Freelancing is hard. In addition to finding work, chasing down invoices, and managing sudden changes in income, freelancing typically comes without automatic access to the benefits that full-time employees receive.

Let’s take a look at the benefits freelancers have to make up for with their own time, money, and resourcefulness, and go over our options.

Disclaimer: I do not advise or endorse any of these options. I am not qualified to give health, financial, or legal advice. I also don’t endorse any of the organizations mentioned by name. They are just examples. This is just a simple informational layout to get you started.

Health Insurance

Because the United States is one of the only wealthy nations without single-payer healthcare, most Americans rely on their employers for health insurance. In fact, in a study of the healthcare systems of the 11 wealthiest nations, the United States came in dead last… by a lot. A big reason for this is a lack of equitable access and the fact that navigating the wild world of insurance policies can feel like wading through a Boschian hellscape.

Having a solid insurance provider can mean the difference between saving for retirement and bankruptcy, if not life and death. So what’s a freelancer to do?

The absolute easiest way to have health insurance is to have a spouse or domestic partner with a workplace plan. Doesn’t scream “independence,” but if you’re in a stable relationship and it works for you, it makes life a lot easier.

If you’re 26 or under, you can also remain on your parents’ insurance under the Affordable Care Act. Again, not for everyone, especially if you can’t rely on your parents, but another easier option if it’s available to you.

You can also qualify for Medicaid if you meet the Modified Adjusted Gross Income (MAGI) requirements or other need-based requirements or Medicare if you are 65+ years old.

Beyond that, it’s a wild world of marketplaces. You can use the public marketplace through the Affordable Care Act, private marketplaces through individual insurers, or a health sharing network which usually is religious in nature (but there might be a secular one out there).

You can also use something like Oscar Insurance, which is a private insurance company that offers more affordable options, or Freelancers Union which is an organizational network of freelancers that offers a range of benefits with the cost of membership. There’s also COBRA if you’re leaving a full-time role to freelance and want to continue your current plan (although it can be pretty pricey).

Creative Circle freelancers also have access to a range of plans through a vendor called Benefits in a Card (BIC) throughout assignments. The details are emailed to every CC freelancer upon accepting an assignment.

All that said, plenty of people opt out of insurance coverage and pay out of pocket whenever they need something. That strategy is obviously dicey though, especially in the event of an unanticipated emergency.

TL;DR — here are some of your top options:

  • Get married or domestic partnered to someone with insurance.
  • Stay on your parents’ insurance if you can.
  • Check if you qualify for Medicare or Medicaid.
  • Shop for public insurance at healthcare.gov.
  • Check out insurance options through an organization like Freelancers Union.
  • Shop for private insurance or try a consumer-focused alternative like Oscar.
  • If you’ve left a full-time role, use COBRA to extend your benefits.
  • Look into a health-sharing network.
  • If you’re freelancing for Creative Circle, you’ll have access to plans through Benefits in a Card.
  • Go without and use out-of-pocket payment plans and discounts if anything comes up.

For a more in-depth look at healthcare options for freelancers, check out this nifty blog post.

Indemnity + Liability Insurance

Depending on what you do, you may need some kind of professional liability and/or indemnity insurance. The purpose of liability and indemnity insurance is to protect you if someone tries to sue you, whether you make an error or they’re injured in your office space. There’s a lot of debate as to whether you really need it, but it all comes down to what you do and what your risk tolerance is. Most folks arguing for liability insurance are trying to sell it to you, but that doesn’t necessarily mean they’re wrong. Even for freelancers with solid engagement agreements and disclaimers, a signature may not protect you everywhere.

For more info, check out Freelancers Union.

More Insurance?

There’s also media insurance, life insurance, disability insurance, and business interruption insurance. What?? But if you want to be covered for every kind of scenario, I guess you have options. In researching for this piece I came across this article about a freelance journalist who got sued. Luckily the publication he wrote for defended him, but if you’re writing about touchy subjects and people who might take offense to your words, media insurance may be something to consider.

Check out more solid advice here. And, of course, you can consult with a lawyer, accountant, or other professional to see what your specific needs might be.

