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Startup Equity Issues Cause Litigation, Lawyer Says

Standard startup equity vesting schedules often lead to costly litigation when founders depart, creating "dead weight" on the cap table. New contractual models are needed.

14 September 2026
Startup Equity Issues Cause Litigation, Lawyer Says

A common four-year vesting schedule with a one-year cliff for equity in venture-backed startups frequently results in costly legal battles when founders leave, according to David Siegel, a partner at Grellas Shah LLP. This standard framework, while seemingly convenient, often creates significant problems.

When a co-founder with substantial ownership exits, voluntarily or involuntarily, they can retain a large stake in the company. This is often viewed by investors and remaining partners as "dead weight" – an equity holder no longer contributing value but still entitled to a significant portion of future exits.

This situation can harm startups by killing motivation among remaining staff, complicating future dilution pools for new hires or funding rounds, and creating nightmares around voting rights and control if the departed founder retains significant influence. Investor tolerance for such large stakes has decreased significantly, with many now expecting former founders to hold no more than 2.5% of the cap table.

Siegel argues that the traditional vesting model lacks mechanisms to claw back shares, pushing companies to pressure departing founders or resort to litigation, which can cost hundreds of thousands of dollars. He suggests that the industry needs to adopt more nuanced founding documents from the outset.

Potential solutions include automatically stripping voting power upon departure, implementing extended and back-weighted vesting schedules (e.g., five or six years with increasing percentages each year), pre-agreeing on buyback methodologies and prices for vested shares post-termination, or having equity automatically convert to a class with inferior economic and voting rights.

Original source: news.crunchbase.com