When we talk about visibility, most entrepreneurs think of showing up on social media, getting press, or building a personal brand. But visibility without protection is risky, and that’s exactly what cybersecurity expert Lori Crooks helps us understand in this episode of Visibility Strategies for Women Entrepreneurs.
Lori is the founder and CEO of Cadra, Inc., a firm that helps small and mid-sized software companies navigate the world of cybersecurity compliance with clarity and confidence. Her mission? To make security simple and accessible, no jargon, no chaos, just practical guidance that protects your brand, your clients, and your future growth.
Whether you’ve avoided security audits like the plague or think compliance is only for “big tech,” this episode is your wake-up call.
01:00 From Corporate Overload to Cadra CEO
Lori opens up about what led her to leave corporate life and launch her own consulting firm, and (spoiler alert) burnout played a big role. After years of managing audits and leading security teams, she hit a breaking point. But instead of staying stuck, she took the leap and started Cadra. Now, nearly a decade later, she’s helping other entrepreneurs avoid the costly mistakes that come from ignoring compliance.
02:00 Why Every Entrepreneur Needs Cybersecurity
If you’ve ever thought, “I’m too small to worry about that,” Lori is here to bust that myth wide open. From HIPAA to PCI to FedRAMP, she explains how every business needs to evaluate the type of data they handle and understand the compliance requirements that come with it. This isn’t just about checking boxes, it’s about protecting your brand, your revenue, and your relationships.
“Just because you’re small doesn’t mean you’re not a target. In fact, small businesses are often more vulnerable.”
04:00 Visibility Begins with Trust
We often separate marketing from operations, but Lori makes it clear: visibility and cybersecurity go hand in hand. If your clients or partners don’t trust you to protect their data, your visibility means nothing. Cyber compliance builds credibility, and credibility builds conversion.
“Your reputation is everything. When people know their data is safe with you, they’re more likely to work with you.”
05:00 Making Security Approachable
Lori’s “no jargon, no chaos” approach is a breath of fresh air in a technical industry. She uses real-world metaphors (like traffic lights!) to break down compliance concepts and helps entrepreneurs see how security policies protect both their business and their peace of mind. The goal? Make cybersecurity feel less scary and more empowering.
06:00 Embracing Visibility as a Leader
Even though Lori is a visibility expert in her own right, she shares how internal visibility, confidence, clarity, and mindset, was her biggest challenge as a founder. As an introvert, she struggled with sales and self-promotion until she reframed it as service, not selling. That shift allowed her to show up more boldly and grow her business with integrity.
“I had to remind myself: I’m not selling, I’m helping.”
09:00 Mentoring the Next Generation of Women in Cyber
Lori also mentors women in cybersecurity through WiCyS (Women in CyberSecurity), helping others navigate career growth in a male-dominated field. She talks about the unique challenges women face, from imposter syndrome to outdated perceptions of leadership, and how she’s helping the next generation lead with confidence and authenticity.
“We talk about how to lead while staying true to ourselves. That’s how change happens.”
12:00 Toastmasters, Thought Leadership & Growth
Lori is stepping into even more visibility this year by joining Toastmasters, speaking at events, and using platforms like LinkedIn to share her knowledge. For someone who once dreaded visibility, this growth is a powerful reminder that putting yourself out there is a skill you can build, and one that pays off.
14:00 Busting the Biggest Cybersecurity Myth
The myth? That cybersecurity is only for big companies. The truth? Small businesses are often the most at risk because they don’t think anyone’s looking. Lori explains how ransomware attacks and data breaches disproportionately impact entrepreneurs who aren’t prepared — and how a little proactive protection goes a long way.
15:00 Staying Grounded in a High-Stakes Industry
Cybersecurity might be high-stakes, but Lori keeps herself grounded with simple practices: walking outdoors, pursuing creative hobbies like watercolor and puzzles, and continually learning. It’s a reminder that even in technical fields, sustainability matters — and rest is part of resilience.
✨ Quick Tips from Lori:
Don’t wait until it’s urgent. Cybersecurity is easier (and cheaper) when it’s proactive, not reactive.
Know what data you handle. Your compliance obligations depend on the type of data you store, process, or share.
Use “human speak.” Simplify policies and procedures so your team actually understands and follows them.
Reframe sales as service. If you struggle with visibility or sales, remember you’re offering a solution, not a pitch.
Start with one framework. You don’t need to conquer them all. Focus on what applies to your clients and contracts.
Security builds credibility. The more trustworthy your business appears, the easier it is to land bigger opportunities.
Mentor and be mentored. Especially for women in male-dominated fields, support networks are game-changers.
Visibility grows with leadership. Speaking, posting on LinkedIn, and joining communities all boost your authority, even if you start small.
🎯 Key Takeaway
Entrepreneurs often think visibility means being seen everywhere, but if your systems aren't secure, that visibility can backfire. Lori Crooks reminds us that cybersecurity is not just a tech issue, it’s a trust issue, a brand issue, and ultimately, a visibility issue. Small businesses aren’t immune to threats, and in today’s world, protecting your business is protecting your reputation. Whether you're scaling a software startup or building a consulting brand, proactive compliance is a leadership move that positions you for growth, partnership, and long-term success.
Lori Crooks is the founder and CEO of Cadra, Inc., where she helps small and mid-sized businesses prepare for security audits and navigate complex compliance requirements with clarity and confidence. With over 15 years in cybersecurity, Lori brings a refreshing approach to an industry known for jargon and overwhelm. She’s also a mentor for women in cybersecurity and a passionate advocate for making technical concepts human-friendly.
Website: cadra.com
LinkedIn: linkedin.com/in/lori-crooks
Final Thoughts
our visibility strategy isn’t complete without a foundation of trust. This conversation with Lori Crooks is a reminder that cybersecurity isn’t just a technical task, it’s a strategic advantage. Protect your brand. Protect your clients. And show up with the confidence that your business is built to last.
🎙️ Catch the full episode on Visibility Strategies for Women Entrepreneurs and start securing your visibility from the inside out.
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