In this interview, we spoke with Jamie Read & Gregory Dharma LePard, on behalf of BriteStart and Cybersnap.
As the freelance economy grows—now representing over 13% of the workforce—so does an underreported vulnerability: cybersecurity.
Unlike traditional employees, freelancers often work without the safety net of IT departments or formal training. That makes them prime targets for phishing, credential theft, and scams—risks compounded by the fact that 95% of cyber incidents stem from human error.
Jamie has nearly 20 years of experience working in global advertising and marketing agencies for some of the world’s biggest brands in North America, the Middle East and Asia. Jamie founded the BriteBirch Collective, a global network of experienced freelancers and solopreneurs, delivering bespoke teams to help solve brand and business challenges.
Now, after years of working at the forefront of the decentralized work movement, Jamie has launched BriteStart, a community of freelancers and solo business owners designed to support independent small businesses in their first year by providing training, mentorship, networking and work opportunities.
Gregory Dharma LePard, a cybersecurity veteran with over 20 years of experience in ethical hacking, cloud security, and public education, is raising awareness of this blind spot. Known for both his technical expertise and public advocacy, Gregory has authored several cybersecurity guides and volunteers as a mentor for immigrants entering the tech sector.
In partnership with BriteStart, a new initiative supporting independent professionals, Gregory is committed to offering simple, practical steps freelancers can take to better protect themselves in an increasingly digital economy.
So, we spoke with Gregory and Jamie Read, the founder of BriteStart:
- How freelancers have become a growing target for cybercrime
- The specific digital risks solo workers face—and how they differ from traditional organizations
- Why improving cyber literacy is essential to supporting Canada’s innovation and self-employment goals
Table of Contents
Here Are Their Responses To Our Questions:
1. Why are freelancers increasingly becoming prime targets for cyberattacks, and how does this differ from the threats facing traditional employees in organizations?
Greg:
Freelancers lack the safety net of an organization’s IT department and security policies, so they manage their own devices and networks without regular security training. Juggling multiple clients and platforms increases their exposure, making them easier targets for attackers. Unlike companies with a built-in culture of security, freelancers are on their own and must develop strong personal security habits to stay protected.
Jamie:
And from a broader workforce perspective, the lines between “inside” and “outside” an organization are increasingly blurred. As businesses lean on flexible talent, the cybersecurity knowledge of freelancers becomes critical. Companies are beginning to realize that freelancers can be one of their greatest assets, or their biggest vulnerability if they aren’t properly equipped. That’s why we see more clients expecting freelancers to be upskilled and certified in areas like cybersecurity.
2. From your experience, what are the top three cybersecurity mistakes freelancers tend to make — and how can they avoid them?
Greg:
I’d highlight three big ones:
Top 3 Cybersecurity Mistakes (and Easy Fixes)
- Weak or Reused Passwords:
Use a password manager to create and store strong, unique passwords for every account. - Ignoring Software Updates:
Turn on automatic updates so your devices and apps stay protected against new threats. - Using Public Wi-Fi Without Protection:
Always use a VPN or your phone’s hotspot for sensitive work on public networks.
Pro Tip:
Cybersecurity is about building smart habits, not just checking boxes. Stay aware and make security part of your routine.
Jamie:
What I’d add is that there is a cultural piece also. Many freelancers see cybersecurity as a tech issue, not part of their brand reputation or as a business continuity issue. But there is a real risk for freelancers or any small business of exposing theirs and their clients’ companies to cybercriminals. In reality, today’s clients look for partners who demonstrate professional cyber hygiene. It’s why we’re building this mindset into BriteStart’s program: freelancers see security as integral to their craft and business identity, and that they safeguard their clients’ security as much as their own.
3. Many freelancers rely on public Wi-Fi or shared cloud tools. What practical steps can they take to protect their data and communications?
Greg:
First off, use a VPN on public Wi-Fi—think of it as locking the door behind you. Always double-check you’re connecting to the real network, not a fake one. For cloud tools, enable two-factor authentication and pick reputable services with strong security reputations.
However, just as important, discuss cybersecurity with your peers and clients. Share tips, ask questions, and make it part of your everyday workflow. When you treat security as a shared responsibility, it becomes part of your culture, not just an afterthought.
Jamie:
Exactly. We encourage freelancers to look at cybersecurity as a collaborative norm, not a checkbox. Being vocal with clients about how you protect their data builds trust and sets you apart in an increasingly competitive landscape where the threat of cybercrime is only growing.
4. How does the BriteStart initiative specifically help freelancers raise their cyber literacy and protect their digital livelihoods?
Greg:
What I appreciate about BriteStart is how approachable it makes security. Through our partnership, we’re not just handing freelancers dry compliance material. It’s practical, in plain language, and built around real freelancer workflows. There are toolkits, short courses, and easy certifications that give freelancers immediate, credible proof of their cyber readiness.
