The Get
A host of the Get This podcast talking to financial planner Trevor Theobald about passive income, gig work, and freelance jobs in Canada.
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Get This: The realities of freelancing, gig work and passive income in Canada

Published on October 15, 2026 · 2 min read

How do you make extra money when living costs keep climbing? What does it really take to turn a side hustle into a sustainable income stream?

These are some of the questions we ask in the Extra Money edition of Get This, where we break down how to maximize your earnings through gig work, full-time freelancing, and passive—or “less active”—income. Plus, get the financial truths no one tells you about when working for yourself.

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Go gig or go home (00:51)

From freelance writing and participating in research studies to taking on serving jobs to fund major life expenses, side hustles come in all shapes and sizes. We get honest about hustle culture, why Canadians take on gig work, and how side experiences can build valuable "identity capital".

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What does it take to go fully freelance? (09:49)

Transitioning to full-time freelancing might give you freedom and flexibility, but it also comes with big financial responsibilities. We talk about the realities of managing cash flow and delayed client payments, why building an emergency fund is critical before taking the leap, and the key differences—and tax implications—between operating as a sole proprietor versus incorporating.

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Making passive income work for you (20:02)

Is passive income ever really passive? Sunlife financial planner Trevor Theobald discusses passive income (or what he calls “less active” income), realistic financial expectations, managing risk, and tax liabilities on extra earnings. Plus, he breaks down why starting small with high-interest savings accounts, GICs, or market investments instead of jumping straight into big commitments like rental properties, can be a smart move.

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Watch more Get This:

  1. Are you leaving free money on the table?
  2. How much should you tip in Canada?
  3. The AI effect on your job, your money and your everyday life
  4. The money math behind dating, prenups and breakups
  5. The biggest money mistakes newcomers to Canada make
  6. How to split the bill, cut your phone plan, and negotiate a win-win
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The Get Editors

The Get is owned by Neo Financial, led by an editorial team of editors and journalists independent from Neo Financial. This online magazine and newsletter is part of our mission to empower Canadians with money, arming them with the latest news and information around finance and money culture in Canada. The Get editorial team aims to create the most accurate and impartial news coverage that you can trust.

The Get is owned by Neo Financial Technologies Inc. and the content it produces is for informational purposes only. Any views and opinions expressed are those of the individual authors or The Get editorial team and do not necessarily reflect the official policy or position of Neo Financial Technologies Inc. or any of its partners or affiliates.

Nothing in this newsletter is intended to constitute professional financial, legal, or tax advice, and should not be the sole source for making any financial decisions. Past performance is not a guarantee of future results. Neo Financial Technologies Inc. does not endorse any third-party views referenced in this content. Always do your due diligence before deciding what to do with your money.

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