Sr. Manager, Payroll and Total Rewards

About the role

SafelyYou’s passionate mission is to empower safer, more person-centered care across senior living through world-leading AI, industry-changing hardware, and remote expert clinicians, significantly improving outcomes for residents while increasing peace of mind for families and reducing costs for communities.

This is a true generalist role for someone who is strong across the whole picture: base pay, bonus, benefits, perks, 401(k), and the payroll and systems engine that makes all of it run.

Key Responsibilities

• Lead the end-to-end migration from our current HRIS to the new payroll platform, including data mapping, parallel validation, cutover, and decommission

• Serve as the internal project owner for the migration, managing the vendor implementation team, setting timelines, and keeping Finance and People informed, and deliver a clean payroll runbook before go-live

• Partner with People leadership to communicate total rewards changes across the business, including contributing to employee and manager-facing messaging and building supporting training materials.

• Own US and Canada payroll operations across all active states, provinces, including multi-state tax account setup, registrations, mispayment and penalty resolution, and ongoing compliance

• Own the HRIS as the single source of truth, build and maintain integrations across payroll, HRIS, and Finance systems, and manage all related vendor relationships

• Support Finance in annual audits and diligence across payroll, benefits, and people compliance

• Develop and administer the US benefits program across medical, dental, vision, and ancillary plans, including plan design, administration, and employee support, to attract, retain, and support employee wellbeing

• Manage the benefits broker as a strategic partner, and lead the annual renewal and open enrollment

• Own 401(k) administration and compliance, including nondiscrimination testing, advisor and recordkeeper management, and safe harbor analysis

• Operationalize the compensation structure: maintain pay bands and ranges, administer the bonus program, and process and model new hire, promotion, and merit changes in partnership with the VP of People and Finance

• Manage perks and stipend programs, and support the annual budget process with accurate total rewards inputs

• Support pay transparency execution, including published ranges and required disclosures across US and Canadian jurisdictions

• Communicate total rewards clearly to employees and candidates, helping them understand the full value of base pay, bonus, benefits, equity, and perks, and use broker and market survey data to keep the program competitive and cost-aware

The Ideal Candidate

• 4 to 8 years of combined payroll and total rewards or benefits experience in a multi-state environment, preferably at a SaaS company in a startup environment

• A genuine generalist across both areas: equally comfortable running payroll and tax compliance and administering benefits, 401(k), and compensation programs

• Hands-on experience with payroll platforms such as Gusto, Rippling, and/or Paylocity, ideally having owned or co-owned a migration between platforms

• Demonstrated ability to set up and manage multi-state tax accounts and navigate state payroll compliance

• Hands-on benefits administration experience, including managing a broker and leading annual renewals and open enrollment

• Working knowledge of 401(k) administration and compliance

• Familiarity with compensation structures, including pay bands, ranges, and bonus administration

• Strong project management instincts, with the ability to own a complex implementation without being managed

• Experience working closely with Finance on headcount, total rewards inputs, and audit support

• Comfortable with ambiguity and building process where little exists

• Prioritize quality over speed. When it is done, it is really done.

• Strong verbal and written communication skills with experience in cross-functional team collaboration

• Proactive about anticipating and addressing issues before they arise

Why Join Us?

• A mission-driven company culture

• Competitive salary & benefits, including fully paid employee premiums for Medical, Dental, and Vision

• 401k Program

• Monthly Education, Well-being & WFH stipends

• Non-accrual PTO

• Growth Potential

• Company Retreats

• Medical & Family/Parental Leave

Department

People Experience

Locations

United States (Remote)

Remote status

Fully Remote

Pay

The estimated salary range for this role will be $129,000 to $167,500 plus an annual bonus, stock options and benefits.

Schedule

Your role is fully remote.