K
16+ Years
Advising entrepreneur-led companies on complex corporate matters
$5M – $20M
Revenue range of our ideal clients in the GTHA market
$150M – $450M
Total addressable market for specialized corporate counsel annually
3 Situations
Opportunities · Transitions · Disputes — organized around how you need us
Boutique Corporate Law · GTHA · Est. 2009

Complex matters.
Practical solutions. At the pace of business.

We are the go-to corporate law specialists for innovative, entrepreneur-led companies in the GTHA — navigating growth transactions, ownership transitions, and governance challenges with Big Law expertise and none of the overhead.

Who We Are

The firm built for
entrepreneurs, by entrepreneurs

"Big Law expertise. Boutique attention. Without the overhead, conflicts, or bureaucracy."

Kissack & Company occupies a distinctive position in the GTHA legal market. After 16 years advising entrepreneur-led companies, we've refined what it means to serve a business that's too complex for a generalist but too agile for a Big Law firm.

Our principal has operated businesses. That experience shapes how we approach every matter — with an understanding of what's personally and commercially at stake, not just what the documents say.

High EQ, High Stakes

We understand the human element in every complex matter — not just the legal structure. Because the people involved matter as much as the documents.

Solution-Based

We focus on closing transactions and resolving situations — not showcasing legal intelligence. Practical advice backed by experience and judgment.

Boutique Structure

Partner-level attention throughout. Fewer conflicts. Full team capability when complexity demands it — with systems and processes that scale with you.

At Your Pace

Responsive, calming, and adaptable. We keep pace with fast-moving entrepreneurs — and make complexity understandable along the way.

What We Do

Organized around
your situation

Entrepreneur-led companies face three distinct types of complex corporate challenges. Each has its own urgency, dynamics, and what it takes to win. We've structured our entire practice around them — not around our org chart.
01 / Opportunities

When Growth
Calls

You're protecting what you've built while pursuing what's possible. We focus the parties on the deal issues that matter and navigate the human dynamics to get your transaction closed — quickly.

  • Mergers & acquisitions — buy-side and sell-side
  • Capital raises and complex financing
  • Strategic partnerships and joint ventures
  • Growth transactions up to $40M
02 / Transitions

When the Future
Needs Clarity

You're planning what comes next while protecting legacy and relationships. We guide you through complexity by navigating the personal dynamics to create practical solutions that work for everyone.

  • Succession planning and exit preparation
  • Ownership restructuring
  • Corporate reorganization
  • Multi-generational family business transitions
03 / Disputes

When the Stakes
Are High

Governance conflicts put everything you've built at risk. We bring focus to the core issues that matter for preserving value and find practical solutions that allow your business to move forward.

  • Shareholder conflicts and governance breakdowns
  • Partnership dissolution
  • Multi-party dispute resolution
  • Selective — we choose carefully, high-stakes only
Who We Service

The sweet spot
of the GTHA market

There's a distinct segment of entrepreneur-led companies that are too complex for generalists and too agile for Big Law. They're above $5M in revenue — complex enough to need specialized counsel — but below $20M, not yet bringing legal expertise in-house.

Our ideal clients are owner-operators, founders, and family business leaders who are innovative, growth-oriented, and aggressive about seizing opportunities. They make decisions quickly and value partners who can keep pace.

Market Overview · GTHA

6,000–9,000 Companies in the $5M–$20M range
$150M–$450M Addressable market annually
40–60% Lower fees than Big Law, no quality trade-off
A

Accountants

Trusted advisors who see financial complexity before legal complexity emerges — and refer when their clients need more than tax returns.

Tier 1 Priority
L

Lawyers

Practitioners who refer complex matters beyond their scope or that conflict with existing clients. We're the conflict-free specialist partner they trust.

Core Channel
C

Clients

Entrepreneurs who've navigated complex situations with us refer peer founders facing the same challenges. The best source of testimonials and ongoing work.

Growth
IB

Investment Bankers & M&A Advisors

At the centre of Opportunities transactions. They value legal counsel that closes deals — not counsel that showcases intelligence and delays closings.

Growth
FO

Family Offices

Advisors to wealthy families with operating businesses who need succession planning, governance frameworks, and discretion where estate and business intersect.

Growth
PE

Private Equity Advisors

Portfolio companies in the lower middle market need counsel that understands value creation. We work across add-on acquisitions, equity structures, and exit preparation.

Growth
News & Insights

Perspectives on
complex matters

View All Articles
Featured
Opportunities
November 2025

Why Entrepreneur-Led M&A Deals Stall — and How to Keep Them Moving

In the $5M–$20M transaction range, deals rarely fail on legal technicalities. They stall on human dynamics, misaligned expectations, and counsel that performs intelligence instead of driving outcomes. Here's what we've learned from hundreds of transactions.

Read Article
Transitions
October 2025

Succession Planning: The Conversations Entrepreneurs Avoid — Until They Can't

The most effective succession plans aren't built in the final year. They're built years earlier, when there's time to structure ownership, relationships, and governance thoughtfully.

Read
Disputes
September 2025

Shareholder Agreements That Actually Work When Things Go Wrong

Most shareholder agreements are drafted in optimism. The best ones are drafted with an honest understanding of how partnerships evolve — and sometimes fracture.

Read

Facing a complex
corporate matter?

Whether you're navigating a growth transaction, planning a transition, or working through a governance challenge — we'd like to understand your situation and tell you honestly whether we're the right fit.

Start a Conversation
Email info@kissacklaw.com Phone 416.898.3144
Location Greater Toronto, Ontario