diff --git a/pkgs/cli/src/commands/install/copy-migrations.ts b/pkgs/cli/src/commands/install/copy-migrations.ts
index 04e5e2685..298cbc1d0 100644
--- a/pkgs/cli/src/commands/install/copy-migrations.ts
+++ b/pkgs/cli/src/commands/install/copy-migrations.ts
@@ -233,7 +233,7 @@ export async function copyMigrations({
 
   // If no files to copy, show message and return false (no changes made)
   if (filesToCopy.length === 0) {
-    log.success(`All ${skippedFiles.length} pgflow migrations are already in place`);
+    log.success('Migrations already up to date');
     return false;
   }
 
@@ -247,32 +247,28 @@ export async function copyMigrations({
     file.destination = `${baseTimestamp}_${file.source}`;
   });
 
-  // Build summary message with explanation - show all migrations
-  const migrationLines = filesToCopy.map((file) => {
-    return `    ${chalk.bold(file.source)}`;
-  });
-
-  const summaryMsg = [
-    `Add to ${chalk.cyan('migrations/')} ${chalk.dim('(database schema for workflow engine)')}:`,
-    '',
-    ...migrationLines,
-  ].join('\n');
+  // Show preview and ask for confirmation only when not auto-confirming
+  if (!autoConfirm) {
+    const migrationLines = filesToCopy.map((file) => {
+      return `    ${chalk.bold(file.source)}`;
+    });
 
-  log.info(summaryMsg);
+    const summaryMsg = [
+      `Add to ${chalk.cyan('migrations/')} ${chalk.dim('(database schema for workflow engine)')}:`,
+      '',
+      ...migrationLines,
+    ].join('\n');
 
-  let shouldContinue = autoConfirm;
+    log.info(summaryMsg);
 
-  if (!autoConfirm) {
     const confirmResult = await confirm({
       message: `Add ${filesToCopy.length} migration${filesToCopy.length !== 1 ? 's' : ''}?`,
     });
 
-    shouldContinue = confirmResult === true;
-  }
-
-  if (!shouldContinue) {
-    log.warn('Migration installation skipped');
-    return false;
+    if (confirmResult !== true) {
+      log.warn('Migration installation skipped');
+      return false;
+    }
   }
 
   // Install migrations with new filenames
@@ -283,12 +279,7 @@ export async function copyMigrations({
     fs.copyFileSync(sourcePath1, destinationPath);
   }
 
-  const successMsg = [
-    `Installed ${filesToCopy.length} migration${filesToCopy.length !== 1 ? 's' : ''}`,
-    `  ${chalk.dim('Learn more:')} ${chalk.blue.underline('https://pgflow.dev/concepts/data-model/')}`,
-  ].join('\n');
-
-  log.success(successMsg);
+  log.success(`Installed ${filesToCopy.length} migration${filesToCopy.length !== 1 ? 's' : ''}`);
 
   return true; // Return true to indicate migrations were copied
 }
diff --git a/pkgs/cli/src/commands/install/create-edge-function.ts b/pkgs/cli/src/commands/install/create-edge-function.ts
index 11ddd6d47..f8d3f2c86 100644
--- a/pkgs/cli/src/commands/install/create-edge-function.ts
+++ b/pkgs/cli/src/commands/install/create-edge-function.ts
@@ -59,40 +59,28 @@ export async function createEdgeFunction({
 
   // If all files exist, return success
   if (filesToCreate.length === 0) {
-    const detailedMsg = [
-      'ControlPlane edge function files are already in place:',
-      `  ${chalk.bold(relativeIndexPath)}`,
-      `  ${chalk.bold(relativeDenoJsonPath)}`,
-    ].join('\n');
-
-    log.success(detailedMsg);
-
+    log.success('Control Plane already up to date');
     return false;
   }
 
-  // Show what will be created with explanation
-  const summaryMsg = [
-    `Create ${chalk.cyan('functions/pgflow/')} ${chalk.dim('(Control Plane for flow registration and compilation)')}:`,
-    '',
-    ...filesToCreate.map((file) => `    ${chalk.bold(path.basename(file.relativePath))}`),
-  ].join('\n');
-
-  log.info(summaryMsg);
+  // Show preview and ask for confirmation only when not auto-confirming
+  if (!autoConfirm) {
+    const summaryMsg = [
+      `Create ${chalk.cyan('functions/pgflow/')} ${chalk.dim('(Control Plane for flow registration and compilation)')}:`,
+      '',
+      ...filesToCreate.map((file) => `    ${chalk.bold(path.basename(file.relativePath))}`),
+    ].join('\n');
 
