Tax-Efficient Deal Structuring

Most sellers focus on headline price; sophisticated sellers focus on after-tax proceeds. We work with your tax accountant to optimize deal structure: share sale vs asset sale, capital-gains exemption qualification, Section 85 rollover, alternative minimum tax planning, holding-company structures, and estate planning integration. We don't provide tax advice — but we know which structures preserve the most value and how to negotiate for them.

What's Included

Comprehensive service designed to maximize your success

Share-sale vs asset-sale impact analysis
Lifetime Capital Gains Exemption (LCGE) qualification
Qualified Small Business Corporation (QSBC) status review
Section 85 rollover & holdco structuring (with tax counsel)
Section 84.1 anti-avoidance review
Alternative Minimum Tax (AMT) planning
Earn-out tax treatment (capital vs income)
Vendor takeback note tax positioning
Estate freeze pre-sale coordination
Cross-border tax-structure coordination (US/Canada)

Key Benefits

How this service helps you achieve a successful sale

After-Tax Proceeds Maximized

Right structure routinely saves 15–25% in tax. On a $5M deal, that's $750K–$1.25M.

LCGE Capture

The $1.016M lifetime exemption (2026) saves $250K+ in tax — but only if your shares qualify.

Family-Tax Coordination

Multi-shareholder structures and family trusts coordinated for maximum efficiency.

Audit-Defensible

Structures designed with tax counsel, defensible under CRA review.

How It Works

Our proven process for this service

1

Tax-Position Review

Current ownership structure, holdco status, QSBC qualification, family-shareholder positions.

2

Structure Modeling

Three or four alternative deal structures modeled for after-tax impact.

3

Negotiating Position

Structure becomes a negotiation point. Buyers prefer asset sales; sellers prefer share sales. We negotiate.

4

Implementation

Coordinate with tax counsel and accountants on Section 85 rollovers, family-trust integration, holdco setup.

Frequently Asked Questions

Common questions about tax structuring

Ready to Get Started?

Contact us today for a free consultation and learn how we can help you achieve a successful business sale.