Senior Product Manager

| Chicago, IL, USA | Remote
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About Sittercity

Sittercity’s mission is to make child care work. We pioneered tech enabled child care in 2001, and we connect millions of parents with babysitters and nannies every year. Recognized as a Chicago Innovation Award winner and one of the best places to work by Crain’s and Built in Chicago, we are building a platform that is radically simplifying the way we find, book and pay for trusted care. Headquartered in Chicago, we serve families and caregivers nationwide. We're also incredibly excited to have joined the Bright Horizons family. Child care is essential for letting parents get back to work and keeping our economy functioning. Sittercity and Bright Horizons are coming together to strengthen our mission to make child care finally work!

What You’ll Do

We’re looking for a Senior Product Manager to support our sitter product squad with a track record of success in fast-paced organizations and a bias for action. The goal of the sitter squad is to ensure our supply side of qualified caregivers meets the needs of working families in our marketplace. The Sitter squad focuses on driving sitter user goals, business outcomes, and maintaining a stable, vibrant and healthy marketplace.


Your primary responsibility is driving the product planning, design and execution of caregiver products to create a modern & delightful user experience that helps set a strategy for future growth. In this role, you’ll identify new and unique opportunities to improve Sittercity’s care solutions that meet the needs of both caregivers and families. You’ll build and execute a cohesive strategy in partnership with the family engagement product team, leadership and dedicated engineering partners. You’ll also collaborate cross-functionally with other teams to ensure your work is aligned with the rest of the company’s strategy and communicate updates to internal stakeholders.

  • Work collaboratively with stakeholders to deliver and launch new solutions that drive business goals, create delightful experiences and improve caregiver user experience. 
  • Create close alignment with marketing, engineering, design and product to drive clear understanding of product features and value statements. 
  • Translate our product strategy into an achievable roadmap based on objectives and customer needs.
  • Clearly communicate strategy and goals across the company throughout all phases of work, from ideation to measurement.
  • Lead product initiatives through definitional / discovery stages. Effectively break down problems and rigorously prioritize and set scope. Research, write and analyze requirements.
  • Leverage design thinking to develop and maintain a comprehensive understanding of the caregiver audience, needs, and user experience. 
  • Regularly monitor and report on the progress of development efforts, ensuring transparency and accountability within the team.
  • Define and analyze metrics that inform product & business success.


  • 5+ years experience in product management, working closely with engineering, design and cross-functional teams. 
  • Proven ability to work cross-functionally in a highly collaborative environment.
  • Strong technical foundation, with a solid business acumen and appreciation for design
  • Ability to distill and translate complex technical topics into easily communicable business updates
  • Innovative problem solver who can quickly grasp concepts and drive ambiguous problem into clear solutions
  • Demonstrated skill at product planning, including product definition, prioritization, and gaining insights from product metrics to back up assumptions and recommendations
  • Familiarity and/or experience with consumer subscription products or marketplaces is a plus.
  • Experience with these tools is a plus: Notion, Shortcut, Looker, Figma, HotJar, Lucidchart

Why you should join us

We offer an innovative and fun environment that rewards passionate and curious individuals. You will have an opportunity to influence our product and technology in an entrepreneurial environment with enterprise backing that has a huge impact on the childcare industry. 

Benefits and perks:

  • Support for flexible and remote working environments
  • Company events, social outings and volunteer opportunities
  • Open personal time off policy
  • Great benefits package, including; health, dental, vision, disability, life, 401(k)

Sittercity is committed to hiring a diverse workforce. We consider all applicants for employment without regard to race, color, sex, sexual orientation, gender identity, religion, age, national origin, disability, veteran status, or any other basis as prohibited by federal, state or local law. Sittercity participates in E-Verify and background checks all employees.


