Head of Operations

| Chicago
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About Sittercity


Sittercity’s mission is to make child care finally work. We pioneered the child care technology category in 2001, and we connect millions of parents with babysitters and nannies every year. With Sittercity and Chime, our on-demand service, we are building a platform that brings revolutionary simplicity to the way we find, book and pay for trusted care. Headquartered in Chicago, we serve families and caregivers nationwide.

Job Description

This person will be directly responsible for building and running the operations as we grow our new business and primary focus- Chime. The right person for this role will possess strong analytical and problem-solving skills, a strategic mindset, and will find simple innovative solutions to complex operational problems. This person knows how to prioritize and doesn’t need to be told how to operate- they treat company resources like their own and and rigorous when it comes to understanding our business.

This person will have experience in management and consulting/bank/tech.

What you’ll do:

  • Strategize – Devise and execute the overall strategy for the supply side of the business
  • Systematize- you know what to systematize and what not to and you will be rigorous in us automating and optimizing the right things and saying no to one-offs
  • Analyze – Build models to evaluate the economic and strategic costs and benefits of various dasher acquisition, engagement, and retention programs and experiments
  • Lead- Manage a team of Operations Managers that work to strengthen our product, streamline processes, and improve the way we do things
  • Experiment- Use data-driven decision making and sound business judgment to test assumptions

About you:

  • Self-Starter- you aren’t the type who needs lots of ramp-up and thrive in a fast-paced environment
  • Curious- you always look for ways to innovate and improve
  • Entrepreneurial- you love responsibility and want to shape the vision and direction of the company and aren’t afraid to do it
  • Gritty- you roll up your sleeves and do whatever it takes to make things successful
  • Problem Solver- you independently notice and work to solve complex and ambiguous problems with a bias for action.

Qualifications:

  • 6+ years of experience in consulting / strategy / operations / technology / banking / analytics or related experience; high-growth or early-stage start-up experience is a plus
  • Proven track record of leading initiatives, hitting goals, and succeeding in a team environment
  • Startup and consumer facing product experience
  • Bachelor’s degree, with MBA preferred
  • Excellent Excel skills; SQL knowledge is a plus, but not required

Our Workplace

Sittercity is a recipient of the 2016 WorldatWork, Work-Life Seal of Distinction Award for demonstrated leadership in workplace strategies and practices to help employees achieve success in work-life effectiveness. 

Sittercity is an Equal Employment Opportunity Employer 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

Location

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!

Josh

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.

Mike

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.

Justine

Trust and Safety Team Lead

What are Sittercity Perks + Benefits

Culture
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
Diversity
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)
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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