diff --git a/Gemfile b/Gemfile
index 85a247356..1d69d4c50 100644
--- a/Gemfile
+++ b/Gemfile
@@ -47,7 +47,7 @@ gem "honeycomb-beeline", "~> 2.4.0" # Monitoring and Observability gem
 gem "html_truncator", "~> 0.4" # Truncate an HTML string properly
 gem "htmlentities", "~> 4.3", ">= 4.3.4" # A module for encoding and decoding (X)HTML entities
 gem "httparty", "~> 0.18" # Makes http fun! Also, makes consuming restful web services dead easy
-gem "imgproxy", "~> 1.2" # A gem that easily generates imgproxy URLs for your images
+gem "imgproxy", "~> 2.0" # A gem that easily generates imgproxy URLs for your images
 gem "inline_svg", "~> 1.7" # Embed SVG documents in your Rails views and style them with CSS
 gem "jbuilder", "~> 2.11" # Create JSON structures via a Builder-style DSL
 gem "jquery-rails", "~> 4.4" #  A gem to automate using jQuery with Rails
diff --git a/Gemfile.lock b/Gemfile.lock
index 3a6b4c994..c5d254cdc 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -109,6 +109,8 @@ GEM
     amazing_print (1.2.2)
     ancestry (3.2.1)
       activerecord (>= 4.2.0)
+    anyway_config (2.1.0)
+      ruby-next-core (>= 0.11.0)
     approvals (0.0.24)
       nokogiri (~> 1.6)
       thor (~> 0.18)
@@ -400,7 +402,8 @@ GEM
     image_processing (1.12.1)
       mini_magick (>= 4.9.5, < 5)
       ruby-vips (>= 2.0.17, < 3)
-    imgproxy (1.2.0)
+    imgproxy (2.0.0)
+      anyway_config (>= 2.0.0)
     inline_svg (1.7.2)
       activesupport (>= 3.0)
       nokogiri (>= 1.6)
@@ -685,6 +688,7 @@ GEM
     rubocop-rspec (2.2.0)
       rubocop (~> 1.0)
       rubocop-ast (>= 1.1.0)
+    ruby-next-core (0.12.0)
     ruby-prof (1.4.3)
     ruby-progressbar (1.11.0)
     ruby-statistics (2.1.3)
@@ -913,7 +917,7 @@ DEPENDENCIES
   htmlentities (~> 4.3, >= 4.3.4)
   httparty (~> 0.18)
   hypershield (~> 0.2.2)
-  imgproxy (~> 1.2)
+  imgproxy (~> 2.0)
   inline_svg (~> 1.7)
   jbuilder (~> 2.11)
   jquery-rails (~> 4.4)
diff --git a/app/services/images/optimizer.rb b/app/services/images/optimizer.rb
index 5d96cfbe2..1b4b90d1d 100644
--- a/app/services/images/optimizer.rb
+++ b/app/services/images/optimizer.rb
@@ -50,6 +50,7 @@ module Images
         options[:resizing_type] = "fill"
       end
 
+      options[:crop] = nil
       options
     end
 
diff --git a/config/initializers/1_imgproxy.rb b/config/initializers/1_imgproxy.rb
index 20ade5dd1..bb3f7bb25 100644
--- a/config/initializers/1_imgproxy.rb
+++ b/config/initializers/1_imgproxy.rb
@@ -11,9 +11,9 @@ Imgproxy.configure do |config|
   # If unsure, check out https://github.com/imgproxy/imgproxy/blob/master/docs/configuration.md first.
 
   # Hex-encoded signature key
-  config.hex_key = ApplicationConfig["IMGPROXY_KEY"]
+  config.key = ApplicationConfig["IMGPROXY_KEY"]
   # Hex-encoded signature salt
-  config.hex_salt = ApplicationConfig["IMGPROXY_SALT"]
+  config.salt = ApplicationConfig["IMGPROXY_SALT"]
 
   # Base64 encode all URLs
   config.base64_encode_urls = true
diff --git a/lib/data_update_scripts/20210305222641_resave_users_for_imgproxy_update.rb b/lib/data_update_scripts/20210305222641_resave_users_for_imgproxy_update.rb
new file mode 100644
index 000000000..222d6d91a
--- /dev/null
+++ b/lib/data_update_scripts/20210305222641_resave_users_for_imgproxy_update.rb
@@ -0,0 +1,9 @@
+module DataUpdateScripts
+  class ResaveUsersForImgproxyUpdate
+    def run
+      return if SiteConfig.dev_to?
+
+      User.find_each(&:save)
+    end
+  end
+end
diff --git a/spec/services/images/optimizer_spec.rb b/spec/services/images/optimizer_spec.rb
index f26524cd4..5ac26b9ac 100644
--- a/spec/services/images/optimizer_spec.rb
+++ b/spec/services/images/optimizer_spec.rb
@@ -62,7 +62,7 @@ RSpec.describe Images::Optimizer, type: :service do
   describe "#imgproxy" do
     it "works" do
       allow(described_class).to receive(:imgproxy_enabled?).and_return(true)
-      imgproxy_url = described_class.imgproxy(image_url, service: :imgproxy, width: 500, height: 500)
+      imgproxy_url = described_class.imgproxy(image_url, width: 500, height: 500)
       expect(imgproxy_url).to match(%r{/s:500:500/mb:500000/aHR0cHM6Ly9pLmlt/Z3VyLmNvbS9mS1lL/Z280LnBuZw})
     end
   end
diff --git a/vendor/cache/anyway_config-2.1.0.gem b/vendor/cache/anyway_config-2.1.0.gem
new file mode 100644
index 000000000..fde9a37cc
Binary files /dev/null and b/vendor/cache/anyway_config-2.1.0.gem differ
diff --git a/vendor/cache/imgproxy-1.2.0.gem b/vendor/cache/imgproxy-1.2.0.gem
deleted file mode 100644
index 4bd9d628f..000000000
Binary files a/vendor/cache/imgproxy-1.2.0.gem and /dev/null differ
diff --git a/vendor/cache/imgproxy-2.0.0.gem b/vendor/cache/imgproxy-2.0.0.gem
new file mode 100644
index 000000000..eacbe45a9
Binary files /dev/null and b/vendor/cache/imgproxy-2.0.0.gem differ
diff --git a/vendor/cache/ruby-next-core-0.12.0.gem b/vendor/cache/ruby-next-core-0.12.0.gem
new file mode 100644
index 000000000..25195efba
Binary files /dev/null and b/vendor/cache/ruby-next-core-0.12.0.gem differ