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

Director of Product, Retention

| Remote
Apply now
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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.

As Director of Product Management for Workflows and Retention, you will lead complex initiatives that enable users to unlock the value of the Upwork solution. This effort involves building a ‘whole product’ solution that includes product working with sales, operations, engineering, marketing, etc. Specifically, this role will be responsible for developing product strategy and prioritizing focus areas; execution of key product initiatives and accountability of outcomes; developing a team of product managers to strengthen our product culture; and communicating plans to key stakeholders.

Your Responsibilities:
  • Be the leader of your product area by advocating for the customer, owning outcomes and driving to decisions that have positive impact
  • Directly manage product strategy and execution for multiple products/initiatives
  • Manage & develop a team of product managers
  • Partner with internal departments to develop, align, prioritize, and execute on the long-term and short-term roadmaps
  • Ensure clear communication and coordination across business, design, and development teams. You raise and resolve risks or misalignment
What it takes to catch our eye:
  • 7+ years working in product with previous experience with Agile development methodologies
  • You have led teams and positively influenced the career arc of your team members
  • Have owned major product initiatives from ideation to completion and can articulate outcomes using data and client insights
  • Consistent track record in understanding customer needs, working across a variety of functional teams, developing solutions, and launching products
  • You take ownership of the results - track critical metrics and use them to drive decision-making about what's next.
  • Passion for Upwork and a deep appreciation of Upwork’s mission and impact.
  • Excellent written and oral communication, interpersonal and presentation skills and the proven ability to influence and communicate effectively.
  • Collaborative attitude with a track record of building strong relations at all levels and across the organization
How to really knock our socks off:
  • You continually improve the effectiveness of your peers and the organization through your ideas, actions and influence.  You enable the team through scalable processes.
  • Inspire partners with your product insights through your deep knowledge of the user, workflows, sales and marketing processes, and the strategic initiatives of the business.
  • Demonstrate higher level business strategy that encompasses the business as a whole rather than just your team’s objectives


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
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Remote
3 weeks ago
Lead contingent process on a global scale. Drive performance and accountability for the program while reducing employment risk across the business. Support our full contingent hiring lifecycle including open requisitions, onboarding, and worker classification. Participate in strategic sessions including the identification, assessment and prioritization of initiatives and solutions to address strategic and operational issues to elevate delivery. Partner with department leaders in Talent Acquisition, Legal, Finance, and HR to ensure understanding and clarity of processes and different delivery models. Ensure quality across all contingent delivery channels and assess the ability to scale with business priorities/demand. Partner with cross-functional teams, leadership, and managers to drive program adoption.

SEO Manager - Analytics, Testing, Ops

Upwork
Remote
3 weeks ago
At Upwork, we are looking for a SEO Manager to drive growth initiatives within our Search Engine Optimization (SEO) team. In this role, you will be responsible for the development and execution of high-impact SEO growth projects. You will work closely with multiple cross-functional partners within Product, Engineering, Design, Content Marketing, Paid Search, Data Science and Analytics to grow relevant business metrics associated with businesses looking to hire quality freelance talent from around the world. You have strong interpersonal skills, thrive working in a dynamic environment, and you can balance critical thinking, creative ideation, and exceptional follow-through. This role will report directly to the Head of SEO.

SEO Manager - Analytics, Testing, Ops

Upwork
Remote
3 weeks ago
At Upwork, we are looking for a SEO Manager to drive growth initiatives within our Search Engine Optimization (SEO) team. In this role, you will be responsible for the development and execution of high-impact SEO growth projects. You will work closely with multiple cross-functional partners within Product, Engineering, Design, Content Marketing, Paid Search, Data Science and Analytics to grow relevant business metrics associated with businesses looking to hire quality freelance talent from around the world. You have strong interpersonal skills, thrive working in a dynamic environment, and you can balance critical thinking, creative ideation, and exceptional follow-through. This role will report directly to the Head of SEO.

Senior Manager of Reliability Engineering

Upwork
Remote
3 weeks ago
The Sr. SRE Manager will lead a team that combines software and engineering to build and enable large-scale, fault-tolerant systems and services. You will be responsible for providing technical leadership to key projects as well as empowering teams who maintain the infrastructure, platform & services to operate and manage highly reliable, performant applications and services in AWS (Amazon Web Services). Do you want to help transform the way we get work done? Apply now!