Man Relaxing Behind Stack of DocumentsYou can certainly jump right into full-time freelance writing without any preparation. It’s the sink-or-swim method. I can’t say that that way works for most people, but maybe you’re one of the lucky few. Either way, you are certainly making it much harder on yourself to succeed.

I speak from experience on this. The first time I became a full-time freelance writer in the 1990s, I just jumped right in with no work or clients lined up. It was extremely stressful. I was working harder and longer hours than I had ever done before.

The second time I became a full-time freelance writer about 10 years ago was unexpected, but I was actually better prepared than I had been the first time.

Why? Because I had already started doing some part-time freelance writing on the side about six months earlier. I was lucky enough to have a boss who said that as long as the story wasn’t something that could run in the newspaper I was editing, he didn’t mind me freelance writing. Not all bosses are that kind. I had one boss try to tell that I couldn’t do any paid writing outside of the newspaper that I was writing for whether or not it was something that the paper could publish.

Ease into freelance writing. Start writing while you still have a regular paycheck. That way you can gain clients and experience. If you are really new to the writing game, you may need to make your first freelance assignments free or at a very low price in order to get clips. You might also need to do this even if you have experience but are trying to break into a new area. If you have a regular paycheck from a full-time job, you can do this without too much worry.

I would also recommend not specializing in a certain area, at least not at first. That was a mistake I made my first time freelancing. I had a few people lined up who were all part of the biotech industry. The work paid well, but it put me in a narrow pocket that I had a lot of trouble digging out of when I needed to.

Some freelancers can specialize right from the start, but because of that early experience I had just writing biotech materials, I’ve always felt like its too much like putting your eggs in one basket.

The second time I started freelancing, I started out as a generalist. I have developed specialty areas over the years, though. For example, I once pitched a Spanish flu story to a magazine. The editor liked the idea, but wanted it to look more at modern flu, too. So I wrote it from that angle (another reason to query) and turned in a health story. This lead to another health story with the same magazine about colds. With two clippings of health articles, I was able to successfully other health articles.

Another reason to start freelancing on a part-time basis rather than full-time is that it allows you time to build up a savings account that you can run your freelance business from until the checks start coming in regularly. This is called capitalization and under capitalization is the main reason that most businesses fail within 5 years. While freelancing doesn’t require as much capitalization, it does require some, particularly since it may be a month or more before you get paid after turning in an article.

Your overall goal starting out is to build your business. You do that by any means possible. At this early stage you can’t afford to be too choosy. Try everything. You never know what will work or not. Once you can start making a living and reach the point where you can’t fit more in, then you can begin prioritize and cut the least profitable areas from your business.

It’s a nice position to be in.