Payroll & Benefits Specialist

| Remote
Employer Provided Salary: 75,000-112,000 Annually
Salary data is provided by the employer. Please note this is not a guarantee of compensation.
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About Taskrabbit:

Taskrabbit is a marketplace platform that conveniently connects people with Taskers to handle everyday home to-do’s, such as furniture assembly, handyman work, moving help, and much more.

At Taskrabbit, we want to transform lives one task at a time. As a company we celebrate innovation, inclusion and hard work. Our culture is collaborative, pragmatic, and fast-paced. We’re looking for talented, entrepreneurially minded and data-driven people who also have a passion for helping people do what they love.

Together with IKEA, we’re creating more opportunities for people to earn a consistent, meaningful income on their own terms by building lasting relationships with clients in communities around the world.

  • Taskrabbit is a remote-first company with employees distributed across the US and EU
  • 5-time Best Places to Work in 2022 by BuiltIn. Including Best Companies in SF, Best Mid-Sized Companies, and Best Benefits
  • DataBird journal’s “Best Places” Best Companies for Diversity, #1 2019 and 2020
  • DataBird journal’s “Best Places” Best Companies for Women, #4 2019 and #1 2020

About The Role

This role will be remote first with limited travel through August 2025 with the expectation that employees will begin working 2 days per week in our dedicated office space in Philadelphia starting September 2025.

We are looking for a Payroll and Benefits Specialist to join our People team. In this position, you will be responsible for running and supporting the day-to-day operations of the People function such as benefits, payroll, HR systems, and day-to-day employee support. You are critical in ensuring people processes and programs are executed seamlessly all while maintaining data integrity. Beyond the day-to-day, you support the People team in driving engagement and retention through competitive total rewards programs and industry-leading policies and programs. 

The Payroll and Benefits Specialist can navigate ambiguity while operating within the constraints of compliance. You can seamlessly manage competing priorities while acting with a customer-first mindset, bringing empathy and compassion to all that you do. 

What You'll Work On:

  • Payroll and Benefits: This position owns day to day payroll and benefit activations, including…
    • Processing semi-monthly and bi-weekly exempt/non-exempt payruns
    • Maintaining expertise and know-how on compliance and regulation that impacts pay and benefits across the US
    • Responding to ad hoc employee payroll and benefit questions within 24 hours, and where necessary, extending resolution within a reasonable time period
    • Owning our internal controls for Payroll, in partnership with Finance and Accounting
    • Acting as our primary point of contact for our benefit brokers
    • Leading annual Open Enrollment from negotiation through enrollment, including all applicable learning & development initiatives
    • Acting Taskrabbit liaison for annual audits as requested
    • Leading and creating content for New Hire Benefit Orientation
    • Being the primary point of contact for employee leaves and accommodations
    • Owning the design and utilization of our non-medical benefits including wellness perks and stipends

People Systems: The People Operations Specialist is the owner of all things People systems and data. Data Integrity is your motto and you take personal responsibility for ensuring Taskrabbit’s data is comprehensive and accurate through the following initiatives…

    • Own and drive data integrity by updating our HR Tech Stack (all People systems including HRIS) through employee changes including onboarding, offboarding, personnel changes and otherwise 
    • Conduct frequent data audits to ensure accuracy and compliance
    • Partner with the People Operations team to deliver reports and dashboards in support of business initiatives on a scalable and ad hoc basis
    • Own people system integrations, ensuring our data is flowing accurately and seamlessly across all systems and tools connected or influenced by our HRIS 

Additional People Team Support: Beyond the scope outlined above, the People Operations Specialist supports across various initiatives such as…

    • Maintaining relevant Intranet pages
    • Liaising with IKEA People & Culture on employee benefits and perks
    • Supporting annual compensation cycle, including support with compensation audit, applicable learning & development and Total Rewards Letters
    • Partnering with finance and legal to ensure compliance across US tax regulations
    • Owning day to day employee questions as they arise through slack and email, including questions on benefits, pay, policies, employment verifications and otherwise

Your Areas of Expertise:

