I’m also nervous about using an OS I’m not familiar with for business purposes right away

Absolutely STOP. Do not go with Linux, go with what you are comfortable with. If this is business, you do not have time to be uncomfortable and the learning curve to ramp up to ANY new OS and be productive is something that’s just a non-negotiable kind of thing.

If you’ve never used Linux, play with Linux first on personal time. For business time, use what you know works first and foremost.

All OSes are tools. You do not just learn a tool when your job is waiting for a bed frame to be made or whatever.

TL;DR

If you are not comfortable with Linux, do NOT use it for business.

I use linux to run my law office, so it can be done. Most of what I use is web-based these days, so headaches are minor. That being typed, I’ve been using linux off and on since the 1990s, and there was a fair amount of learning involved. A few notes:

-Libreoffice is good enough for document drafting, unless you’re extremely reliant on templates generated in Word. Even then, that’s a few hours of clerical work that you can farm out with, presumably, no confidentiality issues to flag. Also bear in mind that if you end up using different Linux distributions on more than one computer, then you may run into minor formatting differences between different versions of your word processing software. Microsoft Office will be a reliable option unless you run windows as a virtual machine. There are workarounds, but they aren’t business ready.

-Some aspects of PDF authoring can be tricky if you’re doing discovery prep, redaction, and related tasks in-house. This is very workflow-specific, so if you’re not a litigator or your jurisdiction doesn’t have a lot of specific requirements for pdf submissions, it might not be something that you need to worry about. If it becomes a problem, then a Windows virtual machine might be a solution.

-Video support depends greatly on the linux distribution, so you may want to do a bit of research and avoid distributions like Fedora, where certain mainstream AV formats are not supported by default for philosophical/licensing reasons.

-Compatibility with co-counsel and clients will be hit or miss. I don’t let anything leave my office that hasn’t been converted to PDF and I only do collaboration when there is a special request to do so. I can fall back on a computer that I have which runs Office. It sounds like you have more than one computer, so you can have a backup plan.

-Hardware support is critical. If you need to videoconference and it turns out that your webcam doesn’t have a linux driver, then you may be hosed. Research and test on the front-end so that you don’t find yourself in an embarrassing situation of your own making.

-Learning curves cost money. If you’re using an entirely new set of user software AND you’re hopping between different distributions to find the version of linux that works for you, you’ll waste a LOT of time that you could be using to generate billable work.

You can just downlaod any linux iso, e.g. fedora https://fedoraproject.org/workstation/download , and install it in a virtual machine. This way you can play with linux.

You can also write it to an USB and boot from the USB, nothing grts written on any other storagr device and you can test if everything works, check for compatibility, play around and once you’re done, you shut down, remove the USB and your PC is like nothing has happened. Getting to know how to download an iso, write it to usb and boot from it is a common and easy task.

I’ve never heard of a common video format not playing on linux

Don’t do it.

First off, I love Linux. It’s my daily driver and I wouldn’t want to use anything else.

But in my past career I was the CIO at a very large firm. Lawyers need Microsoft Office and Windows. If you hire a good assistant or paralegal with word processing experience, they are going to need Microsoft Word. LibreOffice is good, but it’s not a replacement in this scenario. Good word processors are like wizards and will save you hours. It’s not worth it to make them learn something else.

Then there’s drafting software, templating, practice-specific tools, etc. Anything geared for legal is going to run on Windows. What are you using for time entry? What about accounting?

Not to mention, you have some information security obligations under the model rules and you don’t want to mess with that. Although Linux has security advantages over Windows, you still have to take measures to secure it. Maybe that’s easy enough for you to do on your own laptop, but your practice will grow to at least a few staff and an associate. Somebody has to do IT because you’re sure as hell not going to waste billable hours on it.

I had to use Windows in that old gig and it really wasn’t bad. It’s stable, reliable, easy to support. Everyone you hire will have used it before. It’s an unpopular opinion around here, but it’s a quality operating system that’s affordable. I guarantee your cost of ownership will be lower on Windows in your particular situation.

It’s not windows.

Any bonus points for a concise answer?

I have exactly zero experience in what work a law office does, but I would think it’s mostly paperwork and email? If so you can do that at no startup costs.

