If you're thinking about becoming a freelancer you probably fall into one of two categories: you're sick of the daily grind and your 9-5 and are looking for a more flexible lifestyle, or you want to score some extra cash on the side. Regardless of why you're interested in freelancing, there are some things to keep in mind to ensure success for your fledgling business.

You're a now a small business owner

That's right – if you're getting paid in exchange for a service or product, you need to pay taxes on your earnings. You can register your business on the IRS website, where you'll also apply for your EIN (employee identification number – sort of like a social security number for companies). Most freelancers choose to register a sole-proprietorship, as it's the simplest form of business. It doesn't create a legal entity, but once created, you are responsible for its debts. You can either choose a fictitious name (trade name) or register it under your own name.

Once you've registered your business with the federal government, you also need to check into local licenses. Depending on your location, you may need one to operate just like a brick and mortar business would.

It's all up to you, baby

Sorry – you're not exempt from taxes

As a self-employed individual, you'll owe taxes on the gross revenue you earn. In addition to filing an end of year tax return, you'll also pay quarterly payments on your revenue. This tax is the same thing your full-time employer would normally withhold from your paycheck: income tax, Social Security, and Medicare. If you're just starting out, make your best guess as to how much you'll earn your first year to determine your payments. If you're too high or too low, you'll either owe money or get a refund at the end of the year. Come tax time you'll file either a Schedule C or Schedule C-EZ (for many businesses with under $5,000 of expenses).

Protect your health

If you're a full-time freelancer, you'll no longer have the option of getting health insurance through your employer. Never fear – there are plenty of individual health insurance options available to you. You can either do some research on your own, and buy directly from a large health insurance company like Cigna, United Health, and Anthem, or check out the plans on the Health Insurance Marketplace. If you're under 26, you can stay on your parent's plan.

Just take note of whether you prefer a high deductible plan (which costs less per month but for which you'll pay more out of pocket) or a more comprehensive plan (which covers more medical procedures and visits, but has a higher monthly cost). Choose whatever makes sense for your health and well-being. But make sure you do have health insurance: even young people in good health can have a health crisis that could easily set them back several thousand dollars without insurance coverage.

Every tabletop with internet access is now your desk

Go with the flow

Part of the reason freelancing is so appealing is because of the flexible hours. You're the boss, so you decide when you work. That means unlimited vacation time and are the freedom to work around your other obligations, like family. Many jobs don't offer part-time options, and for those craving flexibility, freelance work is ideal.

However, the flip side to the flexibility is that cash flow is often irregular. Some months you'll be overwhelmed with work, others you'll have a bit more free time than you anticipated, or wanted. If you can cobble together long-term contracts with your customers, you'll be assured a more regular income, but for the most part it's catch as catch can. This type of lifestyle can be enlivening to some, and anathema to others. It depends on your appetite for stability and risk.

You're the boss…in every aspect

Relying on freelance income means the buck stops with you. You've got clients who depend on you to meet deadlines and to deliver exceptional results. Working for yourself can be incredibly invigorating—there's nothing worse than working for a faceless company for a boss who really couldn't care less about you—but you should know yourself and how you operate before taking the leap.

For example, you have to be vigilant about managing your time. Some people don't need a boss hovering over their shoulder, asking about their progress. They can focus when they need to and deliver the goods on time. Others find it more difficult to work when there's no external motivation. They need that outside encouragement (read: casual inquiries about how the project is coming) to stay motivated. If your personality type leans toward the latter, it doesn't mean you won't be a successful freelancer. But just keep in mind it does take a certain amount of discipline.

Yes, I'm the CEO

Marketing yourself

So you've got a talent that other people will pay money for. Well done, you! Now all you need to do is find customers—easier said than done.

You can start by tapping your personal network: friends, family, acquaintances, old work colleagues, etc. Let them know about your new business and ask if they know anyone who might be interested in your services.

Make sure your digital presence is credible and professional. Keep your LinkedIn profile up to date, and either hire a web designer or use a pre-fab site like Wordpress or Wix to create a personalized website where you can send people interested in learning more. Also make sure you're active on social media (everything from Twitter to Medium to Digg, etc.) because you're building your brand. If people don't get to meet you in person, they'll get a sense of who you are from your online presence.

There are hundreds of sites for freelancers looking for work. Depending on your service, you can apply to be part of Toptal (for experts in their field), or set up a profile on 99designs (for designers), Contently or Freelance Writing Gigs (for writers), or a whole host of others. This is when having a website also comes in handy, as you can use it to showcase your body of work.

