Jodi Laking - Work Smart Canada
Jodi Laking and Alex talk about starting a business if you're in the trades and working for another company, how vital self-employment is, and almost anyone can start their own business.
Alex Hobcraft
12/17/20252 min read
Podcast: Local Grit – Hamilton Small Business Stories
Guest: Jodi Laking, Founder of Work Smart Canada
Starting a business in the trades can be rewarding — but it also comes with real challenges, especially for entrepreneurs navigating self-employment in Hamilton, Ontario. In this episode of Local Grit, a hyperlocal Hamilton small business podcast, host Alex Hobcraft sits down with Jodi Laking of Work Smart Canada to talk about entrepreneurship, business coaching, and how tradespeople can build sustainable, profitable businesses.
This conversation is especially relevant for Hamilton-based trades entrepreneurs, independent contractors, and anyone considering self-employment in Ontario.
What You’ll Learn in This Episode
In this episode, Jodi shares practical insights drawn from years of working with entrepreneurs and trades-based business owners across Ontario. Topics include:
What it really takes to start a trades business in Hamilton
Why entrepreneurship looks different for skilled tradespeople
Common mistakes new business owners make — and how to avoid them
How coaching and structured planning can reduce risk
The mindset shift required to move from “worker” to “business owner”
How to Start a Trades Business in Hamilton
Hamilton has a strong demand for skilled trades, but many tradespeople underestimate the business side of self-employment. Jodi explains that technical skill alone isn’t enough — successful trades businesses need systems, pricing strategies, and clear goals.
Key considerations for Hamilton trades entrepreneurs include:
Understanding local market demand
Setting realistic pricing that reflects time, overhead, and expertise
Managing cash flow and seasonal work
Building repeat clients within neighbourhoods like Locke St, Kirkendall, and downtown Hamilton
Why Business Coaching Matters for Trades Entrepreneurs
Many tradespeople start businesses out of necessity — not because they planned to become entrepreneurs. Jodi discusses how business coaching helps bridge that gap by providing:
Accountability and clarity
Financial planning support
Strategic decision-making tools
Confidence in business growth decisions
For Hamilton entrepreneurs, having a coach can mean the difference between surviving month to month and building a long-term business.
Self-Employment in Ontario: Challenges & Opportunities
Self-employment offers freedom, but it also brings responsibility. Jodi highlights common challenges faced by self-employed tradespeople, including:
Burnout from doing everything alone
Difficulty separating personal and business finances
Lack of long-term planning
Fear of hiring or scaling
She also emphasizes the opportunities Ontario offers for skilled trades businesses—especially in growing cities like Hamilton.
Practical Advice for First-Time Entrepreneurs
Jodi’s advice for anyone starting a business in the trades:
Treat your business like a business from day one
Seek mentorship or coaching early
Don’t undervalue your work
Build systems before you scale
These lessons apply not only to trades but to any Hamilton small business owner navigating entrepreneurship.
Episode Chapters & Highlights
00:00 Introduction to Entrepreneurship and Coaching
01:13 The Start Smart Trades and Business Blueprint
04:23 Navigating Competition in the Trades
06:15 The Importance of Entrepreneurial Skills
08:14 Success Stories in the Trades
11:18 Support Systems for Entrepreneurs
12:04 Understanding the Disconnect in Support
18:46 The Growth Collective: A Support Community
24:22 Productivity and Time Management Tools
31:05 The Importance of Exit Strategies
37:08 Final Advice for Aspiring Entrepreneurs
About the Guest: Jodi Laking – Work Smart Canada
Jodi Laking is the founder of Work Smart Canada, where she helps entrepreneurs and tradespeople develop practical business strategies, improve operations, and build confidence as business owners. Her work focuses on empowering self-employed professionals to grow sustainable businesses without burnout.
Listen to the Full Episode
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Related Local Grit Episodes & Resources
[How Much Does It Cost to Run a Small Business in Hamilton?]
[Marketing Tips for Hamilton Small Business Owners]
[Small Business Stories from Locke St & Downtown Hamilton]
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