Tax planning Canada requires one uncomfortable truth to land first: CRA operates on a reverse onus. You have to prove them wrong, not the other way around.

Evelyn Jacks says most people miss that, and most people also miss that when CRA comes, they typically audit two to three years at once. The neighbour who has been doing something for years without getting caught is not proof it is fine. It is just proof they have not been selected yet.

The bigger opportunity Evelyn Jacks identifies is the other direction: most people are leaving money on the table because life events throughout the year, marriage, divorce, a new child, a side hustle, a severance package, all carry tax consequences they never follow up on. Knowing your status year-round rather than scrambling at filing time is both lower stress and higher return.

Topics: tax planning Canada, CRA audit, side hustle taxes, Knowledge Bureau, year-round tax awareness

GUEST: Evelyn Jacks | knowledgebureau.com

Originally aired on 2026-05-06

Tax planning Canada requires one uncomfortable truth to land first: CRA operates on a reverse onus. You have to prove them wrong, not the other way around.
Evelyn Jacks says most people miss that, and most people also miss that when CRA comes, they typically audit two to three years at once. The neighbour who has been doing something for years without getting caught is not proof it is fine. It is just proof they have not been selected yet.
The bigger opportunity Evelyn Jacks identifies is the other direction: most people are leaving money on the table because life events throughout the year, marriage, divorce, a new child, a side hustle, a severance package, all carry tax consequences they never follow up on. Knowing your status year-round rather than scrambling at filing time is both lower stress and higher return.
Topics: tax planning Canada, CRA audit, side hustle taxes, Knowledge Bureau, year-round tax awareness
GUEST: Evelyn Jacks |<a href="http://knowledgebureau.com"> knowledgebureau.com</a>
Originally aired on&nbsp;2026-05-06

Shane Hewitt & The Nightshift is your late-night companion for real talk, bold ideas, and unfiltered conversations that matter. Hosted by Canadian radio veteran Shane Hewitt, each episode dives into the headlines, human stories, and hidden truths shaping our world—always with curiosity, compassion, and a sharp edge.

From politics and pop culture to mental health, technology, and everyday life, this podcast is where night owls, deep thinkers, and curious minds come to connect. Featuring expert guests, passionate callers, and Shane’s signature style—thoughtful, fearless, and refreshingly real.

If you crave meaningful dialogue, smart perspectives, and late-night radio energy in podcast form, subscribe now and join The Nightshift.

Shane Hewitt &amp; The Nightshift is your late-night companion for real talk, bold ideas, and unfiltered conversations that matter. Hosted by Canadian radio veteran Shane Hewitt, each episode dives into the headlines, human stories, and hidden truths shaping our world&mdash;always with curiosity, compassion, and a sharp edge.
From politics and pop culture to mental health, technology, and everyday life, this podcast is where night owls, deep thinkers, and curious minds come to connect. Featuring expert guests, passionate callers, and Shane&rsquo;s signature style&mdash;thoughtful, fearless, and refreshingly real.
If you crave meaningful dialogue, smart perspectives, and late-night radio energy in podcast form, subscribe now and join The Nightshift.

Shane Hewitt and The Nightshift

Shane Hewitt is known for his engaging and relatable on-air personality, which captivates listeners. His ability to blend insightful commentary with humour and empathy creates a genuine connection with listeners.  Shane Hewitt and the Night Shift provides relatable content, informative discussions and expert insights – along with a balance of anecdotes and entertainment.

Shane Hewitt is known for his engaging and relatable on-air personality, which captivates listeners. His ability to blend insightful commentary with humour and empathy creates a genuine connection with listeners.  Shane Hewitt and the Night Shift provides relatable content, informative discussions and expert insights – along with a balance of anecdotes and entertainment.