-  // Get confirmation
-  let shouldContinue = autoConfirm;
+    log.info(summaryMsg);
 
-  if (!autoConfirm) {
     const confirmResult = await confirm({
       message: `Create functions/pgflow/?`,
     });
 
-    shouldContinue = confirmResult === true;
-  }
-
-  if (!shouldContinue) {
-    log.warn('Control Plane installation skipped');
-    return false;
+    if (confirmResult !== true) {
+      log.warn('Control Plane installation skipped');
+      return false;
+    }
   }
 
   // Create the directory if it doesn't exist
@@ -109,12 +97,7 @@ export async function createEdgeFunction({
     fs.writeFileSync(denoJsonPath, DENO_JSON_TEMPLATE(getVersion()));
   }
 
-  const successMsg = [
-    `Control Plane installed`,
-    `  ${chalk.dim('Learn more:')} ${chalk.blue.underline('https://pgflow.dev/concepts/compilation/')}`,
-  ].join('\n');
-
-  log.success(successMsg);
+  log.success('Control Plane installed');
 
   return true;
 }
diff --git a/pkgs/cli/src/commands/install/index.ts b/pkgs/cli/src/commands/install/index.ts
index 0b55288d9..be281ed2c 100644
--- a/pkgs/cli/src/commands/install/index.ts
+++ b/pkgs/cli/src/commands/install/index.ts
@@ -1,5 +1,5 @@
 import { type Command } from 'commander';
-import { intro, group, cancel, outro } from '@clack/prompts';
+import { intro, log, confirm, cancel, outro } from '@clack/prompts';
 import chalk from 'chalk';
 import { copyMigrations } from './copy-migrations.js';
 import { updateConfigToml } from './update-config-toml.js';
@@ -16,84 +16,81 @@ export default (program: Command) => {
     .action(async (options) => {
       intro('Installing pgflow in your Supabase project');
 
-      // Use the group feature to organize installation steps
-      const results = await group(
-        {
-          // Step 1: Determine Supabase path
-          supabasePath: () =>
-            supabasePathPrompt({ supabasePath: options.supabasePath }),
-
-          // Step 2: Update config.toml
-          configUpdate: async ({ results: { supabasePath } }) => {
-            if (!supabasePath) return false;
-
-            return await updateConfigToml({
-              supabasePath,
-              autoConfirm: options.yes,
-            });
-          },
-
-          // Step 3: Copy migrations
-          migrations: async ({ results: { supabasePath } }) => {
-            if (!supabasePath) return false;
-
-            return await copyMigrations({
-              supabasePath,
-              autoConfirm: options.yes,
-            });
-          },
-
-          // Step 4: Create ControlPlane edge function
-          edgeFunction: async ({ results: { supabasePath } }) => {
-            if (!supabasePath) return false;
-
-            return await createEdgeFunction({
-              supabasePath,
-              autoConfirm: options.yes,
-            });
-          },
-
-          // Step 5: Update environment variables
-          envFile: async ({ results: { supabasePath } }) => {
-            if (!supabasePath) return false;
-
-            return await updateEnvFile({
-              supabasePath,
-              autoConfirm: options.yes,
-            });
-          },
-        },
-        {
-          // Handle cancellation
-          onCancel: () => {
-            cancel('Installation cancelled');
-            process.exit(1);
-          },
+      // Step 1: Get supabase path
+      const supabasePathResult = await supabasePathPrompt({
+        supabasePath: options.supabasePath,
+      });
+
+      if (!supabasePathResult || typeof supabasePathResult === 'symbol') {
+        cancel('Installation cancelled - valid Supabase path is required');
+        process.exit(1);
+      }
+
+      const supabasePath = supabasePathResult;
+
+      // Step 2: Show summary and get single confirmation
+      const summaryMsg = [
+        'This will:',
+        '',
+        `  • Update ${chalk.cyan('supabase/config.toml')} ${chalk.dim('(enable pooler, per_worker runtime)')}`,
+        `  • Add pgflow migrations to ${chalk.cyan('supabase/migrations/')}`,
+        `  • Create Control Plane in ${chalk.cyan('supabase/functions/pgflow/')}`,
+        `  • Configure ${chalk.cyan('supabase/functions/.env')}`,
+        '',
+        `  ${chalk.green('✓ Safe to re-run - completed steps will be skipped')}`,
+      ].join('\n');
+
+      log.info(summaryMsg);
+
+      let shouldProceed = options.yes;
+
+      if (!options.yes) {
+        const confirmResult = await confirm({
+          message: 'Proceed?',
+        });
+
+        if (confirmResult !== true) {
+          cancel('Installation cancelled');
+          process.exit(1);
         }
-      );
 
