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Rollovers Under The Income Tax Act

An in-depth course on common Canadian Rollovers Under the Income Tax Act: how they work, when they apply, their uses, and common errors. Custom-written for CPAs in public practice.

Date & Time
5 Weeks
Starts Thursday, January 25
12:00 PM - 2:30 PM ET
Instructors
Michael Cadesky
Hugh Woolley

Learn Section 85, sections 86/51/85.1/87/88, butterfly reorganizations, partnership and trust rollovers, spousal transfers, and farm succession provisions through structured learning and practical application.


PROGRAM CURRICULUM →
$695
Register Now
Live Webinar
"No One Left Behind" Tutorials

2.5 Hours CPD
12.0 Hours
CPD

Recording Included
Teach Tests + Walkthroughs


PROGRAM Overview

Rollovers are among the most powerful—and dangerous—tools in Canadian tax practice. This five-week program takes you from foundational concepts to fairly complex reorganizations, giving you the practical knowledge and confidence to handle rollovers safely and effectively.

You'll learn the mechanics of corporate rollovers (sections 85, 86, 51, 85.1, 87, and 88), partnership and trust transfers, and specialized provisions like spousal rollovers, change of use, and farm and fishing property. Through detailed examples, election form walkthroughs, and sequence scenarios, you will know what to look for and where traps hide. This isn't just theory, it's the working knowledge you need to execute rollovers correctly, avoid costly mistakes, and protect yourself and your clients.

Our 2026 intake is now open. With registration available only once a year, this is your chance to secure a spot.

KEY LEARNING OBJECTIVES

1
Learn the Common Rollovers

Understand the mechanics of Section 85, corporate reorganizations (86/51/85.1/87/88/55), partnership and trust transfers, spousal rollovers, and family farm and fishing property provisions.

2
Understand How to Use Them

Learn when each provision applies, how to structure transactions correctly, calculate PUC and ACB, identify deemed gifts, and complete election forms accurately.

3
Learn the Common Mistakes and How to Avoid Them

Identify the traps that lead to reassessments including consideration errors, valuation issues, PUC calculation mistakes, incomplete elections, and problems in rollover sequences.

4
Become More Effective in Advising on Tax Planning

Apply rollovers strategically in estate freezes, succession planning, and reorganizations while developing judgment to recognize opportunities and know when specialist advice is required.


This program is now open for registration. Secure your spot today for this exclusive program. Starts January 25, 2025.

$695

NOTICE:

Registration for this program is only open once a year. After the program has concluded, you will not be able to register until the 2027 edition.

Rollovers Under The Income Tax Act

  • 12 Hours Verifiable CPD
  • Led by Experienced Tax Professionals
  • Course Presented in Webinar Format
  • Guided Quiz Walkthrough Videos
  • "No One Left Behind" Sessions
  • Includes Slides, Notes, and Q&A
  • 1 Year Access to Recordings
  • Custom-written for CPAs in Public Practice

DATES

A focused 5-week program with invaluable insights divided into 2-hour sessions and 30-minute live Q&A. Sessions run from 12:00 PM EST to 2:30 PM EST.

SESSION
DATE
TIME
Session 1
Thursday, January 30, 2025
12:00 PM – 2:30 PM EST
Session 2
Tuesday, February 11, 2025
12:00 PM – 2:30 PM EST
Session 3
Tuesday, February 18, 2025
12:00 PM – 2:30 PM EST
Session 4
Tuesday, February 25, 2025
12:00 PM – 2:30 PM EST
Session 5
Tuesday, March 4, 2025
12:00 PM – 2:30 PM EST

CURRICULUM

PART 1 Foundations AVAILABLE NOW
Core rollover concepts, deemed disposition and gifting rules, valuation issues, PUC and ACB calculations, tax attribute transfers.
PART 2 Section 85 Rollovers
Mechanics of section 85 elections, step-by-step form completion, elected amount strategy, consideration planning, boot issues, common applications, filing procedures and amendments.
PART 3 Other Corporate Rollovers
Share exchanges and reorganizations (sections 51, 86, 85.1), amalgamations (section 87), wind-ups (section 88), butterfly reorganizations (section 55 overview).
PART 4 Partnership Rollovers
Transfers into partnerships (subsection 97(2)), transfers out (subsection 98(3)), partnership dissolutions (subsection 98(5)).
PART 5 Trust Rollovers
Transfers to trusts (section 73), distributions from trusts to beneficiaries, spousal trusts, alter ego and joint spousal trusts.
PART 6 Other Key Rollovers
Spousal rollovers, change of use (subsection 45(2)), replacement property (section 44), stock options, property partitioning, farm and fishing property transfers.

Guided Quiz
INCLUDED WITH REGISTRATION
Reinforce your learning with module-specific quizzes paired with guided walkthrough videos.
These videos break down the thought process behind each question, helping you master key concepts and apply them with confidence.

INCLUDED WITH REGISTRATION
No One Left Behind
Optional Sessions
Rollovers are challenging. Optional tutorial sessions are available after the main program for participants who want additional support working through the concepts. These focused sessions offer additional guidance to help you understand the material at your own pace.
Guided Quiz

Meet Your Presenters

Michael Cadesky

Michael Cadesky

FCPA, FCA, FTIHK, CTA, TEP (EMERITUS)

Michael Cadesky is the managing partner at Cadesky Tax and a committed contributor to the tax and accounting professions since 1980, earning the title of Fellow from CPA Ontario. He is a past governor of the Canadian Tax Foundation, past chair of STEP Canada and STEP Worldwide, and past chair of the CPA Canada Tax Committee for Small and Medium-Sized Enterprises. Michael is also the co-author of 11 books on tax subjects and the author or co-author of numerous papers and articles on Canadian and international taxation.

Hugh Woolley

Hugh Woolley

CPA, CA, TEP

Hugh Woolley is an independent tax consultant who has taught income tax for over 30 years for a number of different professional organizations. Hugh has written courses for CPA Canada and over 10 papers for the B.C. Tax Conference as well as papers for the CTF's National Tax Conference and STEP Canada's National Conference. From 1990–1992 he worked at the CRA's Rulings Directorate in Ottawa writing "butterfly" tax rulings. Hugh is a past Governor of the Canadian Tax Foundation.


What if I miss a session?

All sessions will be recorded and uploaded, allowing you to watch the recordings anytime. Slides with detailed notes will also be provided.

Does the program provide CPD?

Yes. At the end of the program, you will receive a verifiable CPD certificate indicating all instructional learning hours and required details.

Are these online or in-person seminars?

Cadesky Tax Seminars are hosted online. You can join live from any device with internet access. Each session ends with a live Q&A.

CPD Hours
12.0 Hours
Program Starts
January 25
Price
$695
Register Now