How To Work For Yourself And Quit Cubicles Forever

Before things get crazy here and you start turning in your ID badges, did you subject yourself to last week's reality check - 5 Realities Of Self Employment: Is It For You? Ok, well can you take care of that real quick while I roll my eyes? And if you're not able to check some of the things off that list, then you can just stop reading now because you're screwed and you'd make an awful self-employed person.

Excuse the quality. This was an actual view from my cubicle at my last job. I tried to take it quickly before cat lady returned and "told" on me. 

Excuse the quality. This was an actual view from my cubicle at my last job. I tried to take it quickly before cat lady returned and "told" on me. 

So once you have the desire - and some of the necessary abilities - how do you make the transition? Welp. I'd love to tell you that's the easiest part, but that would be like telling you I'm not currently wearing a t-shirt with a stack of melted buttery pancakes on it, that says, "I'm a hot mess." And that would just be a bold faced lie. 

Anyway, back to me. As mentioned in part 1 of this self-employment series, in 2014 I quit my corporate job to run a full time wedding photography business. About five years ago, I had decided that I wanted to turn my hobby of photography into a job. Not only because I wanted to work for myself, but because I figured it would provide me flexibility when (if) I became a mom. But I couldn't just up and quit a stable job in hopes that somehow things might work out. Duh. It was a slow, progressive path that took alot of time and hard work - but it paid off.

Before I get to the practical stuff, let me just say this: following your passion will be the easiest and hardest thing you'll ever do. The hardest because it's a road of opposition, financial uncertainty, and intermittent doubt. The easiest because you'll no longer wish your days away longing for the weekend, you'll have pride in what you do, and you'll never actually be working a day in your life.

How To Transition To Working For Yourself:

1. Decide on ONE marketable good or service. Ideas make the world go 'round, baby, but they don't pay for shit. You obviously need a money maker if you're planning on quitting your job. I'm assuming you know this, but I'm just here to present the facts. It's important that you focus on ONE thing - as creatives tend to sprawl in many directions. Since you're still going to be working full time while you are building your own business, you need to be very specific in focusing your time and efforts. And I think it goes without saying that you actually need to be really good at this service, or whatever you're trying to sell. This all comes back to being realistic. 

2. Build your portfolio (aka give away lots of free stuff). For a service based business: no one is going to pay you unless you have proof that you're good at it. Just like you need a resume with experience to get a good job, you need the same thing for your own business, called a portfolio. This would be true for graphic design, photography, freelance writing, interior designer, etc. Well, unfortunately, you can't build a portfolio if no one wants to hire you because you have no portfolio. That's where you need to let it go Frozen style and start giving away the farm. I gave away photo shoots to all my friends and family for two years while I was just improving my skills and trying to build up my portfolio.

For a goods based business: Same idea, but instead you need to reach out to bloggers, store owners, anyone who will try your product and possibly talk about it, sell it, or review it. Getting the word out is what your goal is here. You're going to be giving a lot of product away, which is more frustrating than a service based situation because you're going to be spending more money during the initial startup.

It's still unclear what exactly I was doing in this picture. But you'll probably be doing a lot of it too, once you finally quit your horrible job.

It's still unclear what exactly I was doing in this picture. But you'll probably be doing a lot of it too, once you finally quit your horrible job.

3. Hustle and bustle. You might think that I was implying a swear word to be after that phrase, but maybe I just want it left at mother. Because mothers hustle more than anyone. You have to know that in order to build a business, while you're still working full time, it's going to be exhausting. It just is. And you gotta suck it up to get to that light at the end of the tunnel. Not that light. The less creepy light that involves shoveling chocolate chips in your mouth on Monday morning at 10 am in your PJs.

It took me awhile to get to the light, but it was certainly worth it. From 2007-8, I was working at a bank and teaching myself photography on the side (I had never picked up a camera before), giving away free photo shoots, learning photoshop, building a website, etc. From 2009-11, I started doing paid photos shoots in the evenings and on weekends with all the associated stress that comes with that, editing, creating pricing and marketing materials, etc.

In 2011, I got asked to do my first wedding. For the next two years, I continued to do seniors and engagements, as well as weddings, alongside my full time job as a health insurance claims examiner. During that time, I almost lost my mind as the pressure of starting wedding photography is enormous. Not only are weddings on a totally different skill level, I had to get different equipment and editing systems, design a new website, figure out wedding packages, and re-market myself completely. Everyday I was hustlin.' Or whatever. Actors are pros at the whole "working a shitty job til your career takes off" thing - so we're just copying them, essentially.

4. Prepare to spend all the money you make on your business. In the first few years, you are going to be in a constant cycle of reinvesting. Do I really need to say it? Don't. Don't make me. It just sounds so stupid. You need to spend money to make money. Ugh. Why did you have to do that? So this is yet another reason why you need to work your cubicle job concurrently while you startup your own business. It's okay though, because this will help you practice your money management ability, as mentioned in 5 Realities of Self-Employment. 

5. Know the right time to quit. This is always the big question. Second to the other big, slightly more awkward question involving a lifelong commitment and a shiny ring. But let me preface this by saying: quitting your stable 9-5 to work for yourself is always going to be nerve-wracking. There is no perfect time to do it - like having a child - just better times than others. 

You obviously need to wait until a point where your business is consistently making money and acquiring clients. In my case, I waited until I had at least five weddings booked for the following year before I quit my other job. My goal was 10 weddings/year, which would replace my current income. Of course, there was no guarantee that more clients would keep coming, but it's always a gamble no matter how you look at it. That's the moment when you have to say, "Ok. I've prepared, I'm committed, and I'm diving in." 

If you're smart, you should sort out these things before quitting: health insurance, getting your DBA, LLC, or whatever business certification you are going for, savings (preferably 6 months worth of expenses), a separate business account, websites, business cards. Get all this crap taken care of while you still have constant money coming in.

Got it?

Wondering who's the mysterious wordy genius behind these posts? Follow this little rabbit trail to read more About Me! The use of the term genius is open to interpretation. Like just about everything else on this site.