-      // Extract the results from the group operation
-      const supabasePath = results.supabasePath;
-      const configUpdate = results.configUpdate;
-      const migrations = results.migrations;
-      const edgeFunction = results.edgeFunction;
-      const envFile = results.envFile;
+        shouldProceed = true;
+      }
 
-      // Exit if supabasePath is null (validation failed or user cancelled)
-      if (!supabasePath) {
-        cancel('Installation cancelled - valid Supabase path is required');
+      if (!shouldProceed) {
+        cancel('Installation cancelled');
         process.exit(1);
       }
 
-      // Show completion message
+      // Step 3: Run all installation steps with autoConfirm
+      const configUpdate = await updateConfigToml({
+        supabasePath,
+        autoConfirm: true,
+      });
+
+      const migrations = await copyMigrations({
+        supabasePath,
+        autoConfirm: true,
+      });
+
+      const edgeFunction = await createEdgeFunction({
+        supabasePath,
+        autoConfirm: true,
+      });
+
+      const envFile = await updateEnvFile({
+        supabasePath,
+        autoConfirm: true,
+      });
+
+      // Step 4: Show completion message
       const outroMessages: string[] = [];
 
-      // Always start with a bolded acknowledgement
       if (migrations || configUpdate || edgeFunction || envFile) {
-        outroMessages.push(chalk.bold('Installation complete!'));
+        outroMessages.push(chalk.green.bold('✓ Installation complete!'));
       } else {
         outroMessages.push(
-          chalk.bold('pgflow is already installed - no changes needed!')
+          chalk.green.bold('✓ pgflow is already installed - no changes needed!')
         );
       }
 
@@ -121,7 +118,6 @@ export default (program: Command) => {
         `  ${stepNumber}. Create your first flow: ${chalk.blue.underline('https://pgflow.dev/getting-started/create-first-flow/')}`
       );
 
-      // Single outro for all paths
       outro(outroMessages.join('\n'));
     });
 };
diff --git a/pkgs/cli/src/commands/install/update-config-toml.ts b/pkgs/cli/src/commands/install/update-config-toml.ts
index 5f9b75aeb..7332fea92 100644
--- a/pkgs/cli/src/commands/install/update-config-toml.ts
+++ b/pkgs/cli/src/commands/install/update-config-toml.ts
@@ -73,52 +73,49 @@ export async function updateConfigToml({
       currentSettings.edgeRuntimePolicy !== 'per_worker';
 
     if (!needsChanges) {
-      log.success('Supabase configuration is already set up for pgflow');
+      log.success('Configuration already up to date');
       return false;
     }
 
