Upwork
Upwork is the world’s largest work marketplace connecting businesses with independent talent.
Chicago, IL

Employment Law Paralegal at Upwork

| Chicago
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Upwork ($UPWK) is the leading tech solution for companies looking to hire the best talent, maintain flexibility, and get more done. We’re passionate about our mission to create economic opportunities so people have better lives. Every year, more than $2 billion of work is done through Upwork by skilled professionals who want the freedom of working anytime, anywhere. Top companies connecting with extraordinary talent around the globe? Upwork is how.

You'll join the award-winning Upwork Legal Team. We are a collaborative, trusting and high-performing team that loves to work on state-of-the art legal issues and generate practical solutions. The team has a passion for what we do that has been recognized in the industry. 

This rare in-house opportunity is ideal for a person seeking to make a direct business impact. You will focus on 50-state and global worker classification and employment law compliance support for our Upwork Enterprise solution, which is used by nearly 20% of the Fortune 500 and growing. You will monitor legal developments and partner with employment lawyers on your team to provide high-caliber contingent workforce solutions for large companies.

Your Responsibilities:

Under the supervision of a licensed attorney: 

  • Partner with the Enterprise Sales and Success teams to meet Enterprise client needs in a diverse range of legal areas, including worker classification. 
  • Assist with advising  the Enterprise Compliance Team on worker classification and track relevant legal developments.
  • In addition to members of the legal team, collaborate with various cross functional business partners
  • Create templates and process documents that will assist with operational support.
  • Conduct preliminary fact gathering on certain company initiatives and create summaries.
  • Manage FAQs and assist with responses to internal and external information requests.
  • Support the Upwork Payroll Team and research U.S. and global staffing agencies. 
  • Help Marketing craft informative content on legal and industry topics.
  • Provide training on new developments. 
  • Occasional support on litigation matters as needed.
What it takes to catch our eye:
  • 4+ years' experience as a paralegal.
  • Experience supporting employment law matters. 
  • Project management skills, including the ability to define the project scope, establish a timeline and manage resources. 
  • Extreme attention to detail, strong organizational skills, and timely follow up.
How to really knock our socks off:
  • Am Law 100, staffing experience, or other relevant in-house experience.
  • Strong analytical skills, including ability to collect, organize and analyze information with accuracy.
  • Experience in any of these areas is a plus: international employment law, contingent workforce issues,  and staffing industry. 
  • Strong oral and written communication skills to explain complex concepts for a variety of audiences.
  • Ability to balance workload under short deadlines and pivot to changing priorities in a fast-paced environment.
  #LI-BH1

Come change how the world works.

At Upwork, you’ll shape talent solutions for how the world works today. We’re a remote-first organization supported by offices in Santa Clara and Chicago, working together to create exciting remote work opportunities for a global community of professionals. 

Our vibrant culture is built on shared values and our mission to create economic opportunities so that people have better lives. We build amazing teams, put our community first, and have a bias toward action. We encourage everyone to bring their whole selves to work and grow together through development opportunities, mentorship, and employee resource groups. Oh yeah, we’ve also got amazing benefits.

Check out our Life at Upwork page to learn more about the employee experience.

Upwork is proudly committed to recruiting and retaining a diverse and inclusive workforce. As an Equal Opportunity Employer, we never discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical condition), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. 

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Where we are

Our office is located in Chicago's West Loop. We are close to public transportation and restaurants galore.

Technology we use

  • Engineering
    • JavaLanguages
    • JavascriptLanguages
    • PerlLanguages
    • PHPLanguages
    • PythonLanguages
    • ScalaLanguages
    • SqlLanguages
    • TypescriptLanguages
    • AngularJSFrameworks
    • Node.jsFrameworks
    • SparkFrameworks
    • SymfonyFrameworks
    • TensorFlowFrameworks
    • Vue JSFrameworks
    • MongoDBDatabases
    • PostgreSQLDatabases
    • AWS RedshiftDatabases
    • PrestoDatabases
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What are Upwork Perks + Benefits

Upwork Benefits Overview

Upwork proudly offers a comprehensive set of benefits to ensure employees are able to bring their whole selves to work. To allow for that, we aim to deliver world-class offerings and perks that cover your medical, dental, vision, emotional and family well-being. If you are an active, regular, full-time employee working a minimum of 20 hours per week you are eligible for all lines of coverage.

