Paid Time Off Jobs in Remote

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Looking for Paid Time Off jobs in Remote? Browse our curated listings with transparent salary information to find the perfect Paid Time Off position in the Remote area.

Director of Underwriting (Small Commercial P&C - All Lines)

Company: Thimble

Location: Remote

Posted Jan 24, 2025

Thimble, an insurtech platform for small businesses, is seeking a seasoned underwriting leader to oversee its operations. The company, founded by Jay Bregman, has delivered over 1.7 million policies to small businesses across the US. Thimble was acquired by Arch Insurance, a publicly listed Bermuda exempted company. The role involves ongoing development of underwriting guidelines, adherence to Thimble's underwriting principles, and assisting with claim adjustments. The ideal candidate should have 7+ years of small commercial P&C insurance underwriting experience, be skilled in digital SMB underwriting, and have experience managing all underwriting functions. The company offers a range of benefits including remote work, comprehensive health coverage, 401k matching, and various wellness perks.

Specialist Security System linux /UNIX

Company: Kyndryl

Location: Mexico City, Mexico / Remote

Posted Jan 24, 2025

Engineering Manager

Company: GlossGenius

Location: Remote

Posted Jan 24, 2025

Senior Manager, AI/ML Engineering

Company: Spring Health

Location: Remote

Posted Jan 24, 2025

Spring Health is a leading mental healthcare provider, partnering with over 450 companies to serve 10 million people. They aim to revolutionize mental healthcare by removing barriers and delivering personalized care. The company has raised $33 billion in funding and seeks a Senior Manager of AIML Engineering to lead a team of data scientists in developing machine learning models and algorithms. The ideal candidate will have a strong technical background, leadership skills, and a passion for driving data-driven impact.

Copywriter

Company: Arrow Electronics

Location: Remote

Posted Jan 24, 2025

Sênior Natural/ADABAS Application Programming

Company: Kyndryl

Location: Hortolândia, Brazil / Remote

Posted Jan 24, 2025

2025 Customer Support Process Summer Intern

Company: Equinix, Inc

Location: Warsaw, Poland / Remote

Posted Jan 24, 2025

Frequently Asked Questions

What are typical salary ranges for PTO roles by seniority?
Entry‑level PTO Analyst salaries range from $55,000 to $70,000 annually, mid‑level analysts earn $70,000 to $90,000, and senior PTO Program Managers or HRIS specialists command $90,000 to $120,000 plus bonus potential.
What skills and certifications are required for PTO positions?
Core skills include proficiency with HRIS platforms (Workday, SAP SuccessFactors, BambooHR), data analysis in Excel or Power BI, and regulatory knowledge of FMLA, ADA, and state leave laws. Certifications such as Certified Compensation Professional (CCP), HR Certification Institute (HRCI) HR-CP, or Workday HCM Associate enhance credibility.
Can PTO roles work remotely?
Yes, many PTO analysts and program managers operate fully remote, especially in tech firms. Remote work is supported by cloud‑based HRIS, secure VPNs, and collaboration tools like Slack and Microsoft Teams. Some roles still require occasional on‑site visits for policy rollout.
What are common career progression paths in PTO?
A PTO analyst can advance to Senior PTO Analyst, then to PTO Program Manager, followed by Director of Employee Benefits or HR Director roles. Lateral moves into broader HR analytics or compensation strategy are also common.
What industry trends are shaping PTO work?
Trends include the adoption of unlimited PTO policies, AI‑driven leave prediction models, integration of PTO data with wellness initiatives, and increased regulatory scrutiny on equitable leave practices. Companies also use data analytics to demonstrate ROI on PTO policies.

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