No more 9-5! You choose your own work/life balance

Being a freelancer isn't for everyone. Try getting some freelance gigs on the side to supplement your regular income to get an idea of what it's like. If you find yourself itching to work on those projects and excited to get more of them, perhaps a freelance work life is truly your calling. And you have to admit: being your own boss is pretty awesome.

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Over two years into the most momentous event in our lives the world has changed forever … Some of us have PTSD from being locked up at home, some are living like everything’s going to end tomorrow, and the rest of us are merely trying to get by. When the pandemic hit we entered a perpetual state of vulnerability, but now we’re supposed to return to normal and just get on with our lives.

What does that mean? Packed bars, concerts, and grocery shopping without a mask feel totally strange. We got used to having more rules over our everyday life, considering if we really had to go out or keeping Zooming from our living rooms in threadbare pajama bottoms.

The work-from-home culture changed it all. Initially, companies were skeptical about letting employees work remotely, automatically assuming work output would fall and so would the quality. To the contrary, since March of 2020 productivity has risen by 47%, which says it all. Employees can work from home and still deliver results.

There are a number of reasons why everyone loves the work from home culture. We gained hours weekly that were wasted on public transport, people saved a ton of money, and could work from anywhere in the world. Then there were the obvious reasons like wearing sweats or loungewear all week long and having your pets close by. Come on, whose cat hasn’t done a tap dance on your keyboard in the middle of that All Hands Call!

Working from home grants the freedom to decorate your ‘office’ any way you want. But then people needed a change of environment. Companies began requesting their employees' RTO, thus generating the Hybrid Work Model — a blend of in-person and virtual work arrangements. Prior to 2020, about 20% of employees worked from home, but in the midst of the pandemic, it exploded to around 70%.

Although the number of people working from home increased and people enjoyed their flexibility, politicians started calling for a harder RTW policy. President Joe Biden urges us with, “It’s time for Americans to get back to work and fill our great downtowns again.”

While Boris Johnson said, “Mother Nature does not like working from home.'' It wasn’t surprising that politicians wanted people back at their desks due to the financial impact of working from the office. According to a report in the BBC, US workers spent between $2,000 - $5,000 each year on transport to work before the pandemic.

That’s where the problem lies. The majority of us stopped planning for public transport, takeaway coffee, and fresh work-appropriate outfits. We must reconsider these things now, and our wallets are paying

the price. Gas costs are at an all-time high, making public transport increase their fees; food and clothes are all on a steep incline. A simple iced latte from Dunkin’ went from $3.70 to $3.99 (which doesn’t seem like much but 2-3 coffees a day with the extra flavors and shots add up to a lot), while sandwiches soared by 14% and salads by 11%.

This contributes to the pressure employees feel about heading into the office. Remote work may have begun as a safety measure, but it’s now a savings measure for employees around the world.

Bloomberg are offering its US staff a $75 daily commuting stipend that they can spend however they want. And other companies are doing the best they can. This still lends credence to ‘the great resignation.’ Initially starting with the retail, food service, and hospitality sectors which were hard hit during the pandemic, it has since spread to other industries. By September 2021, the US Bureau of Labor Statistics reported 4.4 million resignations.

That’s where the most critical question lies…work from home, work from the office or stick to this new hybrid world culture?

Borris Johnson thinks, “We need to get back into the habit of getting into the office.” Because his experience of working from home “is you spend an awful lot of time making another cup of coffee and then, you know, getting up, walking very slowly to the fridge, hacking off a small piece of cheese, then walking very slowly back to your laptop and then forgetting what it was you’re doing.”

While New York City Mayor Eric Adams says you “can't stay home in your pajamas all day."

In the end, does it really matter where we work if efficiency and productivity are great? We’ve proven that companies can trust us to achieve the same results — or better! — and on time with this hybrid model. Employees can be more flexible, which boosts satisfaction, improves both productivity and retention, and improves diversity in the workplace because corporations can hire through the US and indeed all over the world.

We’ve seen companies make this work in many ways, through virtual lunches, breakout rooms, paint and prosecco parties, and — the most popular — trivia nights.

As much as we strive for normalcy, the last two years cannot simply be erased. So instead of wiping out this era, it's time to embrace the change and find the right world culture for you.

What would get you into the office? Free lunch? A gym membership? Permission to hang out with your dog? Some employers are trying just that.

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Did you hear about the Great Resignation? It isn’t over. Just over two years of pandemic living, many offices are finally returning to full-time or hybrid experiences. This is causing employees to totally reconsider their positions.

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