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To Freelance or Not to Freelance

I see this question come up so many times that I decided to dedicate my final blog of 2021 to it. I will preface that I still don’t have the answer to this question, but I’ve now done both freelance and full-time jobs. I hope that sharing my experiences with you, will help you make informed decisions and what is best for you and yours.

 

 

I’ve been going back and forth about this question for the better part of a decade. Before I had kids. Before I was officially married.

I wrote this email to a music producer who I looked up to in 2012.

I needed to get a woman’s perspective on careers, and kids, etc because I’m panicking a little bit about the future. The past few months have actually been pretty good for me in terms of freelance, at the end of the month, I always make rent, bills, etc.  My issue is that every once in a while I will have a panic attack about what comes next and the fact that I can’t save, and that I can’t start paying my loans, and saving for kids, retirement, etc.  I know that as a female all that stuff starts to creep up, but at the moment I have some decisions to make and am trying to weigh my options.   I’ve been interviewing for a job that isn’t exactly the one I wanted, but it’s a foot in the door, and hoping to move up.  It moves away from audio work- and more sales and marketing, but at least it’s within an audio company.  It’s full-time and benefits, which with the hours, it would still allow me to work on most of the side-projects I do.  I know this would mean moving away from all the things I’ve worked so hard for, and studied, and spent so much time on.  But it’s stable, and I feel like right now I need that, but I’m still kind of freaking out because I don’t know if it means I’m giving up on everything else I’ve tried doing.  

From your point of view, having worked in the industry and having kids, can you shed some light?

If you’ve ever felt like me in that email, then continue to read on. I’ll backtrack here and tell you how I got to the point of writing that email. I WAS EXHAUSTED. Freelancing is great in that it provides flexibility – being your own boss. Making your own schedule. Deciding what projects you want to work on.

The issues come up in that you find yourself saying YES to everything because you don’t know when the next job is going to come. And if you say NO now or too many times, are these people going to call you for the gig next time? What if you say NO and next month there’s no gigs coming and you could’ve used the overworking last month? Burnout is a real and huge problem when freelancing.

Other problems, keeping track of your finances, your expenses, 1099s, what you can write off at tax time… the list goes on and on. But needless to say, when I wrote that email, I was dead. I was done. I wanted none of that life anymore.

 

Grace Row is a music producer in NYC. She worked at Sony Classical in its heyday before it shut down, and became the audio producer for the Metropolitan Opera. She also has 2 kids and has made her way through this insane city. She was the recipient of the above email. And every once in a while, I find myself coming back to that email because it was some of the best advice I’ve received in life.

So I’m going to share her advice with you and break it down as I give you a look at how things turned out with the decisions I’ve made thus far.

You can take the job and decide that it isn’t for you in a year.  What stability does is make your priorities clear, and once the kids come, they do become your priority.

I did take that job, and honestly, I think I lasted less than 6 months. I was miserable. I did enjoy getting a stable paycheck, but it was the job itself that I couldn’t get behind. (It also didn’t help that the job was poorly compensated). I missed engineering too much, and at the time, we didn’t have kids so no big. I tried. ALSO, big LOL thinking that with a 40-hour workweek, I would have energy or time to do side projects. By taking a stable job, the whole point was to stop the burnout – no more “extra” projects.

I went back to freelancing for another 2 years before I got my foot in the door as a freelancer for NPR which led to a freelance gig at Bloomberg. By 2015, we were now talking about kids. And the question about getting a full-time, stable job came up again. Not to mention my accountant that year asked me something that still sticks with me. “You’re losing money in this field, why are you still doing it?” Welp… Loving your job is important, but that’s a topic for another day. Back to Bloomberg and the full-time job that landed in my lap, another not ideal scenario because it was Hong Kong hours, Sun-Thurs, but a job nonetheless.

And so I found myself coming back to Grace’s email.

If stability is what you crave, then there is nothing wrong with exploring achieving that right now.  You might have peace of mind to discover other passions you didn’t know you possessed.