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Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • GolangLanguages
    • JavascriptLanguages
    • KotlinLanguages
    • RubyLanguages
    • SqlLanguages
    • SwiftLanguages
    • RabbitMQ Languages
    • GraphQLFrameworks
    • Ruby on RailsFrameworks
    • Vue.jsFrameworks
    • RxSwiftFrameworks
    • ElasticsearchDatabases
    • MySQLDatabases
    • PostgreSQLDatabases
    • Google CloudServices
    • CanvaDesign
    • FigmaDesign
    • ZeplinDesign
    • AirfocusDesign
    • UserZoomGODesign
    • ClubhouseManagement
    • WordpressCMS
    • BrazeCRM
    • GSuiteEmail


231 S LaSalle Street, Chicago , IL 60604

An Insider's view of Sittercity

How does your team reward individual success?

Our shoutout channel is probably the most joyful corner of our Slack. Our team is constantly going above and beyond, and it’s a space to celebrate those individual wins. It’s also a reminder of all the awesome work done by those outside of who I typically work with!


Senior Product Designer

What projects are you most excited about?

While we have a lot of exciting projects happening, one in particular I am very excited about is a new product offering. We worked on a lightweight MVP earlier this year and are now iterating on another version. While it helps solve a problem for our users, it also improves our technology with a new way of building GraphQL API's.


Director of Engineering

How does the company support your career growth?

Sittercity has allowed me to take on different projects and claim ownership in order to grow. They've supported my career decisions, like moving from operations to customer success. Every project I do matters and contributes to our overall success. Not only has Sittercity helped my career growth, they've helped me grow outside of work as well.


Trust and Safety Team Lead

What are Sittercity Perks + Benefits

Volunteer in local community
We volunteer with several local organizations that align with our work; a few are Cradles to Crayons, UCAN Chicago, and Connections for Abused Women and their Children (CAWC)
Open door policy
OKR operational model
Team based strategic planning
Pair programming
Flexible work schedule
Remote work program
Dedicated diversity and inclusion staff
Highly diverse management team
Mandated unconscious bias training
All employees are required to attend Unconscious Bias training through our parent company, Bright Horizons.
Diversity manifesto
Mean gender pay gap below 10%
Diversity employee resource groups
Hiring practices that promote diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Pet insurance
Wellness programs
Mental health benefits
Financial & Retirement
401(K) matching
Company equity
Performance bonus
Child Care & Parental Leave Benefits
Childcare benefits
Being apart of Bright Horizons we are able to offer many benefits relating to child care. All employees are eligible for a 50% daycare discount, back- up child/elder, and free Sittercity membership.
Generous parental leave
We offer 12 weeks of 100% paid gender neutral parental leave following birth, adoption, or fostering of a child.
Family medical leave
Adoption Assistance
Adoption Assistance - reimbursement of up to $2,500 for the adoption expenses for each child that you adopt.
Company sponsored family events
Vacation & Time Off Benefits
Unlimited vacation policy
Paid volunteer time
Paid holidays
Paid sick days
Office Perks
Commuter benefits
Company-sponsored outings
We are passionate about supporting both virtual and in-person events (when possible). This ranges from company picnics, happy hours, and karaoke nights to virtual Drag Bingo, trivia, and game nights!
Free snacks and drinks
Some meals provided
Every Wednesday, Sittercity sponsors your lunch with a $20 Grubhub credit.
Company-sponsored happy hours
Fitness stipend
Home-office stipend for remote employees
Onsite gym
Professional Development Benefits
Job training & conferences
Tuition reimbursement
Lunch and learns
We have monthly Lunch & Learns that are open to everyone on the team. They range from bringing in an expert in the field to showcasing some of our team's awesome talent and expertise.
Promote from within
Continuing education stipend
Continuing education available during work hours
Online course subscriptions available
Customized development tracks
Paid industry certifications

Additional Perks + Benefits

What highlights our perks and culture at Sittercity is that we have a genuine interest in our team on a holistic level. Whether through their development at Sittercity or interests outside of work, we make sure to support them through it all. Taking time for a few classes? Awesome, we'll make sure to support the need for some extra time. Do you have to take the kids to their dance recital or karate lessons? That is so cool (but, really, let us know if we can come and cheer on your kiddos). In need of a mental health day? Absolutely take the time that you need! This is a judgment-free zone. Your Sittercity Team will be ready to support and cheer you on so you can come to work as the best version of yourself, bringing your strongest work and passion to the team.

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