Skip To Content
Blog Get a Quote
Search

Think You Want to Work For Yourself? Here’s What You Should Consider.

There can be huge perks to being a full-time independent contractor: You set your own schedule. You decide what work you do and don’t want to do. You often make more money – and in some cases can really blow off the ceiling of your potential earnings.

However, before joining the land of the 1099 employees (1099 = the tax form you’ll be getting instead of a W2), make sure you’ve thought through the following five changes that will be coming your way, so you don’t get caught off guard or under prepared.

financial decisions working for yourself

There can be huge perks to being a full-time independent contractor: You set your own schedule. You decide what work you do and don’t want to do. You often make more money – and in some cases can really blow off the ceiling of your potential earnings.

However, before joining the land of the 1099 employees (1099 = the tax form you’ll be getting instead of a W2), make sure you’ve thought through the following five changes that will be coming your way, so you don’t get caught off guard or under prepared.

1. Your taxes will dramatically change. When you’re an employee, your employer pays half of your Social Security and Medicare taxes. As an independent contractor, you’ll be responsible for paying both halves – as well as a self-employment tax! And payroll taxes will not be deducted from your paychecks, which means that you need to be disciplined about setting aside cash regularly and making the quarterly payments the IRS requires.

2. You won’t get paid vacation or sick time. As a contractor, you won’t get the normal benefits package employers offer to employees. Typically for contractors, if you don’t work, you don’t get paid. So it’s important to set aside money that will allow you to “pay yourself” for time that you take off from work or are unexpectedly ill.

3. You’ll need to purchase your own health insurance. Fortunately, the healthcare marketplace makes this is easier to do now than it used to be for many people, but it’s an added expense that you’ll need to factor into your budget. And it’s often much more expensive when you don’t have an employer footing a portion of the bill.

4. You should think about other forms of insurance too, like life insurance. Since you won’t be getting any amount of life insurance through an employer, you may need to purchase a policy on your own. If you have family members who depend on you for financial support, term life insurance can help provide financial security to them. You want to make sure your family wouldn’t be in a bind or need to deplete emergency savings to cover day-to-day expenses or significant debt if you were to die.

Life insurance is often very affordable, especially when you compare it to the money you pay in taxes and for health insurance as a 1099-er. Haven Life, the sponsor of this post, is one place to go for quality term life insurance. You can apply online, and if approved, get covered in 20 minutes.

Find out how much term life insurance would cost you.

5. You should charge much more than did as an employee. Because of all the factors above, the fee you charge for your work should be significantly higher than what you charged as an employee. A common rule of thumb is to figure out what your salary as an employee broke down to hourly and then double it. (But of course, before you settle on anything, research your market and figure out what makes sense in your context.)

Note: Don’t forget that whether you’re treated as an employee or contractor isn’t up to the employer’s preference; it’s controlled by factors laid out by the IRS.

Life insurance needs aren't one-size-fits-all.

Calculate your needs

This post originally appeared on Ask A Manager. Alison is the founder and writer behind Ask A Manager, a blog that aims to help you understand what your manager is thinking, how to ask for a raise and various other career concerns. She encourages you to ask away: alison@askamanager.org.

Default author headshot

About Alison Green

Read more by Alison Green

Our editorial policy

Haven Life is a customer-centric life insurance agency that’s backed and wholly owned by Massachusetts Mutual Life Insurance Company (MassMutual). We believe navigating decisions about life insurance, your personal finances and overall wellness can be refreshingly simple.

Our editorial policy

Haven Life is a customer centric life insurance agency that’s backed and wholly owned by Massachusetts Mutual Life Insurance Company (MassMutual). We believe navigating decisions about life insurance, your personal finances and overall wellness can be refreshingly simple.

Our content is created for educational purposes only. Haven Life does not endorse the companies, products, services or strategies discussed here, but we hope they can make your life a little less hard if they are a fit for your situation.

Haven Life is not authorized to give tax, legal or investment advice. This material is not intended to provide, and should not be relied on for tax, legal, or investment advice. Individuals are encouraged to seed advice from their own tax or legal counsel.

Our disclosures

Haven Term is a Term Life Insurance Policy (DTC and ICC17DTC in certain states, including NC) issued by Massachusetts Mutual Life Insurance Company (MassMutual), Springfield, MA 01111-0001 and offered exclusively through Haven Life Insurance Agency, LLC. In NY, Haven Term is DTC-NY 1017. In CA, Haven Term is DTC-CA 042017. Haven Term Simplified is a Simplified Issue Term Life Insurance Policy (ICC19PCM-SI 0819 in certain states, including NC) issued by the C.M. Life Insurance Company, Enfield, CT 06082. Policy and rider form numbers and features may vary by state and may not be available in all states. Our Agency license number in California is OK71922 and in Arkansas 100139527.

MassMutual is rated by A.M. Best Company as A++ (Superior; Top category of 15). The rating is as of Aril 1, 2020 and is subject to change. MassMutual has received different ratings from other rating agencies.

Haven Life Plus (Plus) is the marketing name for the Plus rider, which is included as part of the Haven Term policy and offers access to additional services and benefits at no cost or at a discount. The rider is not available in every state and is subject to change at any time. Neither Haven Life nor MassMutual are responsible for the provision of the benefits and services made accessible under the Plus Rider, which are provided by third party vendors (partners). For more information about Haven Life Plus, please visit: https://havenlife.com/plus

You might also like

Get our most-read stories, twice a month

.newsletter-msg-success, .newsletter-msg-error { display: none; }

What our customers are saying

Sign up for our newsletter

Get our most-read stories, twice a month

Thanks for signing up. See you in your inbox soon.