Tax filing in Canada looks straightforward until CRA audits you in retrospect. Evelyn Jacks, President of the Knowledge Bureau, tracks where self-employed Canadians and small business owners get it wrong.

Mixed use expenses are the most common miss: car, home office, client entertainment. Entertainment is capped at 50 percent. Conferences are limited to two per year for the self-employed. A tuition receipt changes the rules again. What your friend wrote off may not apply to your business at all.

CRA does not itemize every allowable deduction. They apply a reasonableness clause. Jacks puts it plainly: if you can tell the story of your business and justify the expense against a reasonable expectation of profit, CRA will listen.

Topics: tax filing Canada, self-employed tax deductions, CRA audit, mixed use expenses, startup losses

GUEST: Evelyn Jacks | http://learn.knowledgebureau.com

Originally aired on 2026-04-29

Tax filing in Canada looks straightforward until CRA audits you in retrospect. Evelyn Jacks, President of the Knowledge Bureau, tracks where self-employed Canadians and small business owners get it wrong.
Mixed use expenses are the most common miss: car, home office, client entertainment. Entertainment is capped at 50 percent. Conferences are limited to two per year for the self-employed. A tuition receipt changes the rules again. What your friend wrote off may not apply to your business at all.
CRA does not itemize every allowable deduction. They apply a reasonableness clause. Jacks puts it plainly: if you can tell the story of your business and justify the expense against a reasonable expectation of profit, CRA will listen.
Topics: tax filing Canada, self-employed tax deductions, CRA audit, mixed use expenses, startup losses
GUEST: Evelyn Jacks |<a href="http://learn.knowledgebureau.com"> http://learn.knowledgebureau.com</a>
Originally aired on&nbsp;2026-04-29

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.