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SENIOR ASSOCIATE LAWYER (BUSINESS LAW)

Hybrid
Toronto, Ontario, Canada
Senior Level
Full-Time

Top Benefits

Competitive Compensation
Comprehensive Benefits
Flexible Hybrid Work Arrangements

About the role

Toronto | Hybrid | Partnership Track

The Opportunity At Houser Henry & Syron LLP, we believe talented lawyers should have the opportunity to grow, lead, and advance based on merit, not simply time spent waiting in line.

We're looking for a Senior Associate Lawyer (business law) who is ready for something more. More client contact. More responsibility. More influence. More opportunity to shape the future of their practice and career.

This position is ideal for a lawyer who enjoys helping business owners, entrepreneurs, executives, and investors navigate important decisions and complex transactions. You'll work directly with clients, take ownership of files, and play a meaningful role in the continued growth of the firm.

Unlike larger firms where advancement can feel distant, we provide a genuine pathway toward partnership for lawyers who are ambitious, entrepreneurial, and committed to building lasting client relationships.

If you're looking for an environment where your contributions are noticed, your ideas are valued, and your career growth is supported, we'd love to meet you.

Interesting Work That Impacts Business Our Business Law team advises companies through some of their most important moments, from acquisitions and reorganizations to financing transactions and strategic business decisions.

You'll be involved in a diverse range of sophisticated matters, including mergers and acquisitions, shareholder agreements, corporate restructurings, commercial contracts, financing transactions, and corporate governance matters.

No two days are the same. One day you may be advising a growing entrepreneur on an acquisition, while the next, you're helping a family-owned business with succession planning or supporting investors through a significant transaction.

Most importantly, you'll have the opportunity to see the direct impact of your work with your client.

Become a Trusted Business Advisor At HH&S, relationships matter.

We believe clients receive the best legal advice when their lawyer understands not only the legal issues they face, but also their business objectives, challenges, and long-term goals.

As a Senior Associate, you'll have the opportunity to develop trusted advisor relationships, grow your own client base, and establish a reputation as a practical, business-minded lawyer who delivers solutions.

A Real Path to Partnership We're not looking for someone who wants to remain a career associate indefinitely. We're looking for someone who sees themselves as a future leader.

Our partners work closely with senior associates, providing mentorship, client-development opportunities, and strategic guidance as they build their practices and prepare for the next stage of their careers.

You'll be encouraged to participate in business development initiatives, strengthen client relationships, and contribute to the overall growth of the firm. For the right person, partnership is not a vague possibility, it's a tangible and achievable goal.

A Culture That Supports Success We know exceptional lawyers do their best when they have the flexibility and support to thrive both professionally and personally.

HH&S has built a culture focused on collaboration, mutual respect, and sustainable practice growth.

Our lawyers enjoy hybrid work arrangements, modern technology, a supportive team environment, and flexibility that reflects the realities of today's legal profession.

We are committed to delivering exceptional client service while fostering a workplace where people enjoy coming to work and building long-term careers.

Who Will Thrive Here? You may be the right fit for HH&S if you are curious, ambitious, and energized by helping businesses succeed.

You enjoy taking ownership of your work, navigating complex transactions, and providing practical guidance that clients can confidently act upon. You are comfortable working independently while also embracing the support, mentorship, and collaboration that comes from being part of a highly engaged team.

You understand that great legal counsel goes beyond technical expertise—it requires strong relationships, sound judgment, and a genuine commitment to understanding each client's business and goals.

You likely bring: At least 5 years of post-call experience in Corporate Commercial Law The ability to independently manage sophisticated transactions and client files Strong drafting, negotiation, and communication skills A commercial mindset coupled with practical problem-solving abilities A genuine desire to help grow both your practice and the firm

At HH&S, we're not just looking for a lawyer, we're looking for someone who wants to build a rewarding career, cultivate meaningful client relationships, and be part of a firm with a bright future.

Why HH&S? At HH&S, your work has impact - and your career has momentum.

This is an opportunity to join a firm where talented lawyers are trusted to take ownership, build meaningful client relationships, and contribute to the firm's continued success. You'll work on sophisticated and engaging matters alongside experienced professionals who value collaboration, practical legal advice, and entrepreneurial thinking.

We offer competitive compensation, comprehensive benefits, flexible hybrid work arrangements, and direct mentorship from accomplished partners who are invested in your growth. More importantly, you'll have the opportunity to develop your practice, take on meaningful responsibility, and advance your career in an environment that recognizes and rewards initiative.

Confidential Inquiries If you're looking for greater autonomy, more substantive client engagement, and a clear path toward leadership and partnership, we'd welcome the opportunity to connect confidentially.

How to Apply: Interested candidates are invited to submit a cover letter and resume in confidence to:

Michael R. Henry Managing Partner Tel: (416) 860-8021 Email: mhenry@houserhenry.com

About HH&S Since 1934, Houser Henry & Syron LLP has provided legal services to Canadian and foreign private businesses, helping them deal with complex legal challenges to grow and to manage risk successfully.

We help our clients with mergers and acquisitions, commercial real estate, reorganizations, shareholder disputes and agreements, commercial agreements, employment issues and financing.

We also pride ourselves in practising in plain English.

About Houser, Henry & Syron LLP

Law Practice
11-50 employees

We’re a Different Kind of Law Firm.

Serving multiple generations of mid-sized businesses since 1934, we’re a progressive law boutique with an entrepreneurial spirit.

Much like our clients, we value collaborative, long-term partnerships, strategic advice, and highly engaged teams. Not to mention the value of doing business in plain English.

What do you want from your law firm?

Do you want them to be focused on your needs rather than their own or to treat you so well you feel as though you are their only client?

Houser Henry & Syron is that kind of firm. A Toronto-based, boutique Canadian business law firm that has served mid-sized clients since 1934, we offer privately owned businesses and Canadian subsidiaries of foreign companies the services they need to grow and thrive. We also provide estate planning to individuals and families.

Our focus is one hundred percent on our clients, our approach, quite different than other law firms.

Our lawyers respond to client requests quickly - often within an hour, always within a day. Our lean size means fewer layers, less process and more attention. It also means we do not generate excessive billable hours others often do by piling unnecessary people on your business.

Working with Houser Henry & Syron is like having in-house counsel available when you need it. We provide high-quality, legal advice that is both practical and strategically sound. Equally important, it is easy to understand and not drowning in legalese.

Our track record speaks for itself. More than eighty percent of our clients have been with us for over five years, many beyond 25 years. If this is your kind of law firm, please contact us.

Visit www.houserhenry.com for more information on how we can help you. You can also follow us on Twitter: twitter.com/#!/HouserHenry

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