(Really just a list for myself when I reinstall a new computer.)

Productivity

• Office 365
• Google Earth Pro - for, well, uh, flying really
• Brother B-Pac Printer Software - for labels
• Evernote
• X-Mind Zen - mindmap editor

Communication

• Skype - but the Windows client, not the Win10 app
• Slack - collaboration/chat client

Development

• Visual Studio Community - C#
• JetBrains Resharper - for making Visual Studio great
• JetBrains PhpStorm - I will never touch PHP again without it
• Android Studio - because Flutter needs it
• Flutter - for mobile development
• Beyond Compare - best compare/merge tool available
• HeidiSQL - great for MySQL
• SQLite DB Browser
• Notepad++ - notepad of choice, very capable
• HxD - hex editor
• ILSpy - inspect and view source of .NET assemblies
• SourceTree - awesome git visual client
• Docker - container platform
• Webpack - JS bundler (see here)
• Git - source code revisioning system

Tools & Utilities

• cygwin - Linux command line tools on windows
• 7zip - zip file manager
• MonoSnap - free screencast software
• Baretail - log viewer
• Core Temp
• GPU Temp
• Nmap/Zenmap - port mapping tool
• SysInternals - awesome Windows inspection tools, especially Process Explorer
• Recuva - undelete files on NTFS
• TreeSizeFree - to find what's taking up so much space on your hard drives
• Total Commander - powerful file manager
• QuickGamma - setting monitor calibration defaults
• TrueLaunchBar - because I need to improve on the Windows start menu
• qpdf - PDF toolchain

Internet

• Google Chrome - web browser
• Firefox - also a good web browser, and more adaptible
• Thunderbird - best IMAP email client
• Dropbox - file sync/backup that just works
• PuTTY - ssh client
• SuperPuTTY - awesome ssh client manager
• RDCMan - Remote Desktop Connection Manager
• FileZilla - ftp client
• NZBGet
• OpenVPN
• AnyDesk - remote desktop control
• WireShark - network traffic analyzer

Security

• KeePass 2 - storing passwords securely
• VeraCrypt - encrypted disk volumes
• F-Secure SAFE - antivirus protection for desktop and mobile
• mkcert - generate local certificates with a local CA

Audio

• Audacity - audio editor
• Fairstars CD Ripper
• Harmony Assistant - reasonable music score editor
• loopMIDI - virtual midi devices
• Propellerheads Reason - digital audio workstation
• Spotify - meh, mostly for discovering music
• WinAmp - still the best mp3 player

Graphics

• Inkscape - SVG editor
• Corel Paint Shop Pro 9 - pretty good image editor, fast, lightweight, but only version 9
• NAPS 2 - scanner utility

Video

• DVD Decrypter - for ripping DVDs
• MakeMKV - for handling tough DVDs
• Handbrake - easily converting DVDs to m4v
• ffmpeg - awesome media toolchain
• Plex Media Player
• VLC Media Player

Servers

• Apache/PHP - web server (links to Windows downloads)
• MySQL - still my favorite database
• Zabbix - server monitoring, takes a while to set up right but when it works, it's nice
• OpenHAB 2 - IoT automation and monitoring (a real pain to set up right, but powerful when it works)
• Bitvise SSH Server - free Windows ssh server
• RabbitMQ - messaging platform