But what stands out to me even more is their people-first approach. They encourage freelancers to connect, share experiences, and support each other. It’s not just about ticking off a checklist—it’s about building a culture where looking out for your own security and your peers’ becomes second nature. That sense of community and shared responsibility is what makes the most significant difference in actually protecting your digital livelihood.
Jamie:
And beyond tools, it’s about mindset. BriteStart is fostering a community of independent professionals and we aim to help them see cybersecurity as a shared value. Clients are increasingly demanding this. Through our customized training and certification, freelancers not only upskill—they signal to clients that they’re serious about protecting mutual interests.
5. Gregory, you've mentored immigrants entering the tech sector. What unique cybersecurity challenges do newcomers to the freelance world face, and how can they be better supported?
Greg: Immigrants face unique challenges—they’re often new to the local threat landscape, there may be language barriers, and they might not have a strong support network yet. That’s why we offer resources in multiple languages and connect newcomers with mentors who understand their background.
But again, it’s about more than just information. We work to build a welcoming culture where newcomers feel comfortable asking questions and sharing concerns. That people-centric approach makes it easier to learn and adopt good security habits.
Jamie:
Immigrants are resilient, resourceful and driven, which makes freelancing and entrepreneurship more broadly an enticing opportunity for establishing themselves in a new country. Through BriteStart, we’re connecting these freelancers with mentors who understand these nuances. It’s also part of our mission to build inclusive communities. Diverse perspectives provide resiliency in today’s business landscape but they need the right support structures. Helping new entrants feel secure and savvy in their digital practices sets them up to thrive and collaborate globally.
6. Looking ahead, what trends should independent professionals watch for in 2025 and beyond when it comes to online security and digital risks?
Greg:
The threat landscape is always shifting. We’re seeing more ransomware-as-a-service, more sophisticated phishing thanks to AI, and more risks as work moves to the cloud and edge devices.
But the constant is that people remain both the biggest target and the best defence. Building a culture of security—where you’re always learning, sharing, and staying alert—will be the most important trend going forward.
Jamie:
And from a market standpoint, with job numbers down, freelancing is becoming the best option for people that wish to build a career. meanwhile companies look to take advantage of the shift toward flexible talent. So as more people freelance and more freelancers are hired to support companies, they’re going to demand demonstrable cybersecurity practices from freelancers, whether that’s certifications, protocols, or contract clauses. Staying ahead isn’t just safer, or a good business practice, it’s going to be essential for winning work.
7. If you could recommend just one cybersecurity habit every freelancer should adopt immediately, what would it be — and why?
Greg:
If I had to pick one, I’d say: turn on two-factor authentication everywhere you can. It’s simple, it’s effective, and it’s a habit that signals you take security seriously. But even more, I’d encourage freelancers to talk about security with their peers—make it part of your professional culture. When people support each other and stay aware, everyone benefits.
Jamie:
And if I can add—talk about it. Share with your network, ask your clients about their practices, build it into how you present yourself. It’s not just about avoiding breaches; it’s about showing that you’re a future-proof, trustworthy partner in an increasingly digital economy. Oh and maybe sign up for a BriteStart cybersecurity certification training by Cybersnap.
Thank you, Jamie Read & Gregory Dharma LePard, for your time!
About BriteStart
BriteStart is a platform where the workforce of the future gains experience, guidance and wisdom that will set them up for success as global freelance professionals.
BriteStart is an initiative from BriteBirch Collective designed to empower the next generation of independent professionals. In a world where businesses are increasingly turning to flexible, freelance talent, BriteStart helps ensure these professionals are not just ready to deliver, but ready to thrive.
From upskilling and networking opportunities to practical tools and tailored training, BriteStart equips freelancers with the expertise, confidence, and perspective they need to meet the evolving demands of modern clients.
BriteStart x Cybersnap: Protecting the Future of Work
In partnership with Cybersnap, BriteStart has launched the industry’s first cybersecurity training and certification program created specifically for freelancers. This innovative program goes beyond traditional compliance. It delivers bite-sized, practical modules that fit freelance workflows, demystifies digital risk, and provides a clear pathway to cyber certification.
Together, BriteStart and Cybersnap are helping freelancers safeguard their digital livelihoods — while giving clients peace of mind that the talent they engage is not a weak link, but a secure, savvy extension of their team.
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About the Author:
Meet Angela Daniel, an esteemed cybersecurity expert and the Associate Editor at SecureBlitz. With a profound understanding of the digital security landscape, Angela is dedicated to sharing her wealth of knowledge with readers. Her insightful articles delve into the intricacies of cybersecurity, offering a beacon of understanding in the ever-evolving realm of online safety.
Angela's expertise is grounded in a passion for staying at the forefront of emerging threats and protective measures. Her commitment to empowering individuals and organizations with the tools and insights to safeguard their digital presence is unwavering.