  • 3+ years experience within payroll and benefits role
  • Experience processing payroll for US employees
  • Proficiency working within HRIS systems and Google suite of products (Rippling experience preferred)
  • Assisted or led benefits enrollment and education for employees
  • Experience with LOA management
  • Insights Driven:
    • You leverage data to inform your decisions
    • You know how to navigate excel and can easily manipulate data to help shape compelling narratives
    • You take complex topics and translate them into digestible pieces, bringing your audience along on your journey
  • People Advocate:
    • Our people are our core, and you lead with a natural tendency to be people-first
    • You can hold space for sensitive, personal topics while maintaining confidentiality, all with a friendly attitude
  • Trusted Resource:
    • You know no day looks the same and you’re prepared to conquer it all through efficient and proactive time management
    • You are able to execute routine, daily tasks with limited coaching and guidance and are able to effectively manage up when needed
    • You are passionate about efficiency and understand the value of scalable and repeatable solutions, leading with an action-oriented approach
    • You understand our industry landscape and are able to stay on top of competitive trends, keeping Taskrabbit as an industry-leader

Compensation & Benefits: 

At Taskrabbit, our approach to compensation is designed to be competitive, transparent and equitable. Total compensation consists of base pay + bonus + benefits + perks.

The annual gross pay range for this position is listed below based on the primary location of the candidate:

New York, New Jersey, and Connecticut: $75,000 - $112,000

 This range is representative of base pay only, and does not include any other total cash compensation amounts, such as company bonus or benefits. Final offer amounts may vary from the amounts listed above, and will be determined by factors including, but not limited to, relevant experience, qualifications, geography, and level.


You’ll love working here because:
  • Taskrabbit is a Remote-First Company. We value flexibility and choice but also stay committed to regular in-person connection.
  • The People. You will be surrounded by some of the most talented, supportive, smart, and kind leaders and teams -- people you can be proud to work with!
  • The Diverse Culture. We believe that we make better decisions when our workforce reflects the diversity of the communities in which we operate. Women make up half of our leadership team and our diversity representation is above that of the tech industry average.
  • The Perks. Taskrabbit offers US employees employer-paid health insurance and a 401k match with immediate vesting. Taskrabbit offers EU employees medical insurance. We offer all of our global employees, generous and flexible time off with 2 company-wide closure weeks, Taskrabbit product stipends, wellness + productivity + education stipends, IKEA discounts, reproductive health support, and more. Benefits vary by country of employment. 

Taskrabbit’s commitment to Diversity and Inclusion:

An Active Commitment to Equity within our Company and Platform.

We are an inclusive community where all who share our mission and values belong. Our anti-racist culture actively strengthens the knowledge, understanding, and awareness of underrepresented experiences and our ongoing allyship commitment. Our diverse team represents the communities we serve, breaking down systemic barriers, and transforming lives- one action at a time.

Taskrabbit is an equal opportunity employer and values diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, ancestry, citizenship, gender, gender identity, sexual orientation, age, marital status, military/veteran status, or disability status. Taskrabbit is committed to working with and providing reasonable accommodation to applicants with physical and mental disabilities. 

Taskrabbit will consider for employment all qualified applicants with criminal histories in a manner consistent with applicable law. 

Taskrabbit will never use text or chat applications to conduct interviews. We have a thoughtful and interactive interview process that includes an initial recruiter phone screen and several video-based interviews with our hiring teams. Communications will always be conducted by domain names.


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Technology we use

  • Engineering
  • Product
  • Sales & Marketing
  • People Operations
    • JavascriptLanguages
    • PythonLanguages
    • RubyLanguages
    • TypeScriptLanguages
    • ReactLibraries
    • Node.jsFrameworks
    • Ruby on RailsFrameworks
    • SparkFrameworks
    • OptimizelyAnalytics
    • TableauAnalytics
    • CanvaDesign
    • FigmaDesign
    • AsanaManagement
    • ConfluenceManagement
    • Google DriveManagement
    • Google DocsManagement
    • Google SlidesManagement
    • JIRAManagement
    • Joomla!CMS
    • WordpressCMS
    • IterableCRM
    • SendGridEmail
    • DigiohLead Gen
    • Google HangoutsCollaboration
    • SlackCollaboration
    • AsanaProject Management


New York, NY

An Insider's view of Taskrabbit

How would you describe the company’s work-life balance?