Pick a distro (pop, mint, whatever), and install libreoffice or one of its many variants for offfice integration.

A common misconception is that linux involves a lot of coding. Sure, it can if you want to - all the hooks for programatical access are there, for example if you want to build shell scripts for automation. But you don’t need to. It’s just an option many linux users, myself included, like to take advantage of.

When it comes to convincing you, all I can say is this: It costs you nothing to try.

Use whatever software your peers are using, the way they are using them. The importance of software compatibility cannot be overstated.

Since Word documents are one of your bigger concerns, you can download LibreOffice on one of your current machines and try them out. That’s the same program you’d be using on Linux.

It’d have to be a pretty unusual video format to have issues. Similar to above, you can try VLC on Windows and see if there’s any issues.

Based on your description, I’d be surprised if you encountered any major issues. I’d recommend trying either Pop! OS if you’re OK with a slightly different UI from Windows, or Mint if you want something more comfortable. Note that you can create a LiveUSB stick of either of those, or any other distro. You can then boot your computer from it and take it for a spin to see if there’s any obvious issues.

A lot of people lately have whined that Linux people are zealoted evangelists. You sure wouldn’t know that in this thread… Most popular jist of responses is “make sure its the right tool for the job first”

If you’re using your computer for work and can’t afford to spend some time figuring out how to do something that would be second nature for you on Windows, you shouldn’t switch. It would probably be more expensive than just buying a Windows license.

That said, you shouldn’t expect too many problems. You can try out your Word templates right now in Libre Office. Or just run the web version of Microsoft Office in Linux. Video codecs are usually just one command away.

In terms of what distribution to choose, I would choose something popular that’s stable and comes with sane defaults. Debian, Ubuntu, Fedora or OpenSUSE Leap.

The main difference for a newbie will probably be how to install software. On Linux you usually don’t go to the manufacturers website and download an installer. Instead you go to your software center and search there for what you need. Similar to the App Store and Play Store on phones.

I’m also nervous about using an OS I’m not familiar with for business purposes right away.

Keep using what gets the job done. That’s what computers are for. Do not switch to Linux.

This post reads like it was written like a lawyer.

Anyway what personally would do it get one Linux device and one windows device. You can then use both but you will have a backup.

I think you should absolutely download a Linux distro or three along with VirtualBox and try it out. Look at a couple different desktops, play with cowsay, have a good time.

Don’t switch to an unfamiliar operating system on a work machine without doing a lot of learning first.

Linux itself works in a very different way to Windows. The file system is fundamentally different, for one. You should learn how the Linux file system works, how it’s structured, how users and permissions work, etc.

You would be amazed the little things I’ve seen people lose their shit over. Give a small example, I saw a guy blow all the way up because Linux doesn’t use the word “shortcut.” You know how in Windows, you can have an icon on your desktop with that little arrow next to it, and it might start a program, or it might open an individual file? In Linux, those concepts are called Launchers and Links respectively. There’s a lot of little details like that. Keyboard shortcuts, what the middle mouse button does, all that kind of stuff is different as well, and that kind of thing even varies between distros.

You’ll have to learn how to administer the system, how to keep up with updates, how to take and restore backups for your files and for the system. How to secure the system.

The bigger thing is going to be the software library. The phrase “word documents” stands out to me. There are several different productivity suites and word processors available for Linux, none of them are perfectly compatible with MS Word. In college I found that LibreOffice was perfectly adequate for projects I was doing myself. MLA formatted essay? No problem at all. Group project where you have to work together on a powerpoint presentation? Functionally impossible. I’ve given plenty of talks using LibreOffice Impress for visual aids, it works fine, but it interoperates with MS PowerPoint about as well as my cat does. If you’re expected to communicate documents to other lawyers, the government etc. in .docx format…Linux may not be the best choice at least yet.

Your Word templates and such would likely have to be converted or redone. You don’t need to install a Linux machine to find that out; you can install LibreOffice on a Windows machine and try it out.

PDF support is a bit better with the exception of forms. I forget exactly why, which organization was being a little pissy diaper bitch about putting closed source components in an open standard, was it Adobe themselves or the USPS of all people (why do I remember they’re involved?), but PDF forms aren’t well supported in PDF readers and writers available for Linux, and Adobe doesn’t publish Acrobat for Linux. Typing up a word processing document and saving it as a PDF, opening a PDF and looking at it? Those work perfectly fine.

