Linux

I try my best to look for open source alternatives. If a company does not support Linux, they don't deserve my support as someone who has only used linux for almost 5 years now. Luckily I am not dragged all the way up into many of these ecosystems which don't work on Linux

Depends. Steam and Proton handles most games and if not, I'll check Lutris. FWIW, some games like Doom and RollerCoaster Tycoon (the Sawyer, 2D era) have open-source remakes that work on modern machines.

For regular software, I will try it in WINE and if it provides a good enough experience for daily use, I'll keep it there. If it doesn't, for any reason, I'll stick it in a Windows VM. For instance, Exact Audio Copy will work fine in WINE provided you get .NET 3.5 installed for the MusicBrainz metadata plugin, but MusicBee has severe enough problems (font redirection problems, lag when scrolling, can't drag tabs) for me that I just use it in a virtual machine or another PC. (I actually have another rig I'm considering using as a "jukebox" machine, since I have macOS on it and use it for Apple Music, so I'm compartmentalising my music to one machine if that makes sense)

First start using ardour gimp inkscape libreoffice and blender on windows, then dual boot or use a VM to install Linux and start challenging yourself to use it for real stuff when you can. You may eventually realize you're using Linux much more than Windows, like when you boot into Windows and every time require a bunch of updates. Eventually your windows will be so out of date you remove it entirely or start using a windows vm.

write my own

If I'm being totally honest, my primary use-case is gaming. I only have linux installed on my device, and if a game doesn't work, I simply play other things and hope it will eventually work.
Sometimes, with some effort, you can get windows programs to work using wine. For example, I was able to run Mod Organizer 2 to mod skyrim without issues. If that fails and your software won't work in wine, you could either find alternative native linux software or just dual-boot. I used to do that to play VR games in windows 10 since I've had issues running them in linux. Another option is to run a windows Virtual Machine whenever you need whatever software you can't get working, but there's pretty bad performance limitations unless you can get hardware passthrough working.

Wine/Proton can run a huge amount of Windows programs.

Honestly though I've just been using Linux for 8 or so years now and just find some other solution. For general computing it really isn't hard at all. Perhaps if you have some weird proprietary work software or absolutely need Adobe it could be an issue

I either compile em or run Windows to use said "program".

...I mean... when the latter happens is always someone else's PC, so eh.

My advice is segregatting work and personal environment, your company's computer isn't safe for general usage.

About stuff you use for yourself, don't focus on which program you want to use, but on the task you must accomplish, most software that is made to mimic a Windows workflow are not great, sometimes you think you need a msword alternative, but you just need to create a document, there's many ways to manipulate documents on linux that are so much better than text processors like word or libre/wps/only, and you will miss it by straight up looking for alternatives.

On Window's software are usually bound by a lot a comercial bullshit, they have to bloat to be able to be forever at development and pushing new versions, Linux usually follows into Unix philosophy, aiming for small high quality software that are easy to compose into a bigger workflow, even when not using cli tools that operate on text streams, a gui linux application usually work with standard formats, don't try to overlap features and are easy to replace if needed.

And about transition, i like the dual boot approach, have a linux partition, and use it for what you can do better on linux when you want to, as you get better with linux, you will be wanting to use window's less and less.

I come across Windows-only apps very seldom, when it happens I run them in a VM. It's usually stuff like proprietary config app for a mouse or keyboard.

If you need Windows-specific programs, you need Windows.
However, "need" is an overused term. Think about what tasks you want to accomplish, not what software you want to use.

Linux has software available for all tasks a computer can do. Some are sub-par and some aren't widely used which makes professional collaboration impossible.
But for most tasks and most computer users, Linux-supporting software is perfectly fine and sometimes better than the Windows equivalent.

A lot of programs I work with very often are Windows-exclusive, and alternatives supporting Linux are rare.

Consider mentioning the programs you work with. On a general note, Wine can be used to make Windows-software work on Linux. Bottles can be used to that effect as a front-end. Furthermore, for a more sophisticated solution; consider taking a look at CodeWeavers.

If you have to use a program that is windows only you have to use windows. I could move our entire company over to Linux if it wasn't for SOLIDWORKS been windows only.

Wine can be an option but I've found it very hit and miss on some of the more obscure windows only programs

In the past I've used virtual box (virtual machine) in seamless mode, so it looks just like a window in Linux. I can't remember why I stopped, I think it was down to licencing and oracle buying it.

Virtual machine or Bottles. If neither can help then I just take the L

Are they like proprietary business programs? What programs can't run on Linux even though WINE?

Sometimes customers want me to use a specific piece of software so I have a QEMU Windows installation I use.

CrossOver is also made by CodeWeavers, but includes paid support as well. Maybe it might suit your use case?

https://www.codeweavers.com/crossover

For Visual Studio Enterprise, Adobe PDF editing, native Office apps, SSMS, and RDP thin clients, I use a Windows VM.

All the programs I use just run on linux, no really. VSCode runs on linux, I've used libre office for longer than I've used Linux (and it obviously runs on linux), all my faves run on linux through steam or lutris.

However, if there is a windows only program you wanna run on linux, you have a few options.

I'd just cross running it though wine out, it's really annoying to setup and my original success rate with it had been... Not great.

If your program isn't terribly graphically demanding, you might be able to run it via a windows virtual machine. It's not perfect but for lighter programs or visual studio, it works.

If your program is graphically demanding (e.g. Adobe suite, CorelDraw, Autocad, etc...) you're kinda out of luck and will have to dual boot... (Or loose your sanity trying to get them working through wine)

I personally only use Linux now for all my computers. I follow a philosophy for any software solutiom I need that goes like this:

1. Use a FOSS solution or,
2. Use a proprietary solution that has a native Linux build/browser version or,
3. Use a cracked/pirated version in Wine/Windows VM.

Personally, I am absolutely committed to no more Windows for my personal computing, I have been for years. That means that if I cannot do one of those three options in that order, I don't use that software/solution.

Unless you are doing a lot of specialized software work, those three options should have you covered. I'm curious what software you use that doesn't work with any of those 3 categories.

Advanced CAD/CAM stuff there isn't much in FOSS. Same with specialized Audio production work and advanced photo-manipulation. Specialized device support can be spotty too, but that varies wildly. Those are the only software categories off the top of my head that I know don't really have good FOSS solutions.