Clarity At The Crossroads

Big Law Expertise.

Boutique Precision.

Trusted counsel for businesses and professionals navigating complex, high-stakes decisions. 

About Us

Quandary is a boutique law firm built on experience, judgment, and precision. We serve as trusted counsel to businesses, professionals, and families facing pivotal moments — from major disputes to critical planning decisions. Whether the issue involves complex litigation, business formation and compliance, or the transfer of family wealth, we bring clarity, strategy, and results.

Planning Your Legacy

We understand that the most consequential legal challenges often arise at moments of uncertainty.  Our role is to deliver clear strategy, effective advocacy, and practical solutions aligned with your broader goals.

Our Values

Strategy: A disciplined, results-driven approach to every matter.

Clarity: Transforming complexity into actionable guidance.

Commitment: Relentless dedication to our clients’ objectives.

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Want to learn more?

Ready to take control of your future? Download one of our FREE estate planning guides and start making informed decisions today. It’s your first step toward peace of mind and protecting what matters most.

Awards & Recognitions

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Best Lawyers In America

Ones To Watch

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The Legal 500 US

Recommended Attorney

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Super Lawyer, Massachusetts

Listed 2022-2025

award 2022

Go To Lawyer, Business Litigation

Massachusetts Lawyers Weekly

award 2019

50 Most Influential Attorneys of Color in Greater Boston

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award 2017

Ten Outstanding Young Leader Award

Greater Boston Chamber of Commerce

Our Practice Areas

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Estate Planning &
Legacy Transfer

Comprehensive estate and trust planning for professionals, families, and business owners.

Legacy Protection

Strategies and tools to preserve your legacy through asset and wealth protection plans.

Tax Planning Strategies

Sophisticated tax strategies to help clients minimize risks and maximize the outcomes.

Business Counseling & Compliance

Strategic advice for new and established businesses on formation, governance, contracts and regulatory obligations.

Business Disptues

Counsel in disputes over ownership, contracts, fiduciary claims, and dissolutions.

Appellate & Post Judgment Advocacy

Sophisticated counsel for review of disputes.

How It Works

We make it easy to get started.  Schedule a 15 minute call to start the journey for achieving your family, professional, and business goals. 

01

Consultation

15 minute call about our processes and systems and how they help you choose the right strategies for your particular situation.

02

Strategize

We work with you to develop comprehensive plans aimed at achieving the goals and objectives you set.

03

Take Action

We execute on the strategies to allow you to focus on your family, business or professional goals.

What Our Clients Say

“Professional and knowledgable.”

Sean A.

“Clear and efficient systems that helped make the planning process easy and smooth.”

Jesse S.

“I left the strategy session knowing I had a plan that I could execute to meet my needs.”

Dave R.