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Ashford Legal Group

Business & Corporate Counsel

Considered legal
counsel for the
companies building what's next.

Ashford Legal Group advises founders, operators, and investors across Massachusetts on formation, financings, contracts, and disputes — with the judgment that only comes from doing the work for a decade.

Book a 30-minute consult See our practice →
14+years advising MA companies
$420M+in transactions supported
180+active client companies

Recognized by

Practice areas

A focused practice, built around how companies actually operate.

Formation & Governance

Delaware and Massachusetts entities, founder agreements, equity plans, board mechanics, and the bylaws that don't fall apart at the first disagreement.

Discuss a formation →

Financings & M&A

Seed through Series C, SAFE notes, convertible debt, asset and stock purchases, and the diligence calls that actually move a deal forward.

Talk through a deal →

Commercial Contracts

Customer agreements, vendor MSAs, partnership deals, licensing, and the unglamorous paperwork that quietly protects revenue.

Review a contract →

Disputes & Litigation

Commercial disputes in Massachusetts and federal courts, pre-suit strategy, settlement architecture, and trial work when settlement isn't realistic.

Map a dispute →

Employment Counsel

Offer letters, equity grants, restrictive covenants, separations, and the kind of HR guidance that prevents a wrongful-termination claim in year three.

Get employment help →

Outside General Counsel

A fractional GC relationship for companies between in-house hires — board meeting prep, vendor review, regulatory questions, and the long view.

Inquire about fractional GC →

Attorneys

Two lawyers. A small, deliberate practice.

We don't staff matters with associates you've never met. Every engagement is led by one of us, end to end.

Portrait of Elena M. Reyes

Elena M. Reyes

Founding Partner

Massachusetts Bar · 14th District · S.D.N.Y. (pro hac)

Elena started Ashford Legal Group in 2018 after eight years at a mid-size Boston firm, where she led the venture finance group. Her practice centers on formation, financings, and the founder conversations that happen before the term sheet arrives. She teaches a seminar on entrepreneurial law at Northeastern each spring.

J.D., Boston University School of Law · B.A., Wesleyan University

Portrait of Daniel K. Okafor

Daniel K. Okafor

Associate

Massachusetts Bar · First Circuit

Daniel joined Ashford in 2022 after clerking for the Massachusetts Superior Court and two years in commercial litigation at a downtown firm. He leads the firm's disputes practice, handles commercial contract reviews, and is the person clients call when a vendor relationship has gone sideways at 5pm on a Friday.

J.D., Harvard Law School · B.S., University of Maryland

View of the Ashford Legal Group office in Boston

Our office

A small studio in Boston's Financial District.

We're on the 14th floor of 75 Federal Street, two blocks from South Station. The office is small on purpose — two lawyers, a paralegal, and a room we use for client meetings that occasionally runs over.

We work with clients across Massachusetts and, where a matter requires it, in Delaware, New York, and California through local counsel relationships we've built over the years.

  • 75 Federal Street, Suite 1420
  • Boston, Massachusetts 02110
  • By appointment, Monday – Friday

How we work

Plain-spoken counsel, billed honestly.

  1. 01

    A 30-minute consult, on the record.

    We'll tell you whether you need a lawyer at all. If you do, you'll leave the call with a clear picture of scope, timeline, and likely cost.

  2. 02

    A scoped engagement letter.

    Fixed fees where the work is predictable. Reasonable hourly rates where it isn't. No mystery invoices, no junior associate padding.

  3. 03

    Work led by the person you hired.

    Elena or Daniel drafts, calls, and shows up to court. We don't pass your matter to a team you've never spoken to.

  4. 04

    Plain-English summaries, every month.

    Status notes written for the CEO, not the partner-track attorney. If something needs your attention, you'll know what and why.

Recent writing

Notes from the practice.

June 2026

The Massachusetts non-compete landscape after the 2024 amendments

What the revised statute actually changed, what garden-leave provisions still work, and how to draft a restrictive covenant a court will enforce.

Read the note →

May 2026

Cap-table cleanup before a priced round

Six small issues that turn into two weeks of diligence delay if you don't catch them before the data room opens.

Read the note →

April 2026

When to use a SAFE, and when you shouldn't

The post-2022 Y Combinator SAFE isn't always the right instrument. A decision tree for early-stage founders choosing between debt, equity, and SAFEs.

Read the note →

Book a consult

Tell us a little about what you're working on.

The first 30 minutes are on the house. We'll listen, ask the questions that matter, and tell you honestly whether we can help — and what it will cost.

No attorney–client relationship is formed by submitting this form.