MGLS INSIGHTS

Updates and Insights from the team at Matthew Glick Legal Services.


 
VC Fundraising is Becoming Increasingly Concentrated

U.S. venture capital returns are recovering, but fundraising and exits remain highly concentrated. Explore what recent VC trends—including unrealized gains, billion-dollar funds, fewer IPOs, and a growing unicorn backlog—mean for founders navigating startup financing, governance, fundraising strategy, and potential exits in an increasingly selective venture capital market.

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When Does Everyone's QSBS Clock Start? Their Own Money is Riding on the Answer.

Early investors using SAFEs or convertible notes may unknowingly delay their QSBS tax benefits. Learn when the QSBS holding period begins, how the 3-, 4-, and 5-year exclusion rules work, and why founders and angel investors should consider conversion timing when planning early-stage investments and potential exits.

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The Biggest Tax Break in Startup Law

Starting as an LLC can delay valuable Qualified Small Business Stock (QSBS) tax benefits. Learn why converting to a C corporation later may restart the five-year QSBS holding period—and how choosing the right business entity early can help founders protect potentially significant federal tax savings when planning a future startup exit.

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"Why should I care about laws in states where my company doesn't even operate?"

Growing businesses can't afford to focus on just one state's laws. Remote work, privacy regulations, Delaware corporate law, and enterprise contracts can all create legal obligations beyond your home state. Learn why monitoring multi-state legal developments helps founders reduce risk, negotiate smarter, and avoid costly compliance surprises.

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People are constantly comparing new experiences against existing expectations.

A contract that looks standard may still contain significant legal risks. Learn how familiar document structures and “mental models” influence contract review, build trust, and sometimes create false confidence. This article explains why businesses should look beyond formatting and carefully evaluate the language, obligations, and risks hidden within seemingly routine agreements.

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Are you using off-the-shelf AI tools?

Using off-the-shelf AI tools? Before uploading sensitive information, understand where your data goes and how it may be used. This article explores AI data privacy risks, including data retention, sharing, and provider access, and offers practical guidance for businesses on protecting confidential information when using third-party AI platforms.

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Being Offered Part Ownership of an LLC? Don't Assume You're an Owner Yet.

Before accepting LLC ownership, verify what it actually takes to become a member. This article explains how operating agreements, franchise restrictions, and proper documentation determine ownership rights. Learn why a handshake or side agreement may leave you with only a contract claim—not an ownership interest—in a New York LLC.

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AI Is Writing More Code Than Ever. So, Why is Software Quality Getting Worse?

As AI-generated code becomes more common, software quality and legal risk deserve greater attention. Learn why founders should negotiate clear software development agreements covering performance standards, defect remediation, warranties, and remedies. Faster coding is valuable—but contracts should clearly define who bears the risk if AI-assisted software fails to perform as promised.

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