diff --git a/Brewfile b/Brewfile
index b1a088c..9b3b62c 100644
--- a/Brewfile
+++ b/Brewfile
@@ -5,20 +5,18 @@
 tap "adoptopenjdk/openjdk"
 tap "cloudflare/cloudflare"
 tap "dart-lang/dart"
-tap "dopplerhq/cli"
-tap "facebook/fb"
 tap "heroku/brew"
+tap "homebrew/aliases"
+tap "homebrew/autoupdate"
 tap "homebrew/bundle"
 tap "homebrew/cask"
 tap "homebrew/cask-drivers"
-tap "homebrew/cask-versions"
 tap "homebrew/cask-fonts"
+tap "homebrew/cask-versions"
 tap "homebrew/core"
 tap "homebrew/services"
 tap "homebrew/test-bot"
 tap "sass/sass"
-tap "teamookla/speedtest"
-# tap "wpengine/wpe-cli"
 tap "wpscanteam/tap"
 
 ###############################
@@ -60,18 +58,14 @@ brew "gmp"
 
 # Other useful binaries
 brew "ack"
-brew "gs"
 brew "imagemagick"  #, args: ["with-webp"]
 brew "ffmpeg"  #, args: ["with-libvpx"]
 brew "gawk"
 brew "less"
 brew "lua"
-brew "lynx"
 brew "mtr"
 brew "nano"
 brew "p7zip"
-brew "pigz"
-brew "pv"
 brew "rename"
 brew "rlwrap"
 brew "ssh-copy-id", link: true
@@ -94,8 +88,6 @@ brew "asciinema"
 brew "autoconf"
 brew "automake"
 brew "azure-cli"
-brew "bat"
-brew "caddy"
 brew "carthage"
 brew "certbot"
 brew "cloudflare/cloudflare/cloudflared"
@@ -105,7 +97,6 @@ brew "dart-lang/dart/dart"
 brew "deno"
 brew "docker-credential-helper-ecr"
 brew "doctl"
-brew "dopplerhq/cli/doppler"
 brew "elixir"
 brew "erlang"
 brew "fx"
@@ -121,8 +112,6 @@ brew "hugo", args: ["HEAD"]
 brew "hydra"
 brew "iproute2mac"
 brew "jq"
-brew "kubernetes-cli"
-brew "kubernetes-helm"
 brew "libsass", args: ["HEAD"]
 brew "mas"
 brew "mcrypt"
@@ -132,7 +121,6 @@ brew "mosh"
 brew "mariadb"
 brew "mysql-client"
 brew "ncurses"
-brew "neofetch"
 brew "netcat"
 brew "openvpn"
 brew "optipng"
@@ -160,27 +148,25 @@ brew "serverless"
 brew "shellcheck"
 brew "sqlite"
 brew "sub2srt"
-brew "teamookla/speedtest/speedtest"
+brew "svn"
 brew "tor"
 brew "torsocks"
 brew "whois", link: true
 brew "wireguard-tools"
 brew "wireguard-go"
 brew "wp-cli"
-# brew "wpengine/wpe-cli/wpe-cli"
 brew "xz"
 brew "youtube-dl"
 brew "yq"
 brew "zopfli"
 
 # Android SDK
-brew "ant"
-brew "maven"
-brew "gradle"
+cask "android-platform-tools"
+# brew "ant"
+# brew "maven"
+# brew "gradle"
 # cask "android-sdk"
 # cask "android-ndk"
-cask "android-platform-tools"
-# cask "android-studio"
 
 # Pentesting tools
 brew "aircrack-ng"
@@ -329,6 +315,7 @@ cask "wireshark"
 
 cask "homebrew/cask-drivers/hp-easy-start"
 cask "homebrew/cask-drivers/logitech-camera-settings"
+cask "homebrew/cask-drivers/razer-synapse"
 cask "homebrew/cask-drivers/sonos"
 
 ###############################
@@ -336,25 +323,19 @@ cask "homebrew/cask-drivers/sonos"
 ###############################
 
 # Monospace
-cask "homebrew/cask-fonts/font-source-code-pro"  # VS Code font
-cask "homebrew/cask-fonts/font-source-code-pro-for-powerline"
+cask "homebrew/cask-fonts/font-source-code-pro"
 cask "homebrew/cask-fonts/font-hack"
 cask "homebrew/cask-fonts/font-ibm-plex-mono"
-cask "homebrew/cask-fonts/font-meslo-for-powerline"  # iTerm font
-cask "homebrew/cask-fonts/font-meslo-lg-nerd-font"
-cask "homebrew/cask-fonts/font-fira-code"
 cask "homebrew/cask-fonts/font-roboto-mono"
-cask "homebrew/cask-fonts/font-ubuntu-mono"
-cask "homebrew/cask-fonts/font-sf-mono"  # comes in .pkg
-cask "homebrew/cask-fonts/font-sf-mono-for-powerline"
+cask "homebrew/cask-fonts/font-sf-mono"  # iTerm/VS Code font, comes in .pkg
 
-# Serif
+# Sans/Serif
+cask "homebrew/cask-fonts/font-comic-neue"
 cask "homebrew/cask-fonts/font-inter"
 cask "homebrew/cask-fonts/font-roboto"
 cask "homebrew/cask-fonts/font-open-sans"
 cask "homebrew/cask-fonts/font-sf-compact"  # comes in .pkg
 cask "homebrew/cask-fonts/font-sf-pro"  # comes in .pkg
-cask "homebrew/cask-fonts/font-ubuntu"
 
