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May 13, 2025 50 mins

Episode 76 - Why Insurance Matters for Staffing Agencies: Crucial Risks Explained with Matthew Calvin

In this episode, I sit down with my own insurance professional, Matthew Calvin of ProLink about why insurance is so important for staffing agencies. Insurance might not be the most exciting topic—but it could be the most important one for your staffing agency’s survival. We cover hidden risks staffing firms face, from professional liability to cyber breaches, and why understanding your policy’s exclusions is critical. Whether you’re a startup or a experienced recruiter, this conversation is a must-listen to audit your coverage and protect your business.

We touch on everything from professional indemnity across countries, the crucial differences between independent contractors and employees, to the rise of cyber liability insurance. Plus, we address the ethical and legal stakes of worker misclassification—and how a single oversight could financially devastate your firm. If you’ve never done an insurance audit, this episode will make you rethink what you’re covered for (and what you’re not). Don’t wait for a claim to find out.

Key Moments:

  • Why insurance is a “necessary evil” in staffing

  • Real-world risks in staffing agencies & what policies to prioritize

  • Misclassification of employees vs. contractors

  • Cyber liability risks in recruitment and candidate data

  • How to audit your insurance coverage effectively



Favorite Quote: 

“You don’t know what you don’t know—until you’re sued. That’s why an insurance audit isn’t optional; it’s survival.”

  • Matthew

 

Connect with Matthew:

Matthew has been a licensed commercial insurance broker for over 15 years, with extensive experience in several industry sectors, including market research, financial institutions, and management consulting. For the last 10 years, he has focused exclusively on the Staffing, Recruitment, & Executive Search industry and has seen risk from every perspective. As the leader of PROLINK’s Staffing & Recruitment Solutions Practice, Matthew works with clients to develop tailored, practical, and innovative risk management solutions that align with their unique needs, business operations, and strategic objectives.

 

In addition being licensed in almost all provinces and territories in Canada, Matthew has earned the following industry-specific designations: Certified Insurance Professional (CIP) and Canadian Risk Management (CRM).

 

LinkedIn:  https://www.linkedin.com/in/matthew-calvin-920a8518/

Phone:  416-644-7736

Email: matthewc@prolink.insure

 

Connect with Suky:

I’m Suky an adrenaline junkie who celebrates every single win. I believe we must celebrate and collect all our wins along the way as it fuels forward momentum to ensure we exceed our goals. When we fuel forward momentum, complacency simply can not settle in.

With over 25 years of experience working in the staffing industry, 16 of those working with global recruitment companies, I bring the knowledge and experience of working in 18 countries and successfully navigating through numero

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