The employment law risks senior executives don’t always see coming

Why senior leaders need to protect themselves and not just their companies

Senior executives operate in a uniquely high pressure legal environment. Expectations are higher, scrutiny is sharper and the consequences, both financial and reputational, are far more severe than for most employees. Yet many executives only recognise this once a dispute has arisen. By that stage, leverage has diminished, key rights may already have been lost and complex contractual provisions may have been triggered.

This article explores the employment law issues that personally affect senior executives in the UK, and why securing specialist advice at the right moment can mean the difference between a smooth transition and a damaging, costly dispute.

Your contract: The foundation of your protection

Most senior executives have bespoke service agreements, often lengthy and heavily negotiated. But bespoke does not automatically mean robust. These contracts frequently contain fiduciary and enhanced good faith duties that go far beyond standard employment obligations, exposing executives to serious personal risk if misunderstood.

Pay structures add further complexity. Senior leaders typically rely on a mix of annual bonuses, LTIPs, equity schemes, carried interest and other performance based awards. Disputes often arise around the employer’s exercise of discretion and clawback provisions, vesting conditions, or the good/bad leaver definitions that determine whether substantial value is retained or forfeited.

Often executives also face the duality of being both employees and company directors. Removal from the board and termination of employment are separate legal events, often with very different consequences, yet this distinction is frequently overlooked. Poor drafting or a lack of clarity around these arrangements can prove extremely costly when tensions arise.

Termination: High stakes and complex consequences

Senior exits are rarely straightforward. Wrongful dismissal risks are amplified by extended notice periods, PILON clauses and lengthy garden leave provisions that require careful handling. Even high earners are protected from unfair dismissal after two years’ service, and although “loss of trust and confidence” is a common justification for a Some Other Substantial Reason dismissal, it does not eliminate the employer’s duty to follow a fair process.

The concept of good and bad leaver status can dramatically affect the financial outcome for executives, with a “bad leaver” label often resulting in the loss of unvested share options, repayment obligations, or the forfeiture of significant value. Settlement agreements at this level are equally complex, typically involving negotiations around incentive plans, tax treatment of payments, director resignation mechanics, reputational clauses, confidentiality, announcements and ongoing indemnities. This is a phase where generic, template advice simply is not enough.

Restrictive covenants and confidentiality: Serious enforcement risk

Restrictive covenants are far more likely to be enforced against senior executives than against other employees, primarily because they have access to commercially sensitive information and key client relationships. Non-compete restrictions, non-solicitation and non-dealing clauses, garden leave arrangements and confidentiality obligations all carry significant weight. Moves to competitors or the launch of a new venture must be navigated with extreme care, as even inadvertent misuse of confidential information can result in urgent interdict proceedings.

Personal liability: The often overlooked exposure

A surprising number of senior leaders underestimate the personal risks attached to their roles. Directors’ duties under the Companies Act require them to avoid conflicts, promote the success of the company and exercise reasonable care and skill. Breaches can lead to personal claims, disqualification and severe reputational harm.

In some situations, the personal risk goes even further. Senior executives can be sued personally by employees under the Equality Act for acts of discrimination, harassment or victimisation. This is often overlooked, but it means that workplace behaviour, decision making and even comments made during performance or disciplinary processes can expose executives to individual legal liability.

In regulated sectors, responsibilities increase further. The SMCR regime imposes individual accountability, strict conduct rules and regulatory reference requirements that can affect future employability. Certain offences also create personal criminal exposure, including health and safety failures, bribery and financial misconduct. Tax obligations add another layer of risk, with executives sometimes inadvertently triggering liabilities around settlement payments, international mobility or IR35 arrangements.  Understanding these obligations early is essential to mitigating personal exposure.

Whistleblowing, investigations and workplace culture issues

Executives are increasingly drawn into investigations relating to discrimination or harassment allegations, governance failures, financial irregularities or wider culture and conduct concerns. These situations are inherently high risk. Even unproven allegations can lead to suspension, reputational damage or regulatory consequences that persist long after the investigation has concluded.

Whistleblowing protections apply equally to senior managers, yet many are unaware of the extent of these protections or how to rely on them safely.

The litigation landscape: Publicity and pressure

Employment tribunal claims are public by default. For high profile executives, this can mean unwanted media attention, professional embarrassment and long term reputational impact. Even when settlement is the ultimate objective, strategic litigation positioning is often essential in securing a favourable outcome.

Why early advice matters

For senior executives, employment law is not simply about rights on paper; it is about safeguarding reputation, protecting incentive value, preserving future career prospects and ensuring financial outcomes that may span many years. The biggest mistake executives make is waiting too long to seek specialist advice.

Early intervention can protect valuable bonuses and share options, strengthen negotiating positions, prevent restrictive covenant breaches, manage investigations effectively, preserve professional reputation and maintain leverage at critical decision points.

How I can help

We advise senior executives on the full spectrum of employment law challenges, from contract negotiations and complex exits to investigations, regulatory issues and restrictive covenants. Our approach is high level, strategic and commercial, grounded in a clear understanding of the reputational and financial stakes involved at this level. If you are facing a sensitive workplace issue, or simply want to put yourself in the strongest position before one arises, we can offer discreet, tailored support aligned with your priorities and long term goals.  Do not hesitate to get in touch.

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