I used to want to work at a game company.
Remember T$R? Remember the RPGA? How about Dragon or Dungeon magazines? What about West End Games, Mayfair, Flying Buffalo Games, FASA, Alderac Entertainment Group, or GDW? While some of them may be around nominally, they are not the RPG powerhouses they were back in the 1980’s and early 1990’s. Some of them are gone entirely while others are back doing a fraction of what they did back then.
Time for me to tell a few stories of Ye Olden Times in the RPG Industry. See, back then, when I was a starry-eyed teenager growing up in small town Iowa, I really dreamt of working for a game company. That’s still my big dream. I’m not doing it to become a millionaire.
Some myths were shattered early on.
I asked around a lot during my college years about how to get started as a writer in the RPG industry. The most common answer I received back then was to put out submissions to anyone and everyone who would take them as much as possible (**FOR FREE**) until someone took notice. This usually meant writing modules for the RPGA for D&D and/or a small handful of other games, most of which were T$R properties. If one got a foot in the door for a small magazine or the RPGA’s publication, Polyhedron, one had a chance of getting printed in Dungeon (very rarely) or Dragon (More likely.) From those humble beginnings, one then had a vague chance of getting noticed by an established game company and a portfolio could be constructed. From there, real money could possibly be earned.
For those familiar, this is also the old tried-and-true formula for the publishing industry at large. Newspapers and magazines have functioned this way for decades, taking advantage of college students and freelancers having to “work their way up through the ranks.” What sucks is that it’s merely a system perpetuated by seniority. It worked that way for them, so obviously it has to work that way for everyone.
Gary Gygax had to start somewhere, right? I understand if you start a company and you want to keep making money, there have to be standards. A lot of hard work went into early game giants such as T$R, Games Workshop, and the Judge’s Guild. Many RPG companies went from a small family business in a cottage industry to major powerhouse with a few major successes. Then, many of them fell apart completely because of one or two poor selling products, bad investments, divorce, or selling canned beer in the office vending machine. (True story.)
Needless to say, a few things became apparent to my starry eyed younger game designer aspiring self. First, I probably wasn’t going to get rich selling RPGs. Second, it’s hard as heck to get a foot in the door in anyone else’s franchise. Third, no one’s hiring without a portfolio built on blood, sweat, and free tears. Last, starting one’s own company is fraught with peril and should be considered a last resort.
Things are changing?

Okay, I’m somewhat skeptical about this, but I’m told a couple of the authors of a major D&D supplement, Strixhaven, were hired straight out of college. Great for them. That’s not what I’m used to seeing in the industry. Maybe WotC/Hasbro has turned over a new leaf? I’m not holding my breath just yet.
I know. It’s the old Grognard coming out again. I could say, “By golly, we had to give a pound of flesh and a quart of blood just to get rejected again, so these kids should too. Everyone should be as miserable as we are.” Again, that’s how we’re used to the industry working, up until technology changed dramatically.
The RPGA is defunct last I heard. Polyhedron has definitely gone the way of the dodo. Dragon Magazine hasn’t been a thing in years. (Dragon+ looks like it might be going away, too.) Dungeon is pretty much gone except in back issues. Really, RPG magazines in general have defaulted to small time electronic publications. Then again, look at the magazine industry as a whole.
Maybe WotC, Paizo and a few others are hiring people off the street to write RPGs. I’ve seen more rise through the ranks of DMsGuild and have offers extended to them than I’ve ever seen a job ad posted anywhere, ever.
We’re not still living in the Stone Age, though. Websites like DriveThruRPG, Patreon, Ko-Fi and Itch.io have emerged that allow product to be sold or even donated usually in pdf or another electronic format.
Some friends on RPG Twitter have a good thing going.

I’m new to Twitter. I avoided it for years, especially during a certain Republican’s administration. Some of my new friends on RPG Twitter seem to have quite a successful formula going.
They’re producing super short RPGs- a couple of pages with streamlined, light rules and selling them at Pay What you Want or extremely low prices on platforms that don’t take out huge fees. They’re also putting out a lot of free stuff and promoting themselves well. So far as I can tell, it seems to be working.
Once a foot is in the door using one of these small engines, the writer can then optionally move onto larger, even freelance writing projects or move up to larger sites. I love and admire some of these fine folks. It seems like a good way to go.
I may be following suit, but I’m not sure yet. At some point the freelance question is going to come up again. The RPG industry is more oversaturated with product and talent than ever. Competition for the coveted positions is tougher than ever. The industry is booming thanks to promotion from Critical Role and other actual play podcasts.
“The more things change, the more they stay the same.” –Snake Pliskin, Escape from LA.
Needless to say, I’m kind of still on the fence with this whole thing. Hey, it took me three articles to get here. I believe that writing job still exists. I may never get to write Star Wars RPG stuff for WEG, but it’s possible I can put out something fun for any number of other game systems, genres, or specific properties.
I ain’t getting any younger, but then again, the RPG industry was basically started by guys who more-or-less match my description. I ain’t giving up any time soon. They might be wheeling me into the old gamers home someday, dice, pencil, notebooks and whatever game we’re on in hand, but I ain’t giving up.