diff --git a/Gemfile b/Gemfile
index e02b0c2357..72503fe418 100644
--- a/Gemfile
+++ b/Gemfile
@@ -102,6 +102,10 @@ gem 'jbuilder', '~> 2.0'
 gem 'parallel'
 gem 'with_locking'
 
+# Reindexing script
+gem 'sequel'
+gem 'httpx'
+
 group :development do
   gem 'capistrano', '~>3.6'
   gem 'capistrano-passenger', require: false
diff --git a/Gemfile.lock b/Gemfile.lock
index 28a12e1915..fc57de7f85 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -242,6 +242,7 @@ GEM
       babel-source (>= 4.0, < 6)
       execjs (~> 2.0)
     bcrypt (3.1.18)
+    bigdecimal (3.1.6)
     bindex (0.8.1)
     bixby (5.0.2)
       rubocop (= 1.28.2)
@@ -460,10 +461,10 @@ GEM
       signet (>= 0.16, < 2.a)
     hashdiff (1.0.1)
     hashie (5.0.0)
-    highline (3.0.1)
     hooks (0.4.1)
       uber (~> 0.0.14)
     htmlentities (4.3.4)
+    http-2-next (1.0.3)
     http (5.1.1)
       addressable (~> 2.8)
       http-cookie (~> 1.0)
@@ -475,6 +476,8 @@ GEM
     http-form_data (2.3.0)
     http_logger (0.7.0)
     httpclient (2.8.3)
+    httpx (1.2.2)
+      http-2-next (>= 1.0.3)
     hydra-access-controls (12.1.0)
       active-fedora (>= 10.0.0)
       activesupport (>= 5.2, < 7.1)
@@ -542,8 +545,6 @@ GEM
       rdf-turtle
       rdf-vocab (>= 0.8)
       slop
-    license_header (0.0.4)
-      highline
     link_header (0.0.8)
     listen (3.8.0)
       rb-fsevent (~> 0.10, >= 0.10.3)
@@ -848,6 +849,8 @@ GEM
       childprocess (>= 0.5, < 4.0)
       rubyzip (>= 1.2.2)
     semantic_range (3.0.0)
+    sequel (5.77.0)
+      bigdecimal
     shakapacker (7.0.2)
       activesupport (>= 5.2)
       rack-proxy (>= 0.6.1)
@@ -1031,6 +1034,7 @@ DEPENDENCIES
   google-analytics-rails (= 1.1.0)
   hashdiff (>= 1.0)
   hooks
+  httpx
   hydra-head (~> 12.0)
   iconv (~> 1.0.6)
   iiif_manifest (>= 1.4.0)
@@ -1040,7 +1044,6 @@ DEPENDENCIES
   jquery-rails
   jquery-ui-rails
   ldp (~> 1.1.0)
-  license_header
   listen
   lograge
   mail (> 2.8.0.1)
@@ -1082,6 +1085,7 @@ DEPENDENCIES
   samvera-persona (~> 0.4, >= 0.4.1)
   sass (= 3.4.22)
   selenium-webdriver
+  sequel
   shakapacker
   shoulda-matchers
   sidekiq (~> 6.2)
diff --git a/config/application.rb b/config/application.rb
index ae20001c5c..032119dc35 100644
--- a/config/application.rb
+++ b/config/application.rb
@@ -8,7 +8,7 @@
 Bundler.require(*Rails.groups)
 
 module Avalon
-  VERSION = '7.6.0'
+  VERSION = '7.7.0'
 