Viewing videos and that sort of thing, I’ve never run into a problem with that sort of thing on Linux, VLC is present and accounted for, and codecs aren’t the nightmare they were back in the heyday of Windows Media Player.

Affordable we got. Linux and practically the entire software ecosystem are available for free, and Linux will run very well on computers that Windows doesn’t. I’ve got a Dell here from 2012, it’s got an Intel Core i7 with three digits in the part number, it doesn’t run Win11 and feels like shit running Win10, feels brand new running Linux Mint. You don’t need to buy a brand new top of the line machine to get a decent experience out of a typical Linux distro.

You expressed some concerns about not being a programmer. You don’t need to be a programmer to use Linux, at least not this decade. It probably helped in the 90’s. I will say though, one of the biggest advantages of Linux is how close at hand scripting tools like Bash and Python are. For example, I have a script that converts .docx files to .pdf files without launching any applications, and it appears in the right click menu when I right click a .docx file so it’s convenient to run. It’s like a two line bash script with a 7 line config file that’s mostly stuff like what text and icon to put in the right click menu. This doesn’t require a degree in computer science. On any platform, you might want to look at an autokeyer, which can save you a surprising amount of time.

I’m getting fed up with the bullshit

Frankly, that’s the reason – the original reason, and the most important – to use Free Software. With very few exceptions, the origin story of every Free Software project was somebody getting fed up with a piece of proprietary software either abusing them or just not doing what they wanted it to do. In fact, the entire Free Software movement itself was invented in the first place because Richard Stallman got fed up with Xerox’s bullshit back in the day!

So yeah, there you go: that’s the only reason you need, and you already knew it.

My general advice would be: look at the apps you use (or would need to use) on Windows. If you’re generally dealing with word documents, PDF’s, webpages, and videos that are viewable on VLC.

See if LibreOffice/OpenOffice/OnlyOffice on Windows work as expected for the documents. If not, see if M365 through the browser does (your can run Edge on Linux and accessing the MS ecosystems seem to be the primary reason many do so.

If you can’t do those things, Linux may not be for you, or at least may not meet the needs for your work.

For personal use, I’m all with users taking the plunge, seeing if Linux works for them, and/or some the adjustments they need to make. For many, it’s a matter of a different UI for the same applications/tasks, but less invasive while being more customizable. In many cases I dual-booting or a VM, in case that user runs into a special case holding them to Windows (maybe a particular game). You could also dual-boot and flip to Windows if the edge cases it’s needed are few and far between, but you’d still need to make sure to keep both OS’s updated.

For a business user who may face time crunches, the last thing I’d want is for somebody to find out that the proprietary file format they’re provided in the regular course of business only works on a proprietary software that only runs on Windows.

At the very least, grab a cheap windows license (got can purchase legit pro license codes online for cheap and then download the image for a USB installer from MS), run Linux as your primary and keep a Windows install in a VM (i.e. using KVM/libvirtd) for a bit in case edge cases emerge. For those that just need business apps (i.e. not games, graphics-intensive design tools or social hardware) that’ll bridge the gap just fine.

Another option would be to try something like Windows with Ubuntu installed via WSL (subsystem for Linux) and i.e. MobaXterm to access the various Linux graphical apps. However that pretty much gives you access to Linux tools without the OS UI, and all the headaches of running with an MS operating system as the primary.

For my own job, I could go 90%-95% of what I need purely in Linux, with the 5-10% left being stuff like editing Visio documents, screen-sharing with sound or only for a specific app (in our workplace’s conference app). Assuming you only need to join Teams/Zoom/etc conferences with audio and video, that part works fine from browser in either OS.

In short… it’s a business, so I can’t recommend just diving in, but it’s for the same reasons I wouldn’t recommend a business just switch their vehicle fleet to 100% EV’s or move their office to a different city/state/country without a well thought-out transition plan, preferably built in stages. It may work out great and overall be a better experience nearly all the time, but if it prevents work at a crucial moment without a backup plan that can still be a deal breaker.