Strategic Initiatives Principal

Check

Remote regions

US

Salary range

$205,000–$225,500/yr

Benefits

16w maternity 16w paternity

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Responsibilities:

  • Get deep into operational mechanics by working support tickets, solving tax notices, and analyzing data to understand root causes before proposing solutions.
  • Design how work gets done by owning workflow and process engineering, writing SOPs, building playbooks, and creating AI-native operating models that scale.

Qualifications:

  • 7+ years experience in business operations, strategy, or consulting with 2+ years management experience and proven ability to scope and launch new teams or programs from scratch.
  • Demonstrated curiosity, comfort working across teams without a formal mandate, and experience deploying AI tools like LLMs into operational workflows.

Compensation and Location:

  • The expected annual salary range is $205,000-$225,500 for San Francisco, New York, Los Angeles, and Seattle, and $168,500-$185,350 for all other locations.
  • The role can be remote, hybrid, or based in New York City or San Francisco offices, with distributed teams across the US and required attendance at an annual company offsite.

Check

Check makes paying people simple by providing embedded payroll infrastructure, redefining how people get paid and enabling partners to build and scale payroll businesses. The company is a growing, distributed team passionate about solving complex problems through creative thinking and ignoring conventional role boundaries to simplify payroll.

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