Sick Pay, Paid Time Off, + Unemployment

The great part of freelancing is you can choose your time off. The downside, of course, is you don’t get paid for it. While some sick pay options were granted during peak COVID in the form of tax breaks, that seems to be over permanently. Ditto for unemployment benefits which were offered to a certain extent under the CARES Act as Pandemic Unemployment Assistance, in addition to PPP loans which played a similar role in replacing lost wages. However, now that those funds and programs are running out, we’ll probably land right where we started.

Some states do have sick leave laws, so you’ll have to check to see if your location qualifies you for any sort of compensation (which Creative Circle does apply to its candidates in those states), but if you’re contracting or working with your own private clients, it likely won’t apply to you either way.

The solution for the average freelancer is to make sure your rates are high enough to cover yourself when you fall ill or want to take a vacation. However, places like Freelancer’s Union now offer plans you can pay into to receive paid leave benefits.

Parental Leave

When it comes to parental leave, freelancers will have to make hard choices about how they want to manage their business. Reducing clients, ending projects, and taking time off to care for a little one without even a partial paycheck to balance the load can be stressful and intimidating. Unfortunately, the United States has no mandated protections in place for expecting contractors, and few if any companies offer any sort of benefits to freelancers or part-time employees. (They aren’t even required to pay their full-time employees on paternity leave, just guarantee they will have a job upon their return after 12 weeks. And that’s just for the birthing parent.) All we can do is our best to plan and save for any intended leave of absence.

Tax Withholdings

Odds are when you’re freelancing, you’ll get a 1099-NEC or 1099-MISC (this differentiation is new) at the end of the year instead of a W-2 which is what someone employed full-time would get. (Why are tax forms so complicated??) That means you don’t automatically pay your taxes with each paycheck. My first freelancing gig in 2012 had me on a 1099 and I, a fresh out of college financially illiterate noob had no idea I was supposed to save some of those paychecks for tax time. I got slapped with a hefty bill and was very freaked out.

We live, we learn, and now I meticulously calculate every little thing. I keep a running spreadsheet that tracks my income, business expenses by category, quarterly estimated tax payments, and more. Some folks with larger businesses might prefer a more automated system like QuickBooks; others may hire their own bookkeeper. It all depends on how much you make and how much time you have. There are tons of financial planners and accountants that can help you make the best decision for your business if you are like me and didn’t get the tax 101 in your younger years.

Here’s a more in-depth look from TurboTax. But remember, there are FREE sources for filing taxes online if you want to do this yourself and not pay for TurboTax. There is an episode of Hasan Minaj’s Patriot Act that dives deep into TurboTax.

Note: If you’re freelancing for Creative Circle, you’ll actually receive a W-2, so as long as you fill in the right deductions, you won’t have to worry about withholdings while on assignment.

Retirement Savings

Another arena where freelancers are on their own is when it comes to retirement savings. While some salaried roles may offer a pension (which is unfortunately way less common for non-government jobs these days) or a 401K plan (hopefully one they match), a freelancer must save on their own. The most common options would be a Traditional or Roth IRA, and there are also some folks who can put together their own 401K plan if they make enough. Consulting with a financial professional would be a good option if you don’t know where to start. Many institutions like Fidelity also offer assistance to prospective account holders.

Wellness + Transportation

While this one is more of a perk, it’s important to consider how much money you’re spending in these areas. Some wellness costs like gym memberships can be offset through health plans. Meanwhile, transportation should either be factored into your rates or negotiated into a contract if you have to travel onsite for meetings and projects, especially with rising gas prices.

Are you a freelancer? Do you have more tips or questions about navigating the wild world of our unhinged and unsupported reality? I’d love to hear from you! Feel free to email me: acalderin@creativcircle.com

 

About the author. 
Alessandra is your friendly neighborhood writer, coach, and facilitator with a varied history of experience from digital agencies and corporations to yoga studios and gyms. Her expertise and interests range from fitness and wellness to self-care and personal development to intersectionality and justice to science and creative cultivation. She has worked on and off with Creative Circle since 2014, originally as an NYC recruiter, later as an internal sourcer, and currently as a community wellness and culture specialist as well as a contributing writer for this here blog. You can find up-to-date offerings or sign up for her newsletter at alessandracalderin.com.

