The Future of Work: Legal Issues in Remote and Hybrid Settings 2025
Program Length
1 Day - On Demand
Program Dates
The Future of Work: Legal Issues in Remote and Hybrid Settings 2025
Program Chair
Lisa Stam
Founder and Managing Partner, SpringLaw
Navigating Legal Challenges in the Evolving World of Remote and Hybrid Work
Gain critical insights into the legal complexities of remote and hybrid work, from compliance and liability to data privacy and cross-border employment. Stay ahead of evolving regulations and ensure your organization is prepared for the future of work.
As remote and hybrid work redefine how — and where — business gets done, legal frameworks are scrambling to keep pace. From jurisdictional complexities to data privacy pitfalls, today’s flexible work environments are rewriting the rules. The Future of Work: Legal Issues in Remote and Hybrid Settings brings together legal experts, HR leaders, and forward-thinking professionals to navigate the high-stakes legal challenges shaping the next era of employment. This isn’t just a conversation about policy — it’s a roadmap to staying compliant, competitive, and prepared.
Registration includes 120-day unlimited, online access to the recorded program.
What You’ll Learn
Navigating Cross-Border Legal Complexities – Unpack tax implications, corporate obligations, and immigration law challenges in a global remote workforce.
Are We Borderless Yet? Compare U.S. and Canadian employment standards to understand key differences impacting remote teams.
Understand legal exposure in return-to-office mandates, including constructive dismissal risks
Learn why the virtual workplace is still subject to health, safety, and privacy laws- Draft clear, enforceable policies to support compliance and protect your organization
Tackle tricky issues like side-hustles, moonlighting, and time theft
Handle discipline and terminations effectively in a remote/hybrid context
AI in Hiring: Compliance & Best Practices for Employers Explore how AI is changing recruitment—and what legal safeguards are essential.
Winning the Talent War: Recruitment & Retention in a Hybrid World Discover proven strategies to attract and keep top talent in flexible work environments.
Employee Surveillance in a Digital World – Get up to speed on electronic monitoring laws and how to stay compliant while maintaining trust.
Building Inclusion in a Remote World – Strategies to Create a Diverse, Equitable, and Inclusive Workplace in Remote and Hybrid Settings
“All of the sessions were extremely informative … All speakers were knowledgeable and were easy to listen to … great insights and opinions.”
Agenda
9:00 a.m. Welcome and Introduction to the Program
Lisa Stam, Founder and Managing Partner, SpringLaw
9:15 a.m. Cross Border Laws: Rapid Fire Case Study Focusing on the Key Issues
Taxation considerations
Corporate concerns
Immigration law considerations
Anna Malazhavaya, Advotax Law
Melissa Babel, Babel Immigration Law Professional Corporation
10:00 a.m. Cross Border Employment Laws: Are We Borderless Yet?
US vs. Canada employment standards in the remote workplace
Terese M. Connolly, Taft Law, Chicago, Illinois
Nancy Shapiro, The Employment Law Boutique
11:00 a.m. Management of Remote Work – Legal Risk and Compliance
Return to office directives and location of work
The virtual workplace is still the workplace – health and safety, harassment and discipline
Drafting effective policies
Side hustles, moonlighting and time theft
Terminations and exits in the remote/hybrid environment
Ted Panagiotoulias, Seabrook Workplace Law
1:00 p.m. AI, Employers, and the Hiring Process: Key Compliance and Best Practices
In this session we explore how artificial intelligence is transforming hiring—from applicant screening and assessment to final selection—and what it means for HR professionals today. This session will also unpack the latest requirements under Ontario’s Working for Workers Act, 2024 (Bill 149), including mandatory disclosures in job postings. Learn how to craft compliant disclosure statements that align with evolving legal and regulatory standards.
Calvin To, SpringLaw
1:20 p.m. Distinctive Features of the Errors and Omissions Policy In the Post-Pandemic Litigation Landscape
How the grant of coverage in E & O policies differs
What is comprehended by ‘economic loss’?
The broad grant of coverage vs. the important ‘clawbacks’ created by exclusions
Duties of insureds under the policy and the insured’s role in the defence and settlement of claims
Dr. Lisa Becker, Omega Medical Associates
Frank Benedetto, Flaherty McCarthy LLP
1:45 p.m. Recruitment and Retention: Adopting the Best Strategies in a Remote/Hybrid Work Environment
2:45 p.m. Electronic Monitoring of Employees – What You Need to Know
What is employee monitoring software and when and how should it be used?
What are the dos and don’ts re employee monitoring
Understanding and addressing the privacy and regulatory issues
Jeremy Edgell, Senior Director of Client Support Services, Business Cloud Inc.
Timothy Banks, nNovation LLP
3:30 p.m. Fostering Inclusion in Remote/Hybrid Work Settings: Key Strategies and Best Practices for a Diverse, Equitable and Inclusive Workplace
Remote/hybrid work opens doors to diverse talent and offers flexibility, but true inclusion requires intentional and concerted effort. Every employee—regardless of location, background, or ability—should feel valued, supported, and equally empowered to grow. Building an inclusive remote culture involves addressing challenges such as isolation, communication barriers, and unequal visibility. Topics covered include:
Creating and clearly communicating inclusive policies, covering accommodation, equity and support systems
Accessible communication – guidelines on communication channels technology and accessibility tools enabling all employees to communicate effectively
How to proactively address inclusion challenges and address equal access to growth and resources, necessary digital tools and organizational support systems
Asha Rampersad, Turnpenney Milne LLP
Tania DeSa, CEO, Desa Global Leadership Inc.
4:40 p.m. Chair’s Closing Remarks
Lisa Stam, Founder and Managing Partner, SpringLaw
As law evolves, we know how important it is to stay up to date. We also understand the financial implications of continuously upgrading your professional skills and knowledge. For more information on available options, including Job Grants, OSAP, please visit:
Manager, Recruitment and Retention, York Region District School Board
“The speakers were very informative and knowledgeable.”
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