 ###############################
 #  macOS Apps via App Store   #
diff --git a/iterm/JJ-ZSH.json b/iterm/JJ-ZSH.json
index a41e6db..c3c7af0 100644
--- a/iterm/JJ-ZSH.json
+++ b/iterm/JJ-ZSH.json
@@ -1,5 +1,9 @@
 {
-  "ASCII Ligatures" : true,
+  "Ansi 5 Color" : {
+    "Green Component" : 0.26314744353294373,
+    "Red Component" : 0.42564234137535095,
+    "Blue Component" : 0.65052211284637451
+  },
   "Working Directory" : "\/Users\/jake",
   "Prompt Before Closing 2" : false,
   "Selected Text Color" : {
@@ -46,7 +50,7 @@
     "telnet"
   ],
   "Scrollback Lines" : 0,
-  "Draw Powerline Glyphs" : false,
+  "Draw Powerline Glyphs" : true,
   "Status Bar Layout" : {
     "components" : [
       {
@@ -56,6 +60,7 @@
             "base: priority" : 5,
             "maxwidth" : 1.7976931348623157e+308,
             "minwidth" : "0",
+            "base: compression resistance" : 1,
             "shared text color" : {
               "Red Component" : 0.59999999999999998,
               "Color Space" : "sRGB",
@@ -63,7 +68,6 @@
               "Alpha Component" : 1,
               "Green Component" : 0.59999999999999998
             },
-            "base: compression resistance" : 1,
             "path" : "hostname",
             "abbreviate-localhost" : ""
           },
@@ -82,14 +86,14 @@
             "iTermStatusBarSpringComponentSizeMultipleKey" : 1,
             "base: priority" : 5,
             "iTermStatusBarSpringComponentSpringConstantKey" : 0.01,
+            "base: compression resistance" : 1,
             "shared text color" : {
               "Red Component" : 0.87515999999999994,
               "Color Space" : "sRGB",
               "Blue Component" : 0.63,
               "Alpha Component" : 1,
               "Green Component" : 0.90000000000000002
-            },
-            "base: compression resistance" : 1
+            }
           },
           "layout advanced configuration dictionary value" : {
             "remove empty components" : false,
@@ -443,8 +447,8 @@
     "Blue Component" : 0.058871746063232422
   },
   "Name" : "JJ-ZSH",
-  "Guid" : "EDCECF3F-4620-4117-8E79-0B8C58327F3E",
   "Blinking Cursor" : true,
+  "Guid" : "EDCECF3F-4620-4117-8E79-0B8C58327F3E",
   "Ansi 8 Color" : {
     "Green Component" : 0.26696832579185525,
     "Red Component" : 0.26696832579185525,
@@ -473,8 +477,8 @@
   },
   "Session Close Undo Timeout" : 15,
   "Blur" : true,
-  "Normal Font" : "MesloLGMForPowerline-Regular 12",
-  "Vertical Spacing" : 1.1000000000000001,
+  "Normal Font" : "Menlo-Regular 12",
+  "Vertical Spacing" : 1.3,
   "Ansi 7 Color" : {
     "Green Component" : 1,
     "Red Component" : 1,
@@ -520,10 +524,6 @@
   "Columns" : 120,
   "Visual Bell" : true,
   "Custom Directory" : "No",
-  "Ansi 5 Color" : {
-    "Green Component" : 0.26314744353294373,
-    "Red Component" : 0.42564234137535095,
-    "Blue Component" : 0.65052211284637451
-  },
-  "Thin Strokes" : 4
+  "Thin Strokes" : 4,
+  "ASCII Ligatures" : true
 }
\ No newline at end of file
diff --git a/zsh/macos.zsh b/zsh/macos.zsh
index aa1da67..0b96880 100644
--- a/zsh/macos.zsh
+++ b/zsh/macos.zsh
@@ -32,21 +32,20 @@ alias dns-set-cloudflare="dns-set 1.1.1.1 1.0.0.1"
 alias dns-set-google="dns-set 8.8.8.8 8.8.4.4"
 alias flush="sudo killall -HUP mDNSResponder; sudo killall mDNSResponderHelper; sudo dscacheutil -flushcache"
 
-# Update: brew, npm, gem, app store, macos
+# Update: brew, npm, gems, pip, app store, macos
 update() {
   NC="\033[0m"
   YELLOW="\033[0;33m"
 
   echo -e "${YELLOW}Updating Homebrew formulae and casks...${NC}"
   brew update
-  # git -C "/usr/local/Homebrew/Library/Taps/homebrew/homebrew-cask" fetch --unshallow
   brew upgrade
-  brew upgrade --cask --greedy
+  # avoid annoying `(latest) != latest` cask updates:
+  brew upgrade $(brew outdated --greedy --verbose | awk '$2 !~ /(latest)/ {print $1}')
   brew cleanup
 
   echo -e "${YELLOW}Updating NPM/Yarn packages...${NC}"
   volta install node@latest
-  volta install npm@6
   volta install npm@8
   volta install yarn@1
   volta run --node latest --npm 8 --no-yarn -- npm update --global