Peace of mind is such, such, I repeat such a huge deal. If you are constantly stressed about money, rent, and life, it is so hard to be creative. Maybe some people thrive off of that, but I personally can’t. I can’t even read a good book when I’m anxious. When I took the Bloomberg gig, it was the first time I was making decent money and had zero stress about paying bills. It was like a huge weight was lifted. I didn’t have to track finances. It was the first year my taxes were SUPER easy. Wow, just one W2! WHAT IS THIS LIFE?!?!

But, that job came with its serious issues and setbacks, and the stress didn’t help us trying to get pregnant. I stuck through it for a year and some change until I finally called it quits and then landed the engineering job at Latino USA which was with NPR at the time. Finally, this job was a breath of fresh air. Comfortable hours, worthwhile and meaningful work, nice people, stable pay – and yup, I got pregnant fairly quickly. Mat leave, benefits, give me all of it. I now realized how important and meaningful stability was for me. STABILITY > FREELANCE.

I wasn’t looking to leave that job, but the Spotify EQL gig was an opportunity I couldn’t say no to. I had now been working full-time for four years and while going back to freelance was scary, I had to take a chance. I would be stable for 6-months during the residency, but afterward, my husband and I decided I would give freelance a shot for another 6-months to see how it went. It’s been 2 years since EQL ended, and I guess it’s been going ok. I’ve learned to be better about my financial records. I have a lot of excels to track my expenses. At the end of the year, I tally it all up to give to my accountant.

But freelancing with kids can be a blessing and a curse. On one hand, you have the flexibility to do things at the drop of a hat, pick-ups, drop-offs, doctor’s appointments, etc. On the other, you’re back to saying yes to a lot and you may miss stuff. I got called for a gig on my son’s 2nd birthday. At the time, I convinced myself that he would go to bed and wouldn’t remember anyway, but I would remember. Plus long hours mean a lot of missed bedtimes. And that often has a way of sneaking back up on me.

What I always say about women balancing their work and family is that it’s very rare to have it all concurrently, but likely you’ll have it all at various points in your life.  I had a great run at Sony with producing and the life and money it brought us, but once the kids were in school, the traveling and guilt of not being with my family really took their toll.

Guilt. Mom guilt sucks. It has its way of making you feel horrible, yet it’s the guilt you impose on yourself – no one else gives you that guilt trip. It’s hard, and it definitely changes things. No matter how much you tell yourself you’re being too hard on yourself, that pressure is very difficult to manage. Can you find ways to cope and get past the guilt? Yes, of course. It also may not be a huge deal for some parents. But, will I personally miss another birthday? Unless it’s the biggest and most important gig on the planet, then I probably won’t accept. Because like it says above, “you’ll have it all at various points in your life.” No reason to make things harder when there may be another opportunity later.

 

Now that I now have two kids to support (with my spouse), the topic is once again on the table. Do you know how expensive daycare is? It’s insane. And while we have one year before our oldest hits public school, we are in the meantime paying for two kids’ childcare.

I was fortunate during the pandemic to become part-time staff back with Futuro Media (home to Latino USA where I was before). Part-time stability has been a great hybrid for me personally. I know I’m getting X amount a month, but I have dedicated hours a week to take on other projects that I wouldn’t be able to do if I was full-time at one place. Some months I bring in a lot of extra, some months it’s not as much. I’m also lucky that my partner has a full-time job.

In the end, part of the reason freelancing is always so appealing is it lets you explore and work in lots of different areas. But as I’ve mentioned several times in this post – stability is important. I always joke that podcasting pays for my music habit. And I love podcasting. I love sound design. I love producing. But the stability that comes from those checks let me have the brain space to take on other projects. So should you take a full-time job or keep freelancing? It kind of depends on what kind of lifestyle you want to lead. Nothing in life is super permanent (except death) so you can always try things out; see how it goes. Like my guru said when I was still figuring things out.

This is the time to explore other opportunities.  You’ll meet great people – that’s important too.  You can always come back to freelancing – You’ll know if it isn’t right

 

8 Habits that Help Me Keep My Sanity as a Freelance Entrepreneur

In the spirit of New Years Resolutions and all of that, I thought I would share with you some of the tips I’ve gathered as a freelance entrepreneur. If you are an “indie artist” or a songwriter, a producer or engineer, running a music teaching studio, or operating your own business in any way, this is for you.

