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Insights

Startup Shares 101: Navigating the Complexities of Share Calculations

In the intricate world of startup finance, understanding share calculations is crucial. What seems like a straightforward counting exercise quickly becomes a nuanced exploration of different share types and calculation methods. Let's break down the three key ways startups measure their shares.

Startup Equity Compensation: The Basics

For startup founders and entrepreneurs, equity compensation is more than a recruitment tool. It builds an ownership culture, attracts top talent, and aligns employee incentives with company growth. Understanding the fundamentals of equity plans helps you design a structure that supports long-term success.

Corporate Conversion: Navigating Business Structure Transitions

As your business evolves, the legal structure that worked in your startup phase may no longer be the best fit. Corporate conversion - the process of transitioning from one entity type to another - can help align your company’s structure with your growth, funding, and succession goals.

Foreign Qualification: An Overview

Determining where your startup needs to qualify to do business can be a complex challenge, especially in an era of remote work and digital commerce. This memo provides critical guidance on understanding when and where your startup may need to qualify to do business.

Yes, through acceleration provisions - often triggered by acquisitions or termination without cause.

Unvested shares are actual stock subject to vesting, while options are simply the right to purchase shares in the future.

Yes, in most cases unvested shares come with full voting privileges. Options, however, do not.

Yes, employees technically own unvested shares, but the company retains the right to repurchase them if the employee leaves before vesting.

Not always. While acceleration is common, especially at the executive level, it must be specifically negotiated and documented in the equity agreement.

Yes. Founders, executives, and employees can all negotiate acceleration clauses, though terms often vary by role and seniority.

It ensures employees remain motivated and engaged after an acquisition, protecting company value and reducing turnover risk.

Single trigger accelerates vesting upon one event, such as an acquisition, while double trigger requires both an acquisition and a termination without cause.

No. Vesting schedules can also apply to contractors, advisors, and executives who receive equity compensation under the company’s equity incentive plan.

Yes. While time-based vesting is standard, many startups use performance-based or hybrid structures to align equity with specific goals or milestones.

A cliff ensures employees demonstrate commitment and cultural fit before receiving ownership. It also protects the company from granting equity to short-term hires.

The standard structure is a four-year schedule with a one-year cliff, followed by monthly or quarterly vesting for the remaining equity.

Ideally at incorporation. Waiting too long can create dilution challenges and complicate negotiations with investors.

An EIP can include stock options, restricted stock, RSUs, and other equity-based awards, giving flexibility to tailor compensation.

Yes. Even small teams benefit from setting aside equity early. Without one, you risk complications in hiring, fundraising, and future compliance.

Most early-stage startups set aside 10–20% of total equity, but the right size depends on your growth plan, hiring needs, and investor input.

Yes. A larger pool can dilute per-share value, which impacts how acquisition proceeds are distributed among shareholders and option holders.

Founders can negotiate for vesting acceleration, retention bonuses, or favorable conversion terms to ensure employees benefit from the deal.

Not always. Depending on the agreement, unvested options may continue vesting, accelerate, or be canceled and replaced with new grants.

Option pools may either remain under the existing plan with the same vesting schedules or be converted into the acquiring company’s plan under a conversion ratio.

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