June 23, 2026

196: Why Right Now Is the Smartest Time to Start Your Side Hustle

196: Why Right Now Is the Smartest Time to Start Your Side Hustle

Feeling uncertain about the economy? Discover why right now is the smartest time to start a side hustle, why uncertainty might be working in your favour, and how multiple income streams can protect you no matter what happens next.

If you've been feeling uneasy about the economy lately, the tariffs, the layoffs, the sense that everything around you is changing fast, this episode is for you.

It's a replay of one of our most timely episodes, and honestly it's more relevant today than when it first aired. In it, I make the case for why uncertain times aren't a reason to wait on your side hustle, they're the reason to start.

I also share a personal story about buying a failing business in a terrible economy, when everyone around me, including my bank, told me it was a bad idea ... and what happened next.

In this episode you'll discover:

  • Why uncertainty is actually one of the best reasons to start building something of your own
  • The mindset shift that separates people who thrive in a tough economy from those who don't
  • How a simple, creative idea can set your side hustle apart from the competition
  • Why multiple streams of income aren't a luxury anymore, they're a necessity

If you've been sitting on a side hustle idea, waiting for the right moment, this episode might just be the nudge you've been waiting for.

Do you like what you're hearing? Consider giving it a caffeinated thumbs up. We'd really appreciate it!

Need a little (and sometimes big) push to start and stay focused to grow your side hustle? Dive into my online Masterclass: How To Turn Your Thoughts Into Wanted Things.

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Why Right Now Is the Smartest Time to Start Your Side Hustle

If you've been scrolling through the news lately, it's hard not to feel unsettled. Tariffs are reshaping industries. Layoffs are hitting sectors that once felt bulletproof. Artificial intelligence is disrupting entire job categories almost overnight. And the cost of housing and groceries keeps climbing.

In the middle of all of that, you might be thinking: now is definitely not the right time to start a side hustle.

But ... You'd be wrong.

In fact, economic uncertainty may be one of the best reasons to start building a side hustle right now, and this article will show you exactly why.

The Problem With Waiting for the "Right" Time

There is a well-known saying: the best time to plant a tree was twenty years ago. The second best time is today.

Most people wait for stability before they take action. They wait for the economy to settle, for their schedule to clear, for their confidence to arrive. But stability is rarely guaranteed, and waiting for it means missing the window that uncertainty opens.

History consistently shows that some of the most successful businesses were started during recessions, downturns, and periods of disruption. Why? Because when others are frozen by fear, the people who move forward face less competition and more opportunity.

Why Multiple Streams of Income Are No Longer Optional

One of the clearest lessons from recent years is that a single income source is a single point of failure.

Consider someone working at an automotive plant that is slowing down production. Maybe their partner works there too. Maybe their entire community depends on that industry. When that one income stream is threatened, everything feels threatened at once, the mortgage, the retirement savings, the five-year plan.

That is exactly why multiple streams of income are no longer a luxury. They are a necessity.

A side hustle is not just about making extra money. It is about building resilience. When one income stream dries up, a strong side hustle means you still have options, momentum, and choices. You may need to pivot, but you will not be starting from zero.

The Mindset Shift That Makes All the Difference

Starting a side hustle during uncertain times is not just a financial decision. It is a mindset decision.

There is a clear difference between the people who thrive during difficult economic periods and those who struggle. The ones who thrive are not necessarily smarter or better resourced. They simply choose to focus on what is possible rather than what is wrong.

A personal example: years ago, I purchased a struggling deli during one of the worst economic climates imaginable. Unemployment was high. People were leaving town. The commercial lender at the bank offered a long list of reasons why it was a bad idea. And yet my business not only survived, it grew, while other businesses in the same town closed their doors.

The difference was not the economy. It was my crystal-clear vision.

While other business owners focused on what was broken, I focused on what could work. Trade shows were attended to find fresh ideas. Creative cross-promotions were built with neighbouring businesses. New concepts were introduced that nobody else in town was offering. The business innovated because my mindset was oriented toward growth, not survival.

That same mindset is available to anyone willing to choose it.

The Power of a Clear Mental Picture

One of the most underrated tools available to any aspiring side hustler is a clear, vivid mental picture of what they are building.

Think about it. Every product you own, every store you shop in, every service you rely on began as a single thought in someone's mind. That thought became an idea. That idea attracted other ideas. Over time the picture crystallised, and eventually the physical reality emerged.

What is the picture you are holding in your mind of your side hustle? Is it a prosperous one?

The gap between your current reality and the picture in your mind is not a source of discouragement. It is a starting point. It tells you exactly where to take the next step.

Why Now Is Actually Your Competitive Advantage

When uncertainty causes most people to pause, the playing field subtly shifts in favour of those who keep moving. Fewer competitors are launching. Audiences are hungry for solutions to new problems. And the skills, tools, and platforms available to those wanting to build a side hustle today make it easier than ever to start lean, test quickly, and grow without significant upfront investment.

You do not need a perfect plan and have every step mapped out. You need a clear enough picture and the willingness to take the next step.

The smartest time to start your side hustle is not when everything settles down. It is right now, while everyone else is waiting.

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