diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index c1dd81f..a79331a 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -65,8 +65,8 @@ jobs:
           # Create app bundle
           mkdir -p "$APP_PATH/Contents/MacOS"
           mkdir -p "$APP_PATH/Contents/Resources"
-          cp .build/apple/Products/Release/bootstrapmate "$APP_PATH/Contents/MacOS/installapplications"
-          chmod 755 "$APP_PATH/Contents/MacOS/installapplications"
+          cp .build/apple/Products/Release/bootstrapmate "$APP_PATH/Contents/MacOS/managedbootstrapinstall"
+          chmod 755 "$APP_PATH/Contents/MacOS/managedbootstrapinstall"
           sed "s/{{VERSION}}/$VERSION/g" "$PACKAGING_DIR/resources/Info.plist.template" > "$APP_PATH/Contents/Info.plist"
 
           # Copy LaunchDaemon and scripts
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index 3501f1d..6f2bc5c 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -89,10 +89,10 @@ jobs:
                    "$PKG_ROOT/usr/local/bootstrapmate" "$ACTOOL_OUT"
 
           # Binaries (NO codesign -- the Munki pipeline signs downstream).
-          cp "$SWIFT_REL/bootstrapmate"        "$APP_MACOS/installapplications"
+          cp "$SWIFT_REL/bootstrapmate"        "$APP_MACOS/managedbootstrapinstall"
           cp "$SWIFT_REL/BootstrapMateApp"     "$APP_MACOS/BootstrapMateGUI"
           cp "$SWIFT_REL/BootstrapMateHelper"  "$APP_MACOS/BootstrapMateHelper"
-          chmod 755 "$APP_MACOS/installapplications" "$APP_MACOS/BootstrapMateGUI" "$APP_MACOS/BootstrapMateHelper"
+          chmod 755 "$APP_MACOS/managedbootstrapinstall" "$APP_MACOS/BootstrapMateGUI" "$APP_MACOS/BootstrapMateHelper"
 
           # Info.plist (version placeholders).
           sed -e "s/{{MARKETING_VERSION}}/$MARKETING_VERSION/g" \
@@ -134,7 +134,7 @@ jobs:
           echo "pkg=$PKG" >> "$GITHUB_OUTPUT"
           echo "--- built (unsigned) ---"
           ls -lh "$PKG"
-          pkgutil --payload-files "$PKG" | grep -E 'BootstrapMate(GUI|Helper)|installapplications' || true
+          pkgutil --payload-files "$PKG" | grep -E 'BootstrapMate(GUI|Helper)|managedbootstrapinstall' || true
 
       - name: Upload pkg artifact
         uses: actions/upload-artifact@v7
diff --git a/Makefile b/Makefile
index 08e14c1..7205e53 100644
--- a/Makefile
+++ b/Makefile
@@ -23,7 +23,7 @@ BUILD_DIR = build
 PKG_ROOT = $(BUILD_DIR)/pkg-root
 PACKAGING_DIR = packaging
 SCRIPTS_DIR = $(BUILD_DIR)/scripts
-BINARY_NAME = installapplications
+BINARY_NAME = managedbootstrapinstall
 GUI_BINARY_NAME = BootstrapMateGUI
 HELPER_BINARY_NAME = BootstrapMateHelper
 BINARY_INSTALL_PATH = usr/local/bootstrapmate
@@ -132,7 +132,7 @@ copy-binary: swift-build
 	@codesign --force --sign "$(SIGNING_IDENTITY_APP)" \
 		--options runtime \
 		--timestamp \
-		--identifier com.github.bootstrapmate.installapplications \
+		--identifier com.github.bootstrapmate.managedbootstrapinstall \
 		$(SWIFT_BINARY)
 	
 	# Sign the GUI binary
diff --git a/README.md b/README.md
index 3d34312..4f9a42c 100644
--- a/README.md
+++ b/README.md
@@ -22,7 +22,7 @@ Examples:
 
 Check installed version:
 ```bash
-/usr/local/bootstrapmate/installapplications --version
+/usr/local/bootstrapmate/managedbootstrapinstall --version
 ```
 
 ## Building
diff --git a/Sources/core/Managers/ConfigManager.swift b/Sources/core/Managers/ConfigManager.swift
index 1939e2c..025b21f 100644
--- a/Sources/core/Managers/ConfigManager.swift
+++ b/Sources/core/Managers/ConfigManager.swift
@@ -92,8 +92,7 @@ public final class ConfigManager {
     
     // management preference domains to check (in order of priority)
     private let managementPreferenceDomains = [
-        "com.github.bootstrapmate",           // Primary BootstrapMate domain (management profile)
-        "io.macadmins.installapplications"    // InstallApplications compatibility
+        "com.github.bootstrapmate"            // Primary BootstrapMate domain (management profile)
     ]
     