The thought of not having a boss or working for a corporate entity sounds pretty sweet, right? Well, it is. But it’s also really REALLY hard sometimes. I worked for financial institutions for 18 years while I built my music business part-time so I fully understand both worlds. As a matter of fact, I still have days when the security of the day job lures me into pulling up the “careers” page of my local credit union. These tips and habits are things I’ve figured out over the 12 years I’ve been a full-time freelancer, all based on my own experience. I can’t say for sure that I have it all figured out yet. I’m still a work in progress  However, I hope some of this will be helpful to someone. If you have other pointers or a different perspective, I’d love to hear about it.

Set a work schedule

It would be easy to sleep in, stay up late, wear PJ’s all day, show up at your computer whenever the heck you want, not take a lunch break, etc. Based on your current situation, set a time that is your “go to work” time, a “punch out for lunch” time and “leave work” time. For me, since I have a family and a husband who is a crazy morning person, I really had to adjust my work schedule to fit his (more on that in number 2).

So, I have my morning routine that includes a dog walk, meditation and scripture study and the gym (which I’ve learned in 2020 that those last two have to be a priority or my brain doesn’t function). After all of that, the soonest I can get to my computer for “work” realistically is 9:15-9:30 a.m. Then I have to take my dog on another walk in the afternoon (she is spoiled), which forces me to take a little breather and get some fresh air (very good for freelancers who are on a computer most of the time). Then I like to stop working when my husband gets home so I can make dinner and he can play the drums. My schedule follows that flow Monday through Friday with only an occasional exception. I also take the weekends off so I have time to clean my house, grocery shop, spend time with family and keep my life feeling balanced.

When we are not in a pandemic, my Sundays and Thursdays (and sometimes more) are busy with the Tabernacle Choir rehearsals and performances. It’s a volunteer part-time job and if I don’t properly balance it all, I start to feel overwhelmed very quickly.

Create boundaries

When I started my business I was single and basically had no life. I had also just moved to a new town and had to build my business and brand awareness from scratch. It felt like I had no choice but to work constantly, as late as I had to, on weekends (when I wasn’t out of town on a gig with the band No Limits) and holidays in order to turn projects over quickly. I also accepted every project that came my way at whatever budget the artist could afford. I was working constantly and barely making enough to stay afloat. Not a good strategy but at the time, it felt like the only way.

When I got married to my J-Dub in 2013, just a few months into our marriage, his teenagers started moving in with us. Quite suddenly I became a full-time mom with demands on my schedule I wasn’t used to. Driving kids places, parent-teacher conferences, dinner every freaking night (?!) Not only could I not handle the same work schedule but I needed to create a home that felt like a “home”. Family meals at a set time at the dinner table, being available to help with homework or just conversation with the kids, cleaning the house (OMG cleaning the house). I had to make changes. I had to create boundaries. It. Was. Hard.  I had to learn to say “I’m sorry, I don’t record after 6 pm.” Or, “I’m sorry, I don’t work on the weekends.” I was sure all of my business would leave and I would have to start applying for jobs at neighborhood financial institutions. But, alas…my clients respected that and worked with my new schedule. Thankfully!!

Planner

Create a schedule for yourself; daily, weekly, monthly and annual. An exercise I have started doing and am now having my artists do is create a daily and weekly schedule. First, determine your priorities in each of these categories:

Mental health – What needs to be part of your daily routine to keep you sane? Meditation in the morning? Turn your phone off an hour before bed?

Spiritual health – Set aside a day to turn it all off and connect with whatever it is you connect within the universe. Nature, family, God, whatever. Disconnect from technology at least one day a week if you can and be sure to schedule it so that it will happen.

Physical health – If you need to adjust your schedule to fit in 30 minutes at the gym or a walk with the dog or whatever, do it. Getting the blood pumping, eating right and taking care of your body will spill into every other category. Remember, as a vocalist your body is your instrument. Just like you wouldn’t leave your acoustic guitar in the trunk of your car overnight, you should feel protective of your health in the same way. And if you smoke, I strongly suggest trying to quit.

