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

Employment Legal Counsel at Upwork (Chicago, IL)

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Upwork ($UPWK) is the world’s work marketplace. We help connect companies large and small with top independent talent from around the world. Simply put, our mission is to create economic opportunities so people have better lives.

Every year, more than $2 billion of work is done through Upwork by skilled independent professionals who want the freedom of working anytime, anywhere.

Upwork (NASDAQ: UPWK) is the world's largest work marketplace. Upwork allows businesses to get more done and helps professionals break free of traditional time and place boundaries and work anytime, anywhere on projects they love.  At Upwork, you'll help build on this momentum. Together, we'll create economic and social value on a global scale, providing a trusted online workplace for businesses to connect with extraordinary talent and work without limits.

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 employment counsel 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 suite, which is used by nearly 20% of the Fortune 500 and growing. You will monitor legal developments and partner to provide high-caliber contingent workforce solutions for large companies.

Your Responsibilities:
  • Provide legal support for our Upwork Enterprise Solution with a focus on worker classification and U.S. and global staffing agency employment law compliance.
  • Partner with the Sales team to enable client growth through supporting contract negotiations and assisting with client calls.
  • Support our Hybrid Workforce Solutions team and our Upwork Payroll Solution through conducting legal assessments and vetting global staffing agencies. 
  • Partner with the Enterprise team to address clients’ needs and concerns around account configuration, which may include a diverse range of legal areas, such as worker classification, custom tasks, and background checks. 
  • Help our Marketing teams craft informative content on legal and industry topics and our product offerings.
  • Support Human Resources including HR Operations and Recruiting.
What it takes to catch our eye:
  • Demonstrated  experience practicing employment law, including Am Law 100 experience.
  • Licensed to practice law in Illinois or state of residence.
  • Expertise in contingent workforce legal issues, including federal and state employment law.
  • Nuanced legal analysis and advisory skills to provide advice and options to meet myriad business needs.
  • Ability to collaborate cross-functionally with business and other partners across the company.
  • Strong oral and written communication skills to explain complex concepts for a variety of audiences.
Come change how the world works.

At Upwork, you’ll shape talent solutions for how the world works today. We are a remote-first organization working together to create exciting remote work opportunities for a global community of professionals.  While we have physical offices in San Francisco and Chicago, currently we also support hiring of corporate full-time employees in 15 states in the United States. Please speak with a member of our recruitment team to determine whether you are located in a state in which we are hiring corporate full-time employees. 

Our vibrant culture is built on shared values and our mission to create economic opportunities so that people have better lives. We foster 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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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
Unconscious bias training
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
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
Paid Sick Days
Perks & Discounts
Beer on Tap
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
Recreational Clubs
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
Lunch and learns
Promote from within
Time allotted for learning
Online course subscriptions available

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