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.

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.

If you’re writing Word documents for your own use, to print, or to convert to PDF, you should be able to switch to LibreOffice seamlessly. However, if you’re emailing .docx files with the expectation that others are going to open them, make changes, save them, and send them back to you, you’re going to need Word or things will get messy. Office 365 online is probably your best bet.

I’ll echo what others are saying and tell you to learn linux at home first. Only use it for business when you’re sure it can do everything you need, and even then you might still want to keep a Windows laptop around in case you need it. Even though Linux is great, the rest of the business world still expects you to be able to work within Windows’ ecosystem.

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.

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.

Sell me on Linux

No. I hate these kind of posts cause if you need to be talked into it, it’s not for you.

If you’re genuinely interested, just grab a distro and boot up a VM. Tinker and explore.

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

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.

It’s not windows.

Any bonus points for a concise answer?

As far as video types are concerned, Linux’s multimedia codec support is much wider & more flexible than Windows via Windows Media Player. The app Celluloid for Linux (based on MPV) supports everything under the sun

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”

Get the list of programs you commonly use and figure out if they’re on Linux or have alternatives. Libreoffice, VLC and Okular are good for your case. If you find it limiting and need MS features then browser Office 365 is very good.

The best option would be to buy a used laptop and install Linux, Linux works great on old hardware so you could find something 3-7y old and it’ll run very well.

If you’re coming from Apple try anything with Gnome that’s popular (Ubuntu, Fedora).

If you’re coming from windows try anything that uses KDE (Kubuntu, Fedora w KDE, KDE neon).

If you don’t tinker with things under the hood generally you’ll have a painless polished experience.

Being able to get a modern OS that runs smoothly on a 200$ used laptop is the major selling point for you, rest is extra.

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Starting a new business is hard enough as it is - please do not complicated it by adding in something that brings limited tangible benefits to the company, whilst making it unnecessarily harder than what it will be anyway.

Either get fluent now, and then start your business - or start your business with Windows and move on when you’re profitable and can afford the reduction in productively while you learn the ropes.

Do not go anywhere near MacOS - you can’t afford it.

Linux is vastly superior. I’ve been on Linux desktop for over 20 years now, I’ll never go back.

As a typical example: this weekend I install Linux (with download and making iso) takes 20 minutes, I install windows (first time in decades, something for my son), took fucking 6 hours, 14 attempts, loads of problem searching on internet.

Having said that, there are some things to keep in mind. Linux mostly (to users) is slightly different on a few details, and because of Microsoft, there are some things to keep in mind.

You’re a lawyer, so you might have to deal with Microsoft documents. Those you can process with LibreOffice (I don’t like it very much, like Microsoft office), google drive (works very nice, but is still closed source, google) or your own hosted linux server with nextcloud and only office (a bit harder to setup but then it’s all yours and under your control)

Look into any closed source windows applications that are required. Most windows programs run also under Linux (wine, proton, and these days various other solutions up to a virtual machine with windows for those few exceptions that won’t work on Linux for some reason)

Video formats are non-issue, Linux eats everything and mostly out of the box.

Then, Linux has distributions. See it as different car brands. They’re all cars, based on the same tech, just different brand names that do details slightly different. You gotta choose a distro (distribution). I HIGHLY recommend either fedora or (my person Lal preference) a Ubuntu variant. I personally have been using kubuntu for over a decade now. The graphical user interface works mostly like windows (just better) and most programs have Ubuntu ready Linux versions available, making installing them super easy. Install VirtualBox (free, as usual) to run windows in a virtual machine if needed, and setup multiple desktops so that you can easily switch to a windows desktop when needed (hopefully, and likely, never)

If you need help let me know