“Working mom” is at the top of my list. No one calls my husband a working dad, yet he takes on just as much responsibility with our children as I do. No one asked him if he was returning to work after our children were born, yet that was a hotly debated topic in my circle. When I was pregnant with my son back in 2016, a friend of mine expressed sincere shock that I was planning to return to work after I had the baby. Nothing will give you back those precious years; how could you waste them at work? I cried for two days straight because of comments like these. Okay, some of it was hormones, but I was still upset.

Then I realized, I am a better mother because I work. I don’t judge my friend for giving up her career; everybody should make the choices that make the most sense for themselves and their families. But I like my job, I like my coworkers, and I feel like they make me, well, me. In fact, I was excited to come back from parental leave because it felt like getting back to myself. I’ve spent years building my career, so having the professional part of my life stop abruptly to focus on a new baby was incredibly jarring.

For me, there was so much worth in turning that part of my brain back on and realizing the contribution I can make to people outside of my household. I feel valued by my coworkers in a much different way than I feel valued as a mother or spouse. I realized that I need both in my life. It also sets an example not only for my daughter, who is too young right now to understand, but also for my son who sees that a woman can be both a mommy and a boss and that those two things are not mutually exclusive.

Returning to work was an adjustment. In fact, going back to the NYC rat race after my first child was born was more jarring than the sudden stop. The pace, the commute, and getting back into that swing took time. There was a much easier transition back after my second child, who was born during the pandemic. I didn’t have the opportunity to see friends or much family, so the feeling of external judgement wasn’t there anymore. It was also a much more manageable process easing back in the second time around.

Back to the subject of phrases that should be retired — “work-life balance” is next on my list. There was never a balance for me; the scales tip one way or the other and your attention needs to shift where the load is the heaviest. The idea of an uninterrupted, harmonious balance is an unachievable concept that sets us all up for failure.

Now that many of us have spent the better part of two years working from home, that scale is broken… gone for good. Kids interrupt your Zoom meetings, you take work calls at 8:00 p.m. while cleaning up from dinner, and there is never any break or differentiation between home and work. It is all one and the same. So how do you achieve perfect balance when there is no separation? You don’t.

It can often feel like we live in a constant state of no winning. There is no help, no life raft, especially with small children. You try your best to be present, but you are constantly splitting your focus between all the people that need you. You feel depleted with no end in sight. But you keep going and take some solace in the fact that we are all in it together and that your situation is not unique.

My employer gets it. I work for an organization that understands we’re whole people and that we don’t work in a vacuum. What happens in the world or within your own home impacts your work. And that’s okay. I’m lucky that my employer offers parental leave when so many others do not. And I’m lucky to have a team who understands that life happens and gets in the way of work sometimes. What is shocking to me is how many organizations do not realize that. So many parents are trying to fit within the constraints of a professional box that was built for another time and another place with different expectations.

There are easy days and difficult days, but what keeps me going is knowing that I, like every other “working mom” out there, am doing the best I can. And sometimes my focus needs to be on taking care of myself when I can’t take care of everyone else. Thankfully I have a partner who is in it with me, and we work through it together.

 

Author.

Lauren Ferrara is the Creative Circle VP of Recruiting & Delivery. She’s also a wife and mother of two.

 

Productivity is driven by compensation, right? Not so fast…

Conventional wisdom says that if we just pay employees enough, they’ll be more productive. But it turns out there’s something more at play.

Here’s a mind-blowing fact: happy employees make for a more successful company. Research connecting productivity and employee happiness is revolutionizing how some innovative companies structure their culture and compensation (and no, that does not include slashing salaries and bonuses).

Surprise. Sadness. Fear. Disgust. Anger. Joy. Say hello to the six primary universal emotions. Joy is connected to thriving, which tells us when we’re moving towards things that can help us succeed. And little moments of joy can radically improve work performance.

