Application Guide

How to Apply for Benefits Manager, Americas

at Workiva

🏢 About Workiva

Workiva is a leader in integrated ESG reporting, helping organizations streamline climate impact and compliance. The company's commitment to innovation and sustainability makes it an exciting place for professionals who want to drive meaningful change while leveraging cutting-edge technology.

About This Role

As the Benefits Manager for the Americas, you'll oversee health, welfare, and leave programs for ~2,000 employees across the US and Canada. This role is pivotal in optimizing benefits operations, ensuring compliance with complex regulations, and championing AI-driven automation to enhance efficiency.

💡 A Day in the Life

A typical day might start with reviewing leave accommodation cases and responding to employee inquiries. Mid-morning, you could analyze benefits data in Excel to identify trends or prepare for an upcoming audit. Afternoon meetings might include a check-in with the Canadian broker on statutory changes and a brainstorming session with HR tech on automating open enrollment communications.

🎯 Who Workiva Is Looking For

  • 6+ years of progressive HR/Benefits experience with a heavy focus on US benefit operations and multi-country Americas coverage (LATAM/Canada experience highly preferred).
  • Deep working knowledge of FMLA, ADA interactive processes, ERISA, COBRA, HIPAA, and ACA compliance.
  • Strong proficiency in Workday Benefits Administration and advanced Excel/Google Sheets for data analysis.
  • A strategic thinker who can partner with brokers and leverage AI tools to automate tasks and improve operational agility.

📝 Tips for Applying to Workiva

1

Highlight specific experience with Workday Benefits Administration and data analysis using Excel/Google Sheets in your resume.

2

Emphasize any experience managing benefits in Canada or LATAM, as multi-country expertise is highly valued.

3

Showcase examples of how you've used AI or automation tools to streamline benefits processes.

4

Tailor your cover letter to mention Workiva's ESG focus and how your role supports their mission.

5

Quantify your achievements, e.g., 'Managed open enrollment for 2,000 employees with 99% accuracy' or 'Reduced leave processing time by 20% through automation.'

✉️ What to Emphasize in Your Cover Letter

['Your deep expertise in US benefits compliance (FMLA, ADA, ERISA, ACA) and ability to navigate multi-country regulations.', 'Experience with Workday Benefits Administration and data-driven decision-making.', 'Passion for leveraging technology (AI/automation) to improve operational efficiency.', "Alignment with Workiva's mission of transparent ESG reporting and sustainability."]

Generate Cover Letter →

🔍 Research Before Applying

To stand out, make sure you've researched:

  • Review Workiva's ESG reporting platform and recent sustainability initiatives to understand their core business.
  • Read about Workiva's company culture and employee benefits offerings on their careers page.
  • Research recent trends in AI-driven HR tools, especially in benefits administration.
  • Familiarize yourself with Canadian provincial benefits requirements, particularly in Quebec and Ontario.

💬 Prepare for These Interview Topics

Based on this role, you may be asked about:

1 Walk me through how you would manage open enrollment for 2,000 employees across the US and Canada.
2 Describe a time you implemented an AI-driven tool to automate a benefits process. What were the results?
3 How do you stay updated on legislative changes in US and Canadian benefits (e.g., Quebec-specific requirements)?
4 Explain your process for handling a complex FMLA/ADA interactive accommodation request.
5 How would you partner with brokers to optimize supplemental benefits in Canada while managing costs?
Practice Interview Questions →

⚠️ Common Mistakes to Avoid

  • Don't overlook the importance of Canadian benefits experience – even if you lack it, acknowledge the gap and show willingness to learn.
  • Avoid generic statements about 'process improvement' without tying them to specific tools (like Workday or AI).
  • Don't ignore the ESG aspect – make sure to connect your role to the company's broader mission of transparency and compliance.

📅 Application Timeline

This position is open until filled. However, we recommend applying as soon as possible as roles at mission-driven organizations tend to fill quickly.

Typical hiring timeline:

1

Application Review

1-2 weeks

2

Initial Screening

Phone call or written assessment

3

Interviews

1-2 rounds, usually virtual

Offer

Congratulations!

Ready to Apply?

Good luck with your application to Workiva!