     // Default installation path
diff --git a/Sources/core/Utilities/BootstrapMateConstants.swift b/Sources/core/Utilities/BootstrapMateConstants.swift
index b104937..a0902b3 100644
--- a/Sources/core/Utilities/BootstrapMateConstants.swift
+++ b/Sources/core/Utilities/BootstrapMateConstants.swift
@@ -2,7 +2,7 @@ import Foundation
 
 public enum BootstrapMateConstants {
     public static let daemonIdentifier = "com.github.bootstrapmate"
-    public static let executablePath = "/Applications/Utilities/BootstrapMate.app/Contents/MacOS/installapplications"
+    public static let executablePath = "/Applications/Utilities/BootstrapMate.app/Contents/MacOS/managedbootstrapinstall"
     public static let helperBundleID = "com.github.bootstrapmate.helper"
     public static let helperPlistName = "com.github.bootstrapmate.helper.plist"
     public static let defaultRetryCount = 3
diff --git a/Sources/core/Utilities/ManagementDetector.swift b/Sources/core/Utilities/ManagementDetector.swift
index d270fc9..3cac878 100644
--- a/Sources/core/Utilities/ManagementDetector.swift
+++ b/Sources/core/Utilities/ManagementDetector.swift
@@ -14,8 +14,7 @@ public final class ManagementDetector: Sendable {
 
     /// Preference domains checked for management, in priority order.
     private let managedDomains = [
-        "com.github.bootstrapmate",
-        "io.macadmins.installapplications"
+        "com.github.bootstrapmate"
     ]
 
     /// Known key aliases — maps canonical key to all variant names.
diff --git a/Sources/core/Utilities/ManifestGenerator.swift b/Sources/core/Utilities/ManifestGenerator.swift
index 51725f5..5dcf64f 100644
--- a/Sources/core/Utilities/ManifestGenerator.swift
+++ b/Sources/core/Utilities/ManifestGenerator.swift
@@ -37,11 +37,12 @@ public struct ManifestGenerator {
                 )
             }
             let hash = SHA256.hash(data: data).map { String(format: "%02x", $0) }.joined()
+            let filename = URL(fileURLWithPath: item.file).lastPathComponent
 
             let manifestItem = ManifestItem(
                 name: item.name,
-                file: "/Library/bootstrapmate/\(URL(fileURLWithPath: item.file).lastPathComponent)",
-                url: "\(baseURL)/\(item.type)/\(URL(fileURLWithPath: item.file).lastPathComponent)",
+                file: "\(BootstrapMateConstants.cacheDirectory)/\(filename)",
+                url: "\(baseURL)/\(item.type)/\(filename)",
                 hash: hash,
                 type: item.type,
                 retries: item.retries,
diff --git a/packaging/LaunchDaemons/com.github.bootstrapmate.plist b/packaging/LaunchDaemons/com.github.bootstrapmate.plist
index 5a980dd..07cfcee 100644
--- a/packaging/LaunchDaemons/com.github.bootstrapmate.plist
+++ b/packaging/LaunchDaemons/com.github.bootstrapmate.plist
@@ -6,7 +6,7 @@
     <string>com.github.bootstrapmate</string>
     <key>ProgramArguments</key>
     <array>
-        <string>/Applications/Utilities/BootstrapMate.app/Contents/MacOS/installapplications</string>
+        <string>/Applications/Utilities/BootstrapMate.app/Contents/MacOS/managedbootstrapinstall</string>
     </array>
     <key>RunAtLoad</key>
     <true/>
diff --git a/packaging/scripts/postinstall b/packaging/scripts/postinstall
index a29dd1f..0aeb733 100755
--- a/packaging/scripts/postinstall
+++ b/packaging/scripts/postinstall
@@ -12,9 +12,9 @@ log() {
 log "=== BootstrapMate postinstall started ==="
 
 APP_PATH="/Applications/Utilities/BootstrapMate.app"
-BINARY_PATH="${APP_PATH}/Contents/MacOS/installapplications"
+BINARY_PATH="${APP_PATH}/Contents/MacOS/managedbootstrapinstall"
 SYMLINK_DIR="/usr/local/bootstrapmate"
-SYMLINK_PATH="${SYMLINK_DIR}/installapplications"
+SYMLINK_PATH="${SYMLINK_DIR}/managedbootstrapinstall"
 LAUNCHDAEMON_PATH="/Library/LaunchDaemons/com.github.bootstrapmate.plist"
 
 # Managed Bootstrap directory structure
@@ -44,6 +44,9 @@ if [[ -x "${BINARY_PATH}" ]]; then
     mkdir -p "${SYMLINK_DIR}"
     ln -sf "${BINARY_PATH}" "${SYMLINK_PATH}"
     log "Symlink created: ${SYMLINK_PATH} -> ${BINARY_PATH}"
+
+    # Hard cut: drop the legacy installapplications symlink from prior versions
+    rm -f "${SYMLINK_DIR}/installapplications" 2>/dev/null || true
     
     # Verify symlink works
     if [[ -x "${SYMLINK_PATH}" ]]; then
@@ -60,8 +63,11 @@ if [[ -x "${BINARY_PATH}" ]]; then
         chown root:wheel "${LAUNCHDAEMON_PATH}"
         log "LaunchDaemon permissions set"
         
-        # Load the LaunchDaemon
+        # Boot out any previously loaded job first: launchctl load no-ops when the
+        # label is already loaded, which on an upgrade would leave launchd pointing
+        # at the old executable path (the binary was renamed). Boot out, then load.
         log "Loading LaunchDaemon..."
+        /bin/launchctl bootout system/com.github.bootstrapmate 2>/dev/null || true
         /bin/launchctl load -w "${LAUNCHDAEMON_PATH}" 2>&1 | tee -a /tmp/bootstrapmate-postinstall.log || log "launchctl load returned non-zero"
         log "LaunchDaemon load attempted"
     else