Practical resources on the rules nonprofits operate under. Governance and fiduciary duties. Tax-exempt status and public-support tests. Lobbying and advocacy rules. Employment and volunteer compliance. Fiscal sponsorship.

Written for executive directors, board members, and senior leadership who want to understand the frameworks shaping their work.

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The Nonprofit Law Primer.

Fiscal Sponsorship: Legal Structure, Risks, and Best Practices

Fiscal sponsorship is often treated as an administrative shortcut, but it's a governance decision with real employment, insurance, and multistate compliance consequences. This piece walks nonprofit boards through the legal models, the risks each one creates, and what the agreement needs to say.

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Alex Booker Alex Booker

Volunteer Program Agreements & Documentation for Nonprofits: WhatExecutive Directors and Boards Need to Get Right

Many nonprofits run volunteer programs on a single form — or no form at all. That's not a documentation system. A well-structured volunteer program requires a suite of documents: a services agreement, a role description, a background check authorization, confidentiality provisions, and a retention protocol that makes everything usable when it matters. This article walks through what each document does, where programs typically fail, and what the rules look like in CT, DC, MA, and NY.

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Alex Booker Alex Booker

When Are Nonprofit Volunteers Protected by Anti-Discrimination Law in Massachusetts and DC?

Federal anti-discrimination statutes generally protect employees, not true unpaid volunteers — but courts look past the label. Whether a nonprofit faces liability depends on whether the volunteer relationship is truly gratuitous or functions enough like employment to trigger coverage under federal law, Massachusetts chapter 151B, or the DC Human Rights Act.

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Alex Booker Alex Booker

When “Free Help” Isn’t Free: Volunteer Classification and Liability for Nonprofits

Nonprofits often rely on volunteers to keep programs running, but that reliance can create legal risk when a volunteer arrangement starts to look like an employment relationship. This article outlines common classification red flags, explains why stipends require care, and summarizes the volunteer-liability framework under federal law, Massachusetts law, and D.C. law.

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Alex Booker Alex Booker

What the IRS Requires When Your Nonprofit Sets Executive Pay

When a nonprofit board approves executive compensation without the right process, the consequences don't stay with the organization — they follow the individuals who approved it. This post explains the what the right process looks like, what documentation boards must keep, and what to know in CT, DC, MA, & NY.

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CML Team CML Team

Nonprofit Startup Checklist

Launching a nonprofit takes more than a mission statement: between state incorporation, EIN, bank account, 501(c)(3) application, and charitable solicitation registration, here's the sequencing that gets you operating without backtracking.

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