SENIOR ASSOCIATE LAWYER (BUSINESS LAW)

Job summary

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 trans…

Job details

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.

What you’ll do

As a Senior Associate Lawyer, you will advise clients on complex business transactions and help them navigate important decisions. You will take ownership of files and play a significant role in the firm's growth.

Requirements

Candidates should have at least 5 years of post-call experience in Corporate Commercial Law and the ability to manage sophisticated transactions independently. Strong drafting, negotiation, and communication skills are essential, along with a desire to grow both personally and professionally.

Benefits

• Competitive Compensation • Comprehensive Benefits • Flexible Hybrid Work Arrangements • Direct Mentorship

Listed skills

• Mentorship · Preferred
• Collaboration · Preferred
• Client · Preferred
• Negotiation · Preferred
• Communication · Preferred
• Development · Preferred
• contracts · Preferred
• Time · Preferred
• future · Preferred
• Communication Skills · Preferred
• Flexible · Preferred
• Business development · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• Corporate Commercial Law
• Drafting
• Negotiation
• Communication
• Problem-Solving
• Client Management
• Business Development
• Relationship Building