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High Conflict Exit Lawyers Toronto

Handling a Difficult Employee Exit? Speak with a High‑Conflict Exits Lawyer

When an employee exit becomes emotionally charged or legally risky, often due to difficult personalities, leadership breakdowns, or serious misconduct, employers face heightened risk of liability, reputational harm, and litigation. At Greenwood Law, we specialize in managing high-conflict employee exits with strategic planning, negotiation, and exit documentation that protect your organization and minimize disruption.

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Meet the People on Your Team​

Greenwood Law has significant experience assisting senior executives and employers through complex departures. We provide expert guidance for negotiated exits and mediation involving difficult behaviours, ensuring exits are managed with legal precision, confidentiality, enforceability, and respect.

Headshot Jessyca - High Conflict Exit Lawyers Toronto

Jessyca
Greenwood

Principal Lawyer

Headshot Sabrina - High Conflict Exit Lawyers Toronto

Sabrina
Feldman

Partner

Headshot Hilary - High Conflict Exit Lawyers Toronto

Hilary
Page

Partner

Headshot Matt - High Conflict Exit Lawyers Toronto

Matt
Chapman

Partner

Headshot Lindsay Koruna - High Conflict Exit Lawyers Toronto

Lindsay
Koruna

Senior Paralegal

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Bushra
Hussain

Paralegal

Amanda Termeulen - Greenwood Law

Amanda
Termeulen

Finance & People

What Are High-Conflict Exits?

High-conflict exits arise when employee departures are marked by intense disagreement, emotional volatility, or history of hostility. These exits often involve:

  • Senior roles or influential employees
  • Accusations related to misconduct, loyalty, or performance disputes
  • Resistance to standard exit procedures or demands for unusual terms
  • Risk of public allegations, HR complaints, or legal action by departing staff


Without proper control, high-conflict separations can trigger legal claims, bad faith allegations, or serious threats to workplace order.

Why Are High‑Conflict Exits Risky for Employers?

Employers face significant legal exposure in high-conflict exits, including:

  • Claims of wrongful dismissal, constructive dismissal, or bad-faith termination
  • Human rights or discrimination complaints arising from exit circumstances
  • Reputational damage or negative workplace culture fallout
  • Escalation into arbitration, tribunal proceedings, or litigation


An improperly handled exit can cost employers significantly in time, reputation, and legal risk.

How Greenwood Law Assists Employers With High‑Conflict Exits

Tailored Exit Planning
We assess conflict drivers, register legal risks, and craft exit strategies, including separation agreements, releases, and negotiation points, prior to finalizing termination proposals to protect your interests.

Litigation‑Aware Document Drafting
Expert drafting of exit agreements, including confidentiality terms, non‑solicitation clauses, release provisions, and conditional severance, ensuring enforceability under Ontario law and reducing future claims.

Structured Termination Communication Support
We advise on how to conduct exit interviews or communications in legally defensible ways, including management of employee responses, documentation, and internal communications planning.

Post‑Exit Protection and Strategy
After the exit, we continue to support employers with response planning for potential complaints, review of internal investigations, and strategies for preserving workplace cohesion.

Hear From Our Clients

Helping Clients Get Back to Work

Our employment lawyers in Toronto are ready to protect your rights and secure the compensation you deserve.

Table of Contents

Hear From Our Clients

Helping Clients Get Back to Work

Our employment lawyers in Toronto are ready to protect your rights and secure the compensation you deserve.

Why Choose Greenwood Law - Toronto Employment Lawyers

Our Toronto employment lawyers support employers in managing high-conflict exits, with bespoke exit agreements, risk-based negotiation strategy, and careful process management tailored to your business’s needs. We help minimize disruption and legal exposure under Ontario employment law.

Specialization in volatile separations

We handle exits involving difficult personalities, senior staff, and complex litigation anticipation.

Legal drafting with enforceability

We ensure exit documents are defensible under Ontario law and reduce the potential for future claims.

Strategic mediation when needed

Our experience allows us to de-escalate early and avoid disruptive conflict.

Local knowledge and workplace guidance

We understand Toronto’s corporate culture and applicable employment standards.

Frequently Asked Questions - High-Conflict Employee Exits

A high-conflict exit is marked by intense emotion, hostility, litigation threats, or unreasonable demands, often involving senior staff or contentious workplace dynamics. These departures carry greater risk without structured legal support.

Yes. Especially in high-conflict contexts. Written agreements clarify terms, prevent misunderstandings, and limit future disputes. Exit agreements help ensure finality and mutual release.

Third-party mediation or neutral evaluation offers structured, less adversarial resolution. It helps parties reach agreement without court, reducing escalation risk. 

Yes, when appropriately tailored. These clauses must meet Ontario enforceability standards, clearly written, reasonable in scope, and balanced with consideration for the departing employee.

We implement sensitive but firm exit protocols, assess legal risk, and ensure agreements meet statutory and human rights standards.

As early as the exit is anticipated. Early intervention ensures better negotiation outcomes, document defensibility, and proper handling of high-stress dynamics.

Speak with a High-Conflict Exits Lawyer in Toronto

Planning to separate from a high-conflict employee or executive and concerned about risk? Greenwood Law offers specialist exit agreements, negotiation support, and dispute mitigation strategies tailored to Toronto employers.