-    const changes: string[] = [];
-
-    // Connection pooler changes
-    const poolerChanges: string[] = [];
-    if (currentSettings.poolerEnabled !== true) {
-      poolerChanges.push(`enabled = ${currentSettings.poolerEnabled} ${chalk.dim('->')} ${chalk.green('true')}`);
-    }
-    if (currentSettings.poolMode !== 'transaction') {
-      poolerChanges.push(`pool_mode = "${currentSettings.poolMode}" ${chalk.dim('->')} ${chalk.green('"transaction"')}`);
-    }
-    if (poolerChanges.length > 0) {
-      changes.push(`  ${chalk.bold('[db.pooler]')} ${chalk.dim('(required for pgflow worker)')}`);
-      poolerChanges.forEach(change => changes.push(`    ${change}`));
-    }
-
-    // Edge runtime changes
-    if (currentSettings.edgeRuntimePolicy !== 'per_worker') {
-      changes.push(`  ${chalk.bold('[edge_runtime]')} ${chalk.dim('(required for long-running tasks)')}`);
-      changes.push(`    policy = "${currentSettings.edgeRuntimePolicy}" ${chalk.dim('->')} ${chalk.green('"per_worker"')}`);
-    }
-
-    const summaryMsg = [
-      `Update ${chalk.cyan('config.toml')}:`,
-      '',
-      ...changes,
-    ].join('\n');
-
-    log.info(summaryMsg);
-
-    let shouldContinue = autoConfirm;
-
+    // Show preview and ask for confirmation only when not auto-confirming
     if (!autoConfirm) {
+      const changes: string[] = [];
+
+      // Connection pooler changes
+      const poolerChanges: string[] = [];
+      if (currentSettings.poolerEnabled !== true) {
+        poolerChanges.push(`enabled = ${currentSettings.poolerEnabled} ${chalk.dim('->')} ${chalk.green('true')}`);
+      }
+      if (currentSettings.poolMode !== 'transaction') {
+        poolerChanges.push(`pool_mode = "${currentSettings.poolMode}" ${chalk.dim('->')} ${chalk.green('"transaction"')}`);
+      }
+      if (poolerChanges.length > 0) {
+        changes.push(`  ${chalk.bold('[db.pooler]')} ${chalk.dim('(required for pgflow worker)')}`);
+        poolerChanges.forEach(change => changes.push(`    ${change}`));
+      }
+
+      // Edge runtime changes
+      if (currentSettings.edgeRuntimePolicy !== 'per_worker') {
+        changes.push(`  ${chalk.bold('[edge_runtime]')} ${chalk.dim('(required for long-running tasks)')}`);
+        changes.push(`    policy = "${currentSettings.edgeRuntimePolicy}" ${chalk.dim('->')} ${chalk.green('"per_worker"')}`);
+      }
+
+      const summaryMsg = [
+        `Update ${chalk.cyan('config.toml')}:`,
+        '',
+        ...changes,
+      ].join('\n');
+
+      log.info(summaryMsg);
+
       const confirmResult = await confirm({
         message: `Update config.toml? (backup will be created)`,
       });
 
-      shouldContinue = confirmResult === true;
-    }
-
-    if (!shouldContinue) {
-      log.warn('Configuration update skipped');
-      return false;
+      if (confirmResult !== true) {
+        log.warn('Configuration update skipped');
+        return false;
+      }
     }
 
     // Update Supabase configuration
diff --git a/pkgs/cli/src/commands/install/update-env-file.ts b/pkgs/cli/src/commands/install/update-env-file.ts
index 915e479f5..96bb07d14 100644
--- a/pkgs/cli/src/commands/install/update-env-file.ts
+++ b/pkgs/cli/src/commands/install/update-env-file.ts
@@ -58,35 +58,30 @@ export async function updateEnvFile({
 
   // If no changes needed, return early
   if (missingVars.length === 0) {
-    log.success('Environment variables are already set');
+    log.success('Environment variables already configured');
     return false;
   }
 
-  // Build summary message with explanation
-  const summaryParts = [
-    isNewFile
-      ? `Create ${chalk.cyan('functions/.env')} ${chalk.dim('(worker configuration)')}:`
-      : `Update ${chalk.cyan('functions/.env')} ${chalk.dim('(worker configuration)')}:`,
-    '',
-    ...missingVars.map(({ key, value }) => `    ${chalk.bold(key)}="${value}"`),
-  ];
-
-  log.info(summaryParts.join('\n'));
+  // Show preview and ask for confirmation only when not auto-confirming
+  if (!autoConfirm) {
+    const summaryParts = [
+      isNewFile
+        ? `Create ${chalk.cyan('functions/.env')} ${chalk.dim('(worker configuration)')}:`
+        : `Update ${chalk.cyan('functions/.env')} ${chalk.dim('(worker configuration)')}:`,
+      '',
+      ...missingVars.map(({ key, value }) => `    ${chalk.bold(key)}="${value}"`),
+    ];
 
-  // Ask for confirmation if not auto-confirming
-  let shouldContinue = autoConfirm;
+    log.info(summaryParts.join('\n'));
 
-  if (!autoConfirm) {
     const confirmResult = await confirm({
       message: isNewFile ? `Create functions/.env?` : `Update functions/.env?`,
     });
 
-    shouldContinue = confirmResult === true;
-  }
-
-  if (!shouldContinue) {
-    log.warn('Environment variable update skipped');
-    return false;
+    if (confirmResult !== true) {
+      log.warn('Environment variable update skipped');
+      return false;
+    }
   }
 
   // Update environment variables