Creative health – As an artist, developing the necessary skills won’t just happen. Be sure to carve out the time you need for vocal work, songwriting/creative writing exercises, collaborating and co-writing sessions with other artists, work on your instrument, practicing your setlist, etc.

Now create a daily and weekly schedule that you will follow. Adjust as needed!

Here’s a free printable to An Artist’s Weekly Schedule for you.

Create goals as projects

It’s easy to write those goals down on January 1st but I found a “project worksheet” and started to use it for all of my goals this year and I actually love it. It helps me keep track of the steps needed to accomplish the goals and create checkpoints along the way. I extracted what I loved from that worksheet and made my own. Here’s another free printable for you! Project Worksheet

One “bold” action a week/month This is a new action for me that I started taking in 2020. Business was good but the vision I had in my mind wasn’t quite there yet. It began to feel that if I didn’t make a drastic move once in a while, things would stay the same. Was it ok if things stayed the same? Yes, but that was the problem. The safe zone wasn’t the goal aka the dream I had in my mind, but it was safe. Even as unpredictable as it feels as a freelance creative, I had found my groove and was scared to disrupt that groove. Therefore it was tempting to stay there. So I set the goal of making one bold action once a month. I picked once a month to start, but you can try once a week or even once a quarter.

Whatever feels right for you.  A bold action for me might be messaging an artist that I’ve always wanted to work with but has never reached out to me (Big time limiting belief voices in my head are always telling me that I’m not good enough so why would so and so artist reach out to me, right? So this is also a way for me to battle against those limiting beliefs.) Another big move I made this year was doing a total rebrand so that my business actually looked like what I wanted it to be rather than waiting for it to gradually happen. This included hiring TEA Creative on a continual basis to handle graphic design, website design and some social media work instead of trying to just do it all myself (and not very well, I might add).

That big move includes actual money going out the door to pay professionals to do something that will elevate what my business looks like online. I don’t know why that one was scary for me, but it was. It’s as if the statement “yes, I have a graphic designer” felt like I thought I was thinking I was a bigger deal than I actually was. ANOTHER LIMITING BELIEF WHAT THE HECK??? Another reason why this step is such a good one.

What is a BOLD action for you? Could that be finally finishing that song you’ve been sitting on that’s half done? Or actually, jumping in with both feet and working with a mentor (like me!) to help you build your business? Reaching out to an artist you admire to see about a collab writing session? Taking a mixing course or a songwriting course? DO IT!

Expand your network

Freelance generally means working with a variety of people but also working very much alone. It can feel isolating and overwhelming. Networking is often thought of when we’re trying to “build our business” or “make connections” to climb up our own entrepreneurial ladder. But what I am talking about here is expanding your network so that you can work with others who can do some of what you do, maybe even better. What if you outsourced one element of the project? If you are a producer, what if you had someone else mix it? What if you regularly hired musicians instead of trying to shoulder the load all yourself project after project?

This leads us to the next one…

Create processes

If you have been in your “freelance groove” for a year or two, think about what some of your tasks are that you do regularly, especially tasks that feel mundane or like an interruption to your “real” work. Is it something you can take 30 minutes to explain to someone with basic computer skills? Then it might be something you can train someone on and outsource. There are high school students or even virtual assistants who can do this work for you. It might mean taking an hour to type up a step-by-step guide or an afternoon to put together a tutorial video. But if it removes a task that someone else can do for you so that you can do the “meat and potatoes” work, then it’s worth that small investment.

Set financial goals and boundaries

One of the downsides of being a freelancer can definitely be the fluctuating income. Not to mention, an annual tax bill if you aren’t careful, more expensive healthcare, etc. It definitely took me a while to wrangle all of the craziness into something that didn’t feel like a wild roller coaster ride financially. It requires saving a percentage each month for taxes, medical expenses, unexpected expenses and regular savings. If you aren’t disciplined with money, then find an accountability partner (perhaps an accountant) that will hold you to these goals.

Creative brains at times have a difficult time staying on course. So for me, putting bumper pads on the lane of my life has helped me stay focused. Then knowing when to move them, expand them, or completely obliterate them has taken years of trial and error. I hope these guidelines can be helpful to you.

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