   class Application < Rails::Application
     require 'avalon/configuration'
diff --git a/lib/tasks/avalon_migrations.rake b/lib/tasks/avalon_migrations.rake
index c12b1a0633..ee0cc4a8a7 100644
--- a/lib/tasks/avalon_migrations.rake
+++ b/lib/tasks/avalon_migrations.rake
@@ -23,5 +23,33 @@ namespace :avalon do
         collection.save!(validate: false)
       end
     end
+    desc "Migrate legacy IndexedFile captions to ActiveStorage as part of supporting upload of multiple captions files"
+    task caption_files: :environment do
+      count = 0
+      # Iterate through all caption IndexedFiles
+      IndexedFile.where("id: */captions").each do |caption_file|
+        # Retrieve parent master file
+        master_file_id = caption_file.id.split('/').first
+        master_file = MasterFile.find(master_file_id) rescue nil
+        next unless master_file && caption_file.present?
+        # Grab original file metadata from IndexedFile
+        filename = caption_file.original_name
+        content_type = caption_file.mime_type
+        # Create and populate new SupplementalFile record using original metadata
+        supplemental_file = SupplementalFile.new(label: filename, tags: ['caption'], language: 'eng')
+        supplemental_file.file.attach(io: ActiveFedora::FileIO.new(caption_file), filename: filename, content_type: content_type, identify: false)
+        supplemental_file.save
+        # Link new SupplementalFile to the MasterFile
+        master_file.supplemental_files += [supplemental_file]
+        # Delete legacy caption file
+        master_file.captions.content = ''
+        master_file.captions.original_name = ''
+        master_file.save
+
+        count += 1
+      end
+
+      count > 0 ? puts("Successfully updated #{count} records") : puts("All files are already up to date. No records updated.")
+    end
   end
 end
diff --git a/package.json b/package.json
index b2512fa445..10efefdb09 100644
--- a/package.json
+++ b/package.json
@@ -5,7 +5,7 @@
     "@babel/plugin-proposal-object-rest-spread": "^7.20.7",
     "@babel/preset-react": "^7.0.0",
     "@babel/runtime": "7",
-    "@samvera/ramp": "https://github.com/samvera-labs/ramp.git",
+    "@samvera/ramp": "^3.0.0",
     "babel-plugin-macros": "^3.1.0",
     "babel-plugin-transform-react-remove-prop-types": "^0.4.24",
     "buffer": "^6.0.3",
@@ -33,7 +33,6 @@
     "url-search-params-polyfill": "^7.0.1",
     "util": "^0.12.5",
     "video.js": "7.21.4",
-    "videojs-hotkeys": "^0.2.27",
     "webpack": "5",
     "webpack-assets-manifest": "5",
     "webpack-merge": "^5.9.0"
diff --git a/yarn.lock b/yarn.lock
index 6f979f5187..a5a9623882 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -1337,9 +1337,10 @@
     estree-walker "^2.0.2"
     picomatch "^2.3.1"
 
-"@samvera/ramp@https://github.com/samvera-labs/ramp.git":
-  version "2.0.0"
-  resolved "https://github.com/samvera-labs/ramp.git#66a4245be7c5dfc0abde3f5eaa23baf40d976d1d"
+"@samvera/ramp@^3.0.0":
+  version "3.0.0"
+  resolved "https://registry.yarnpkg.com/@samvera/ramp/-/ramp-3.0.0.tgz#41251e0fb30ceb86d5d3905d27d9fa8089c193fe"
+  integrity sha512-Hapi2XJhNUHdye0XyRryBU8DlA51jvE7uDUy+cRflnjxDKMZuO6AqgqrZG0SRraS1ziXa1o5t2awAqzEzRi/KQ==
   dependencies:
     "@rollup/plugin-json" "^6.0.1"
     "@silvermine/videojs-quality-selector" "^1.2.4"
@@ -3954,9 +3955,9 @@ make-dir@^3.0.2, make-dir@^3.1.0:
     semver "^6.0.0"
 
 mammoth@^1.4.19:
-  version "1.6.0"
-  resolved "https://registry.yarnpkg.com/mammoth/-/mammoth-1.6.0.tgz#3a80e016b3d1374c9404eb841048c70295276532"
-  integrity sha512-jOwbj6BwJzxCf6jr2l1zmSemniIkLnchvELXnDJCANlJawhzyIKObIq48B8kWEPLgUUh57k7FtEO3DHFQMnjMg==
+  version "1.7.0"
+  resolved "https://registry.yarnpkg.com/mammoth/-/mammoth-1.7.0.tgz#e59b2d89a4907595906429c9d3313729d67afca7"
+  integrity sha512-ptFhft61dqieLffpdpHD7PUS0cX9YvHQIO3n3ejRhj1bi5Na+RL5wovtNHHXAK6Oj554XfGrVcyTuxgegN6umw==
   dependencies:
     "@xmldom/xmldom" "^0.8.6"
     argparse "~1.0.3"
@@ -5807,11 +5808,6 @@ videojs-font@3.2.0:
   resolved "https://registry.yarnpkg.com/videojs-font/-/videojs-font-3.2.0.tgz#212c9d3f4e4ec3fa7345167d64316add35e92232"
   integrity sha512-g8vHMKK2/JGorSfqAZQUmYYNnXmfec4MLhwtEFS+mMs2IDY398GLysy6BH6K+aS1KMNu/xWZ8Sue/X/mdQPliA==
 
-videojs-hotkeys@^0.2.27:
-  version "0.2.27"
-  resolved "https://registry.yarnpkg.com/videojs-hotkeys/-/videojs-hotkeys-0.2.27.tgz#0df97952b9dff0e6cc1cf8a439fed7eac9c73f01"
-  integrity sha512-pwtm1QocRmzJy1PWQsmFVHyeldYHHpLdeATK3FsFHVMmNpz6CROkAn8TFy2UILr8Ghgq134K8jEKNue8HWpudQ==
-
 videojs-markers-plugin@^1.0.2:
   version "1.0.2"
   resolved "https://registry.yarnpkg.com/videojs-markers-plugin/-/videojs-markers-plugin-1.0.2.tgz#7e40da152504a0f1be0ee1cf608c7dccc4abf8b3"