The Biggest Legal Challenges of Remote Work—And How HR Can Solve Them
Human Resources 5 min

Remote Work and the Law: Expert Insights on HR’s Biggest Compliance Hurdles

The shift to remote work has created a host of legal challenges for human resources (HR) departments, from compliance with multi-jurisdictional labor laws to data privacy concerns. Members of the HR Think Tank share expert insights on the biggest hurdles and offer actionable strategies to ensure compliance and foster a legally sound remote work environment.

by Ryan Paugh on February 26, 2025

How to Manage the Legal Implications of Remote Work

Remote work has gained a permanent foothold in today’s workforce, and it has the potential to increase employee happiness and engagement in significant ways. Statista reports that employees credit remote work with improving their personal well-being, work-life balance and professional development, and according to research by Robert Half, 76% of workers said having flexibility in when and where they work influences their desire to stay with an employer.

But as remote work becomes a mainstay of the modern workforce, HR leaders face an evolving set of legal complexities. From multi-jurisdictional labor laws to worker classification and data security, ensuring compliance in a dispersed work environment is no small feat. To help HR professionals navigate these challenges, we spoke with experts from the HR Think Tank, a curated group of seasoned leaders in human resources. Their insights provide actionable strategies to mitigate risks and stay ahead of compliance concerns.

“The rise of remote work brings key legal challenges like ensuring compliance with multi-jurisdictional labor laws, managing data privacy and adhering to health and safety standards remotely.”

Ulrike Hildebrand, Happiness Manager, member of the HR Think Tank, sharing expertise on Human Resources on the Senior Executive Media site.

– Aïda Figuerola, Happiness Manager

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Navigating Multi-Jurisdictional Labor Laws

One of the biggest legal challenges in remote work is ensuring compliance across different states and countries. Employment laws vary widely, making it essential for HR teams to stay informed.

“The rise of remote work brings key legal challenges like ensuring compliance with multi-jurisdictional labor laws, managing data privacy and adhering to health and safety standards remotely,” says Aïda Figuerola, a Happiness Manager focused on fostering workplace well-being. “HR departments should address these by staying updated on global regulations, implementing clear remote work policies, leveraging legal tech tools for compliance and providing training for employees and managers.”

For organizations with employees spread across multiple locations, partnering with legal experts and leveraging compliance software can help streamline labor law adherence. Creating standardized policies while allowing for regional adjustments is key to avoiding costly legal missteps.

Worker Classification: Employee vs. Contractor

The distinction between full-time employees and independent contractors has significant legal implications, particularly regarding benefits, taxation and labor protections. Misclassification can result in legal penalties and reputational damage.

“HR departments face several legal challenges with remote work, including compliance with labor laws across different states or countries, managing worker classification (employee vs. contractor), ensuring proper wage and hour tracking and safeguarding data privacy and security,” explains Britton Bloch, Vice President of Global Talent Acquisition Strategy and Head of Recruiting at Navy Federal Credit Union. “HR should prepare by staying updated on local and international regulations, ensuring consistent communication and training and utilizing technology for compliance tracking and secure data handling.”

Organizations should conduct regular audits of worker classifications and consult employment law specialists to ensure that remote team members are properly categorized.

Data Privacy and Cybersecurity Compliance

It’s well-known that employees can (knowingly or unknowingly) be a company’s greatest cybersecurity threat, whether through lack of awareness, poor data handling, the use of unsecured personal devices or general human error.

Remote work has the potential to introduce heightened risks related to data privacy and cybersecurity. HR teams must ensure that employees comply with data protection laws, such as GDPR and CCPA, while using secure platforms to handle sensitive company and employee information.

“Ensuring proper wage and hour tracking and safeguarding data privacy are crucial,” says Bloch. “Utilizing technology for compliance tracking and secure data handling can mitigate risks.”

To address these concerns, HR departments should collaborate with IT teams to implement cybersecurity training, establish clear policies on handling sensitive data and require the use of VPNs and encrypted communication tools.

Ensuring Fair Compensation and Benefits Compliance

Different states and countries have varying regulations on minimum wage, overtime pay and benefits. HR leaders must account for these disparities when structuring compensation packages for remote employees.

Figuerola emphasizes the importance of staying informed and leveraging legal tech tools: “By aligning each person’s unique talents with meaningful roles, I help foster motivation, creativity and a sense of belonging. My goal is to build a supportive, human-centric culture where everyone feels valued, engaged and empowered to grow.”

For remote workplaces, some traditional benefits packages may not apply. For additional ideas on ways to incentivize work for your remote team, consider “10 Great Benefits for Your Remote Employees.”

Employers should also consider establishing location-based pay structures and consulting with legal advisors to better ensure compliance with local labor laws.

Key Takeaways for HR Leaders

  1. Stay Informed on Multi-Jurisdictional Laws: HR must continuously monitor changing labor laws to ensure compliance.
  2. Clarify Worker Classification: Regularly review employment classifications to avoid misclassification penalties.
  3. Implement Strong Data Security Measures: Enforce cybersecurity best practices to protect company and employee data.
  4. Utilize Technology for Compliance Tracking: Leverage legal tech solutions to streamline labor law adherence.
  5. Adjust Compensation for Regional Differences: Establish fair pay and benefits structures across various locations.
  6. Provide Ongoing Legal and Compliance Training: Equip employees and managers with the knowledge to navigate legal risks.

A Road Map for the Legal Maze of Remote Work

The rise of remote work presents a dynamic legal landscape for HR professionals. By proactively addressing compliance challenges, leveraging technology and fostering a legally sound work environment, HR leaders can better mitigate risks while supporting a flexible, engaged and motivated workforce.


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