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Contractor onboarding: Creating a checklist

Seamlessly incorporate new talent into your organization.
September 28, 2022
Oyster Team
Employee working through forms

A structured contractor onboarding process is critical to quickly and efficiently getting your new hire up to speed and comfortable with their position and responsibilities. Although bringing in a contractor differs from bringing in a permanent employee, it’s important to have a plan for seamlessly incorporating new talent into your organization.

Not sure if you should bring on your next all-star as a contractor or employee? Wondering if you need to convert an existing contractor to full-time employment? Find out using our Contractor vs. Full-Time Analyzer.

How to onboard an independent contractor

The first step to successfully onboard an independent contractor is to answer a handful of key questions. These include but are not necessarily limited to:

  • Is the contractor hired for a predetermined period or specific task?
  • Do you have a clear set of directions for the worker?
  • Who else within the company will the contractor work with?
  • Does the contractor use their own tools to complete the job?
  • How will the person invoice for their services?

Not only do these questions help you onboard an independent contractor, but they also help ensure that you’re not misclassifying them as an employee. Generally speaking, a contractor is a worker who provides their services for a limited amount of time, such as a project with a defined end date or a specific task with no other duties to the company. They use their own tools and resources to do the work and are paid and taxed differently from standard employees.

Once you answer the above questions, it’s time to do the following:

  • Create a contractor agreement: This outlines details such as the scope of work, work hours, payment rate and billing terms, invoicing, and notice periods. 
  • Finalize all tax obligations: Request a copy of the contractor’s Form W-9 so that you can provide them with a 1099. 
  • Discuss project background: Share your project needs and any other relevant information about the company with the contractor so they’re ready to get started. This is also a good time to set expectations around communication. 
  • Provide access to tools and documents: Although contractors provide their own equipment, they may need access to internal resources, such as document libraries, workflow tools, and templates. 

With the help of an onboarding checklist, it’s easier to stay on track as you move through these steps. 

The onboarding process for contractors

No two companies take the exact same approach to onboarding contractors, but every company should have one thing in common: a checklist of action items. Here are five items that should form the basis of your onboarding list.

Contact information

Make sure you have the contractor’s full name, phone number, email address, and physical address. Much of this information is needed for payroll processing and tax records, and you want to be sure you can reach the contractor while they’re working with you.

Legal agreements

This may include their project contract, a non-disclosure agreement (NDA), and an intellectual property (IP) agreement. Remember that contractors are free to work with as many companies as they’d like, including others within your industry. It’s important to have safeguards in place to protect proprietary information.

Tax information

In addition to basic contact information, you will need to collect specific details for taxes. All contractors need to provide a tax ID for their W-9 and 1099 forms. Some will use their Social Security number, and some may use an Employer Identification Number (EIN) if they’re operating as a sole proprietor.

Internal resources

Provide access to necessary documents, workflow processes, and points of contact within the company. The contractor may not report to a manager in the traditional sense, but they will most likely be expected to provide status updates to and seek guidance from specific employees. 

Set expectations

Contractors generally have control over how work gets done, but companies have basic expectations that determine whether that work is satisfactory. Establish benchmarks at set times, such as the first two weeks, first month, and first 90 days, and implement a system for tracking the contractor’s work and providing feedback.

You’ll also want to set clear expectations for communication, such as being available by phone, email, or chat platform.

Contractor onboarding: frequently asked questions

The more independent contractors you hire, the easier it becomes to effectively move them through the onboarding process. However, if you’re new to hiring contractors, you’re likely to have questions such as:

  • How long should it take to onboard an independent contractor?
  • What’s the best way to maintain compliance when hiring contractors?
  • How will you ensure that your independent contractors feel like valued members of your team? 
  • What type of training is appropriate for contractors versus employees? 
  • Do you know what you can and can’t do regarding how you manage independent contractors? 

It’s likely that answering these questions will raise new ones—and that’s okay. Implementing a contractor onboarding process is only the first step. The more experience you gain, the more you’ll be able to refine that process so it works for you, your contractors, and your company as a whole. 

About Oyster

Oyster is a global employment platform designed to enable visionary HR leaders to find, engage, pay, manage, develop, and take care of a thriving distributed workforce. Oyster lets growing companies give valued international team members the experience they deserve, without the usual headaches and expense.

Oyster enables hiring anywhere in the world—with reliable, compliant payroll, and great local benefits and perks.

About the Author

Oyster is a global employment platform designed to enable visionary HR leaders to find, engage, pay, manage, develop, and take care of a thriving distributed workforce.

About the Author

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