A study cited by Harvard Business Review is part of a growing body of research chronicling the impact of a positive organizational environment for employers, employees, and yes — the bottom line. And the cost of disengagement is high. Studies by the Queens School of Business and the Gallup Organization showed that disengaged employees had:

  • 60% more errors and defects
  • 49% more accidents
  • 37% higher absenteeism

A lack of happiness could be costing your company — a lot. Economists at the University of Warwick conducted a study that found that unhappy workers were 10% less productive overall. In contrast, those that were happy had a 12% spike in productivity, which led the research team to conclude that “human happiness has large and positive causal effects on productivity. Positive emotions appear to invigorate human beings.”

Joy was also found to beneficially impact working memory by 12%, an essential function of our brains that helps us complete work and tasks. If businesses can get 12% more productivity by injecting more joy into the workplace, it may be time to recraft company practices to help up-level joy in your workplace.

Yes, all jobs have aspects that are challenging and tedious. The goal is not to magically get rid of those aspects of work, but rather to focus on making work as happy as it can be.

Professor Andrew Oswald, one of the three Warwick study researchers, noted that “companies like Google have invested more in employee support and employee satisfaction has risen as a result. For Google, it rose by 37 percent; (and) they know what they are talking about. Under scientifically controlled conditions, making workers happier really pays off.”

Financial incentives alone are not enough to kick productivity into high gear. If you want to attract and retain top talent, providing the framework for an overarching purpose is vital. Igniting joy in the workplace requires a proactive approach that creates feelings of appreciation, wellbeing, and worth within a team.

Here’s how to spark more joy in the workplace:

  1. Make work more meaningful. A joyful workplace starts with employees committed to its mission, vision, and values. Ensure people understand what they are working toward and what their role is in achieving that aim. People want to feel that they are essential to their team’s success, regardless of their job title. When they can see how their accomplishments contribute to achieving a business’s overarching goals, they gain a deeper sense of purpose and fulfillment.
  2. Acknowledge good work. Did you know that feeling underappreciated is the number one reason Americans leave their jobs? People want to be appreciated, and expressions of gratitude and appreciation help cultivate joy in the workplace. A simple “thank you” or “job well done,” particularly after completing a challenging project, can go a loooong way. Studies show that doubling the number of employees who regularly receive recognition has a powerful snowball effect, resulting in a 24% rise in work quality and a 27% reduction in absenteeism, among other benefits.
  3. Craft a company culture centered on building relationships and community. Fun fuels joy. While it may not be a cardinal rule, it’s pretty close. Organizing team events where employees play, laugh, and solve problems together goes a long way to cultivating a culture of happiness and community.
  4. Make storytelling part of your company culture. Teach important values through the stories told about company history, founding, and vision for the future. Encourage teams to share these stories with new teammates and the world. This storytelling pattern will deepen the sense of company culture, augmenting a sense of belonging as this history becomes part of an individual’s story.
  5. Be the joy. It has been said that bosses command, but leaders influence. Ingrid Fetell Lee, former design director for IDEO and author of Joyful: The Surprising Power of Ordinary Things to Create Extraordinary Happiness, writes that in an office context, studies show that managers who exhibit more joy had teams who completed their work more quickly and cohesively. It turns out that joy feeds productivity and is contagious, too!

The Bottom Line

Want sustainable high performance for your company? Want to retain your best employees and attract top talent? Make joy a strategic imperative. Crafting a company culture that taps into the productive powers of joy and a strong sense of shared purpose and belonging is just smart business.

About the author.

An award-winning creator and digital health, wellness, and lifestyle content strategist—Karina writes, produces, and edits compelling content across multiple platforms—including articles, video, interactive tools, and documentary film. Her work has been featured on MSN Lifestyle, Apartment Therapy, Goop, Psycom, Yahoo News, Pregnancy & Newborn, Eat This Not That, thirdAGE, and Remedy Health Media digital properties and has spanned insight pieces on psychedelic toad medicine to forecasting the future of work to why sustainability needs to become more sustainable.