Total Rewards Manager

· Remote

Location

Remote

Type

Full Time

Job Description

Pie InsuranceJobs
Total Rewards Manager

Total Rewards Manager

Posted Yesterday
Easy Apply
Be an Early Applicant
Hiring Remotely in United States
Remote
115K-145K Annually
Senior level
Fintech • Insurance • Machine Learning • Analytics • Financial Services • Automation
Safety First Then Pie Insurance
The Role
Lead total rewards strategy and execution for compensation incentives equity benefits and wellness. Partner with People Partners Talent Acquisition and executives to maintain job architecture audit pay equity manage benefits programs and support annual compensation and performance cycles.
Summary Generated by Built In
Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance.
 
Like our small business customers we are a diverse team of builders dreamers and entrepreneurs who are driven by core values and operating principles that guide every decision we make.

Overall the Total Rewards Manager is responsible for the strategy and execution of that strategy for base compensation short term incentive compensation long term incentive compensation equity benefits and wellness. The work requires partnership with People Partners and Recruiters as well as the executive team including the Director of People Operations SVP of People and Talent CEO and CFO.

How You’ll Do It

Serve as the Compensation Partner to deliver strategic compensation support to the organization:

  • Provide consultation and guidance to key stakeholders (Director of People Operations Chief People Officer CEO and CFO) as well as other leaders and People Partners regarding compensation strategy programs and communications.
  • Partner with People Partners and Talent Acquisition for all compensation activities related to their functions.
  • Assist with ad-hoc requests and reporting needs.

Compensation analysis:

  • Ensure salary and equity structures remain market competitive as the market changes throughout the year.
  • Work with People Partners to recommend any necessary off-cycle increases and market adjustments.
  • Audit for pay gaps and ensure equitable pay.

Maintain Pie’s job architecture:

  • Prepare and/or review job descriptions reflecting job responsibilities activities duties and requirements and recommend appropriate alignment within our job architecture.
  • Ensure consistent application of job architecture throughout the organization thereby protecting equitable practices in job levels and compensation
  • Assist in maintaining systems to ensure accuracy of compensation data job profiles bonus targets equity etc.

Contribute to overall compensation strategy:

  • Partner with external compensation consultant(s) on executive compensation practices reviews and recommendations.
  • Assist with equity strategy planning and execution.
  • Co-owns the implementation of the annual compensation and performance cycle program execution

Administer benefits programs:

  • Manages benefit programs partnering with peers vendors consultants and auditors to do so.
  • Recommend changes to benefits programs.
  • Implements and administers benefits programs.
  • Administer leave programs.

Own all benefits processes systems and reporting:

  • Manage payroll contributions and match processes.
  • Oversee all benefits-related reporting.
  • Verify and maintain accuracy of data.
  • Ensure compliance with applicable laws regulations and policies.
The Right Stuff
  • Bachelor's Degree or equivalent experience with some college coursework. 
  • 5+ years compensation and equity analysis experience.
  • 3+ years of benefits administration experience.
  • Knowledge of laws and regulations as they apply to base compensation and incentive compensation programs company policies and operations.
  • SHRM Certified Professional (SHRM-CP) or Senior Certified Professional (SHRM-SCP) and certified compensation professional credentials.
  • Advanced communication (written verbal and presentation) skills to deliver complex information effectively and align people with the needs of the project/team.
  • Advanced problem solving skills to be able to manage complex situations with multiple layers and resolve to solution anticipating needs now and into the future.
  • Advanced awareness of workflow and project tradeoffs to make decisions based on needs now and into the future.
  • Experience using G-Suite and collaboration tools.  
  • Excel HRIS (Workday) compensation tools. 
  • Experience using AI tools (Claude) and other AI tools specific to Total Rewards a plus

The use of AI in Application Review: To support a fair efficient and consistent hiring process we use AI-powered tools to assist in the initial screening of applications. These tools help us identify qualifications and prior work experiences that align with the requirements of the role. We may also use AI assistant video tools during interviews to support note-taking and candidate evaluation. All AI-powered outputs are still subject to human oversight and decision-making at multiple stages of the process. By submitting your application you acknowledge and consent to Pie utilizing these AI technologies to assist in our evaluation process.

Base Compensation Range
$115000$145000 USD
Compensation & Benefits 
  • Competitive cash compensation
  • Comprehensive health plans
  • Generous PTO
  • Future focused 401k match
  • Generous parental and caregiver leave
  • Our core values are more than just a poster on the wall; they’re tangibly reflected in our work 

Making every part of working with us "Easy as Pie" - including our offer process. When we find someone we'd like as a Pie-oneer (a member of our team) we move quickly to put together a fair offer based on your skills experience location and compensation expectations.

Each year Pie reviews company performance and may grant discretionary bonuses to eligible team members.

Location Information 

Unless otherwise specified this role is remote. Remote team members must live and work in the United States (territories excluded) and have access to reliable high-speed internet.

Additional Information

Pie Insurance is an equal opportunity employer. We do not discriminate on the basis of race color religion sex sexual orientation gender identity marital status age disability national or ethnic origin military service status citizenship or other protected characteristic.

Pie Insurance participates in the E-Verify program. Please click here here and here for more information.

Pie Insurance is committed to protecting your personal data. Please review our Privacy Policy.  

Safety First: Pie Insurance is committed to your security during the recruitment process. We will never ask you for credit card information or ask you to purchase any equipment during our interview or onboarding process.

Pie Named to 2025 America's Best Startup Employers

Pie Insurance 2025 State of Workplace Safety Report

 

#LI-REMOTE
#BI-REMOTE

Skills Required

  • Bachelor's degree or equivalent experience with some college coursework
  • 5+ years compensation and equity analysis experience
  • 3+ years benefits administration experience
  • Knowledge of laws and regulations applicable to base and incentive compensation programs
  • SHRM-CP or SHRM-SCP and certified compensation professional credentials
  • Advanced written verbal and presentation communication skills
  • Advanced problem solving skills for complex multi-layered situations
  • Advanced awareness of workflow and project tradeoffs for decision-making
  • Experience using G-Suite and collaboration tools
  • Experience with Excel HRIS (Workday) and compensation tools
  • Experience using AI tools (e.g. Claude) and other Total Rewards AI tools
  • Must live and work in the United States and have reliable high-speed internet

What the Team is Saying

Elizabeth
Derek
Michelle
Jennifer
John
Daniel

Pie Insurance Compensation & Benefits Highlights

  • Healthcare StrengthHealth coverage is described as fully employer‑paid for employees with company HSA contributions and FSA options. Benefits are effective on day one.
  • Parental & Family SupportParental leave is fully paid for the initial months and is complemented by caregiver leave and a structured return‑to‑work plan. Flexible work options support family needs across remote hybrid and in‑office arrangements.
  • Leave & Time Off BreadthPTO is characterized as generous complemented by dedicated caregiver leave. Day‑one eligibility and flexible work arrangements help employees use time off more effectively.

Pie Insurance Insights

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The Company
350 Employees
Year Founded: 2017

What We Do

Pie is transforming small business insurance. Our team of seasoned technology and insurance experts are on a mission to empower small businesses to thrive by making insurance affordable and as easy as pie.

Why Work With Us

Our team of seasoned technology and insurance experts is on a mission to make insurance less expensive simpler and more transparent for small business owners. In the process we’re creating a workplace where people thrive and ideas become actions.

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About our Teams

Pie Insurance Offices

Remote Workspace

Employees work remotely.

As a fully remote company Pie supports our Pie-oneers in working in a U.S. location that’s best for them.

Typical time on-site: None
United States

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Date Posted

07/10/2026

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