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After almost 20 years of advising General Counsel and Heads of Legal through career transitions, one issue consistently catches even the most experienced lawyers off guard: their Long-Term Incentive Plan (LTIP).
I have observed highly capable, commercially astute General Counsel progress to the final stages of a recruitment process, often to offer stage, before reviewing their vesting schedule and realising the scale of value they would forfeit by moving.
Conversely, I have seen equally accomplished lawyers decline compelling opportunities under the mistaken belief that they would be worse off, simply because they do not fully understand, or do not appropriately value, the LTIP arrangements on offer.
LTIPs are not merely a peripheral component of a compensation package; they are frequently the most significant financial variable in any career decision. Yet, many in-house lawyers do not have a clear or comprehensive understanding of how these plans operate or what they are worth.
This series aims to address that gap by examining LTIPs in a structured and practical way.
At a fundamental level, LTIPs are designed to align an individual’s financial outcomes with the long-term performance of the organisation. They typically vest over a three- to five-year horizon and are most commonly structured in one of the following forms:
💲 Stock options — the right to acquire shares at a predetermined price after a specified period
💲 Restricted stock — shares granted subject to time-based or performance-based vesting conditions
💲 Performance shares — awards contingent upon the achievement of defined corporate metrics, such as revenue growth, share price appreciation, or other strategic targets
Both public and private companies utilise these structures, although the underlying mechanics can differ materially. In publicly listed organisations, LTIPs are generally linked to share price performance and market-based metrics, making them comparatively transparent and easier to evaluate. In contrast, private company plans are often tied to future liquidity events or projected growth trajectories, which introduces additional complexity and uncertainty.
The implications of LTIPs are critical when assessing whether to remain with an existing employer or pursue a new opportunity. In effect, they operate as a timing mechanism. A clear understanding of when value is likely to be realised, or forfeited, is essential to making a well-informed and commercially sound career decision.
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