Culture
Volunteer in local community
In addition to company organized opportunities, we offer paid time off for volunteering at your favorite local organizations.
Partners with Nonprofits
The Upwork Foundation is Upwork's social impact arm–our goal is to make sure the future of work is inclusive, especially for communities at risk of being left behind by changing technology.
Friends outside of work
Eat lunch together
Intracompany committees
Open door policy
Pair programming
Open office floor plan
Diversity
Dedicated Diversity/Inclusion Staff
Someone's primary function is managing the company’s diversity and inclusion initiatives
Diversity Employee Resource Groups
Our employee resource groups include Up & Out (LGBTQ), Women at Upwork, Black Initiative Network, Que Tal (Latinx), Upwork Veterans, Upwork Family and Asian Professionals for Excellence.
Hiring Practices that Promote Diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Upwork provides an annual HSA contribution. You may also contribute pre-tax dollars to a Health Care FSA and Dependent Care FSA account.
Disability Insurance
Upwork offers both short term disability (STD) and long term disability(LTD) insurance.
Dental Benefits
Upwork provides your dental coverage through MetLife with a PPO plan offering.
Vision Benefits
VSP Vision offers a broad array of services for employees at Upwork.
Health Insurance Benefits
We offer Anthem Blue Cross PPO and HSA plans and you may choose the best plan for you and your family.
Life Insurance
Life Insurance coverage of 2X up to $300,000. Employees can also purchase coverage for a Spouse/DP and child(ren).
Pet Insurance
Nationwide Pet Insurance now provides coverage to all pets within your life!
Wellness Programs
Upwork offers an on demand mental health platform, Ginger.IO, along with a parenting support tool, Cleo.
Onsite Gym
Mental Health Benefits
Retirement & Stock Options Benefits
401(K)
Upwork offers a traditional pre-tax 401(K) along with an after-tax Roth IRA option.
401(K) Matching
Upwork matches 50% of every dollar contributed by employees into their 401(k) up to $5,000 per year. Employers match is fully vested after 1 year of service.
Company Equity
Upwork offers equity as part of our standard compensation package.
Employee Stock Purchase Plan
We allow qualified employees to purchase company shares at a discounted price.
Performance Bonus
Child Care & Parental Leave Benefits
Child Care Benefits
Upwork offers dependent care flexible spending accounts. In addition, we offer a $100 monthly credit from Trusted for backup and emergency child care services.
Generous Parental Leave
Upwork provides employees time to bond with their newborn and family. We offer up to 12 weeks of fully Paid Parental Leave.
Remote Work Program
Upwork encourages a healthy work-life balance. For your convenience we allow you to work from home on Wednesdays.
Family Medical Leave
For eligible employees, FMLA provides up to 12 weeks of unpaid leave for any circumstances regarding your personal health condition or to take care of a family member.
Adoption Assistance
Upwork will reimburse up to $3,000 for eligible fertility or adoption related expenses per plan year.
Company sponsored family events
Vacation & Time Off Benefits
Unlimited Vacation Policy
Upwork provides an Unlimited Time Off policy to further enhance our culture of trust and empowerment.
Generous PTO
Paid Volunteer Time
The Upwork Foundation has asked that 1% of employees time be used for giving back to the community and volunteering.
Paid Holidays
Upwork offers all employees paid time off to observe all major holidays.
Paid Sick Days
Perks & Discounts
Beer on Tap
We offer a variety of Beer and Wine.
Casual Dress
Commuter Benefits
You can elect up to max of $260 pre-tax for transit and parking. Upwork will match 50% of your pretax contributions each month.
Company Outings
Free Daily Meals
Upwork provides lunch on a daily basis from local Chicago restaurants.
Game Room
Stocked Kitchen
Upwork has a fully stocked kitchen including unlimited snacks, coffee, tea and all of the flavored LaCroix you can handle.
Happy Hours
Fitness Subsidies
We reimburse employees up to $50 per month for fitness related expenses. We have a corporate partnership with 24 Hour Fitness, but you can apply to your preferred gym or approved wellness expense.
Home Office Stipend for Remote Employees
Professional Development Benefits
Job Training & Conferences
Diversity Program
Diversity, Inclusion and Belonging is critical to the success of our business and our ability to further our mission of creating economic opportunities so people have better lives.
Lunch and learns
Promote from within
Time allotted for learning
Online course subscriptions available

An Insider's view of Upwork

What's something quirky about your company?

The best part of our company culture is our Work Online Wednesdays, it gives me a better understanding of the experiences many clients and freelancers have using Upwork to grow their business. It's also important to me that Upwork values championing the future of work by empowering its employees to work flexibly each week.

Maggie

Mid Market Account Executive

What's the biggest problem your team is solving?

The Enterprise team is solving for how organizations engage talent and how talent finds opportunity. In an "on-demand" economy, technology has changed the way we commute, lodge, and shop. The workforce is rapidly evolving and technology is fundamentally changing work now, too.

Mandela

Enterprise Account Executive

How has your career grown since starting at the company?

I started my professional life in HR and due to the shifting labor market, I saw an opportunity to be part of something special with Upwork. I took a leap into the unknown as the second sales rep in the Chicago office. Fast forward a year and a half later, I’ve been able to grow my career from sales rep to leading the first Mid-Market sales team.

Angela

Sales Manager

How do you make yourself accessible to the rest of the team?

Making myself available before and after working hours demonstrates commitment to seeing them grow and succeed. Casual sit downs over coffee outside the office to get to know individual contributors and managers on a more personal level allow me to further understand what drives and motivates them inside and outside of work.

Natalie

VP, Enterprise Solutions

Upwork Careers in Chicago
5

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Upwork’s Office of Diversity, Inclusion & Belonging (DIBs) was established in December 2019 and is already recognized as a best in class thought leader. As the Director, Diversity Change Management your focus will be on deploying our company-wide DIBs strategy at the group and team level. You will comb data and cultivate collaborations that enable leaders to translate their aspirations to actions in pursuit of diversity as an outcome. This is the right time and right place to leave your stamp on a healthy and dynamic company culture that has all the right ingredients to transform the future of work!

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Upwork is looking for a Senior Financial Analyst to help make sound financial decisions. Work will include functional business partnering, modeling business scenarios, tracking performance measurements, guiding the company for strategic decision making, and other financial directives. We are looking for someone who is a highly motivated teammate, has excellent attention to detail, can work cross functionally in a team environment, as well as independently. This person will partner with individual department heads to understand historical and future revenue streams, including the company’s P&L forecasting and reporting processes.