This presentation provides a practical, transaction-focused discussion of several high-impact M&A tax issues, including:
Earnouts and reverse earnouts, with a focus on how they are treated for tax purposes and how to structure them effectively;
The new suspended refundable dividend tax on hand (RDTOH) regime, introduced in the most recent federal budget, and its implications for deal planning and post-closing cash extraction;
The use of the “trust sandwich” structure and its interaction with Part IV tax, particularly in sale transactions; and
Restrictive covenants, including when they arise, how they are taxed, and when a joint election is required. The session is designed to equip practitioners with practical insights they can apply immediately in live transactions.
Taken together, these issues highlight how easily tax outcomes can diverge from commercial intent in an M&A transaction if they are not addressed early and deliberately. By understanding where the technical traps lie—and how recent legislative changes reshape the planning landscape—advisors can better anticipate risk, preserve value, and guide clients through increasingly complex transactions with confidence. This presentation is intended to leave practitioners not only more informed, but better prepared to spot issues, ask the right questions, and deliver tax advice that meaningfully supports deal success.