:2.1.0"
     jscodeshift: "npm:17.0.0"
     latest-version: "npm:5.1.0"
-    listr2: "npm:6.6.1"
+    listr2: "npm:7.0.2"
     lodash: "npm:4.17.21"
     memfs: "npm:4.15.1"
     pascalcase: "npm:1.0.0"
@@ -21820,9 +21830,9 @@ __metadata:
   languageName: node
   linkType: hard
 
-"listr2@npm:6.6.1":
-  version: 6.6.1
-  resolution: "listr2@npm:6.6.1"
+"listr2@npm:7.0.2":
+  version: 7.0.2
+  resolution: "listr2@npm:7.0.2"
   dependencies:
     cli-truncate: "npm:^3.1.0"
     colorette: "npm:^2.0.20"
@@ -21830,12 +21840,7 @@ __metadata:
     log-update: "npm:^5.0.1"
     rfdc: "npm:^1.3.0"
     wrap-ansi: "npm:^8.1.0"
-  peerDependencies:
-    enquirer: ">= 2.3.0 < 3"
-  peerDependenciesMeta:
-    enquirer:
-      optional: true
-  checksum: 10c0/2abfcd4346b8208e8d406cfe7a058cd10e3238f60de1ee53fa108a507b45b853ceb87e0d1d4ff229bbf6dd6e896262352e0c7a8895b8511cd55fe94304d3921e
+  checksum: 10c0/37b6501be84ebea66dcce07c5f86c224aff0c01c9fb43f5055cc38a063030281d58198aad0aad481f174438309831ddf5f763b890e820cd7b7b4f4a5dfa229c9
   languageName: node
   linkType: hard
 
@@ -26977,7 +26982,7 @@ __metadata:
     jest: "npm:29.7.0"
     jscodeshift: "npm:17.0.0"
     lerna: "npm:8.1.9"
-    listr2: "npm:6.6.1"
+    listr2: "npm:7.0.2"
     make-dir-cli: "npm:4.0.0"
     msw: "npm:1.3.4"
     ncp: "npm:2.0.0"