Member of People Operations, Benefits and Leave Management at Anchorage Digital

This role is designed for a seasoned HR professional with 5–7+ years of experience specializing in the intricacies of global benefits and leave administration.

Work type: remote

Location: United States

Type: Full-time

Summary

This role is designed for a seasoned HR professional with 5–7+ years of experience specializing in the intricacies of global benefits and leave administration. The ideal candidate has a strong background in the financial services sector and is comfortable navigating the complex regulatory environments of a global workforce. You should be a "power user" of HRIS systems like Workday or Dayforce and possess a deep understanding of compliance frameworks like FMLA, ERISA, and international statutory leave requirements. As a mid-level individual contributor, you will have significant autonomy to design and implement programs that directly impact employee well-being at a high-growth, remote-first unicorn. While the salary isn't listed, the company is backed by top-tier investors like Goldman Sachs and Andreessen Horowitz, suggesting a professional and well-resourced environment. Unique perks include a highly flexible remote work arrangement and a company culture that appreciates a good sense of humor (and *Hamilton*). **You might be a good fit if you:** * Have managed complex leave cases and global benefit renewals across multiple jurisdictions. * Are an expert in **Workday** or **Dayforce** HRIS modules. * Enjoy "owning" the full lifecycle of benefits projects, from vendor transitions to open enrollment. * Can translate dense regulatory requirements into clear, empathetic communications for employees.

Job Description

At Anchorage Digital, we are building the world’s most advanced digital asset platform for institutions to participate in crypto.

Anchorage Digital is a crypto platform that enables institutions to participate in digital assets through custody, staking, trading, governance, settlement, and the industry's leading security infrastructure. Home to Anchorage Digital Bank N.A., the first federally chartered crypto bank in the U.S., Anchorage Digital also serves institutions through Anchorage Digital Singapore, Porto by Anchorage Digital, and other offerings.

The company is funded by leading institutions including Andreessen Horowitz, GIC, Goldman Sachs, KKR, and Visa, with its Series D valuation over $3 billion. Founded in 2017 in San Francisco, California, Anchorage Digital has offices in New York, New York; Porto, Portugal; Singapore; and Sioux Falls, South Dakota. Learn more at anchorage.com, on X @Anchorage, and on LinkedIn.

As a leading innovator in financial services, Anchorage thrives on the strength and well-being of its Villagers. Our People Operations team is central to fostering this environment, and we are seeking a dedicated Member of People Operations, Benefits and Leave Management to join us. In this critical Individual Contributor role, you will be instrumental in designing, implementing, and administering comprehensive global benefits and leave programs that support our diverse workforce, ensuring compliance, promoting employee well-being, and enhancing our reputation as an employer of choice. You will navigate complex global regulations, leverage HRIS systems, and collaborate across teams to deliver an exceptional Villager experience, directly contributing to Anchorage’s strategic goals and a culture of excellence.

We have created the Factors of Growth & Impact to help Villagers better measure impact and articulate coaching, feedback, and the rich and rewarding learning that happens while exploring, developing, and mastering the capabilities and contributions within and outside of the Member of People Operations, Benefits and Leave Management role:

## Technical Skills:

Has a deep understanding of global benefits frameworks, leave regulations (e.g., FMLA, statutory leaves across multiple jurisdictions), and their application in a complex financial services environment.

Uses analytical skills to evaluate benefits program effectiveness, identify trends, and propose data-driven solutions for continuous improvement.

Develops a working knowledge of related People Operations domains, such as compensation, HRIS management, and compliance, to inform holistic decision-making.

## Complexity and Impact of Work:

Independently defines priorities and applies problem-solving skills to manage the full lifecycle of moderately complex projects, such as annual open enrollment, benefits vendor transitions, or implementation of new global leave policies.

Responsible for ensuring compliance with evolving global leave and benefits regulations, mitigating risk, and safeguarding the firm's interests.

Works on diverse challenges requiring thoughtful analysis, such as complex leave cases or unique benefits exceptions, requiring sound judgment and decision-making with minimal supervision.

## Organizational Knowledge:

Understands Anchorage’s strategic goals related to talent attraction, retention, and employee well-being, integrating them into benefits and leave program design and administration.

Clearly communicates how global benefits and leave strategies contribute to the department's priorities and the overall Villager experience.

Participates in hiring efforts for People Operations, sharing insights on the role's impact and attracting top talent to Anchorage.

## Communication and Influence:

Builds strong relationships with Villagers, vendors, and internal stakeholders (e.g., Finance, Legal) to effectively administer benefits and leave programs and embody Anchorage's culture pillars.

Collaborates across teams to ensure seamless integration of benefits and leave processes, mentoring colleagues on best practices and contributing to cross-functional initiatives.

Adapts communication styles effectively to explain complex benefits and leave policies to diverse audiences, gaining buy-in and fostering understanding.

## You may be a fit for this role if you have:

5-7+ years of progressive experience in People Operations with a dedicated focus on benefits and leave management, preferably within the financial services sector or a similar global, fast-paced environment.

Direct experience with Workday or Dayforce HRIS for benefits and leave administration.

Demonstrated experience supporting end-to-end global leave management, including understanding and applying complex multi-jurisdictional regulations.

Proven experience in global benefits administration, including vendor management, renewals, plan design, and ensuring regulatory compliance.

Strong understanding of relevant federal, state, and international employment laws pertaining to leave (e.g., FMLA, ADA, PFL) and benefits (e.g., ERISA, ACA, GDPR).

Excellent organizational skills with a keen eye for detail and accuracy, crucial for managing intricate benefits and leave data.

Ability to work independently, define priorities, and manage multiple complex projects simultaneously in a dynamic environment.

Strong analytical and problem-solving skills, with the ability to identify root causes of issues and propose effective, creative solutions.

Exceptional written and verbal communication skills, capable of explaining complex policies clearly and professionally to all levels of the organization.

A collaborative mindset, strong interpersonal skills, and a proven ability to build effective relationships across teams and with external partners.

A strong commitment to confidentiality, integrity, and ethical conduct.

## Although not a requirement, bonus points if:

Experience with global immigration processes and related compliance.

Professional certifications such as CEBS (Certified Employee Benefit Specialist) or SHRM-SCP/CP.

Experience supporting benefits and leave for employees in EMEA or APAC regions.

You were emotionally moved by the soundtrack to Hamilton, which chronicles the founding of a new financial system. :)

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