Throughout my time at TaskRabbit, I’ve always found it easy to maintain a work-life balance. Even on a team where my colleagues are spread across several different timezones, I’ve seen our leadership take great care to ensure meetings, deadlines and general workload don’t upset the balance we're all trying to achieve with our careers and home life.


Senior Tasker Success Associate

What's the biggest problem your team is solving?

Testing in a two sided market place As a company we want new features to positively impact clients and tankers. As we release features one challenge is understanding the effects not only on the cohort affected, but the holistic impact on the Tasker-client eco-system. Optimization of Supply (taskers)-Demand (clients)


Manager, Data Science & Analytics

How has your career grown since starting at the company?

TaskRabbit presents me with endless opportunities to take on more challenges. If I want to own something, I often have the chance to volunteer and take it on, and my manager also looks out for projects that fit my growth trajectory. As an Engineering Manager, I am nothing without the support of my team, who I absolutely love.


Director of Engineering

How does the company support your career growth?

TR has a robust history of internal promotions and up-skilling. Design at TR is guided by our four commitments and the needs of the people that use our product. Designers use feedback as a learning opportunity to become better versions of ourselves, while using our career growth ladder as a guide.


Manager, Product Design

What are Taskrabbit Perks + Benefits

Taskrabbit Benefits Overview

Taskrabbit's philosophy on benefits and perks is inclusive and thinks of the full person. We offer benefits that support both employees and their families, however they may define that for themselves.

Volunteer in local community
Partners with nonprofits
Open door policy
OKR operational model
Team based strategic planning
Pair programming
Open office floor plan
Employee resource groups
Employee-led culture committees
In-person revenue kickoff
Employee awards
Flexible work schedule
Remote work program
Documented equal pay policy
Dedicated diversity and inclusion staff
Highly diverse management team
50%+ of our leadership team are women and our management team is made up of 80%+ people from historically underrepresented communities.
Mandated unconscious bias training
Diversity manifesto
Mean gender pay gap below 10%
Diversity employee resource groups
We have 14 affinity and employee resource groups!
Hiring practices that promote diversity
Health Insurance + Wellness
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
100% employee paid
Vision insurance
100% employee paid
Health insurance
100% employee paid
Life insurance
Pet insurance
Wellness programs
Mental health benefits
Ginger and Headspace to name a couple!
Transgender health care benefits
Wellness days
Abortion travel benefits
Financial & Retirement
401(K) matching
Immediate vesting from day one!
Performance bonus
Pay transparency
Child Care & Parental Leave
Generous parental leave
Family medical leave
Adoption Assistance
Restricted work hours
Return-to-work program post parental leave
Fertility benefits
Vacation + Time Off
Unlimited vacation policy
Generous PTO
Paid volunteer time
Paid holidays
Paid sick days
Flexible time off
Bereavement leave benefits
Company-wide vacation
Office Perks
Commuter benefits
Company-sponsored outings
Company-sponsored happy hours
Pet friendly
Fitness stipend
Home-office stipend for remote employees
Professional Development
Job training & conferences
Lunch and learns
Promote from within
Mentorship program
Continuing education stipend
Online course subscriptions available
Customized development tracks
Personal development training

Additional Perks + Benefits

We value the flexibility and choice needed to put life before work, especially within our distributed and remote-first environment. Our benefits and perks programs are guided by three core principles: Flexibility and Choice, Connected and Committed, and Inclusive and Equitable. We offer stipends that cover a wide array of at-home and family-focused support, including:

- Professional development stipend (coaching, conferences, certifications)
- Productivity and tech stipend (internet, equipment, ergonomic)
- Wellbeing stipend (mental, physical, spiritual)
- Reproductive Health stipend (fertility, surrogacy, adoption, abortion, trans care)

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