Is the Cloud Secure? | Conversation with Jay Wilson | 10 Questions to Cyber Resilience

Cloud Security & Data Privacy with Jay Wilson

In this episode of 10 Questions to Cyber Resilience, Assurance IT co-founder Luigi Tiano welcomes Jay Wilson, CISO at Insurity, to discuss the evolving landscape of SaaS platforms, cloud security, and data privacy. With over 20 years of experience, Jay provides insights into key security challenges and best practices in today’s digital environment.

Topics Covered:

☁️ SaaS Pros & Cons – Are cloud-based platforms the best choice for businesses?
🏢 On-Prem Hardware – Should companies consider bringing infrastructure back in-house?
🔐 Cloud Security – Is it meeting today’s cybersecurity demands?
⚖️ Cloud vs. On-Prem Risks – Are security threats truly different between the two?
📂 SaaS Data Backups – How can businesses ensure data protection in cloud applications?
🌍 Global Data Privacy Compliance – Why is it so challenging?
📜 Do Regulations Improve Security? – Are we actually becoming more secure with stricter rules?

Resources:

🔗 Jay Wilson on LinkedIn
🔗 Luigi Tiano on LinkedIn
🔗 Assurance IT

About Jay Wilson

As Chief Information Security Officer at Insurity, Jay Wilson leads cybersecurity, compliance, and IT operations for a global organization. With over 20 years of experience, he specializes in security infrastructure, cloud computing, automation, and data privacy. He has held leadership roles in healthcare technology, focusing on protecting critical patient data and aligning with top compliance frameworks like HITRUST. Jay is CISM, CHP, and CSCS certified and a strong advocate for cybersecurity innovation.

About 10 Questions to Cyber Resilience

A bi-monthly podcast where IT leaders share insights on strengthening cybersecurity strategies. Each episode explores 10 critical questions that help businesses move toward cyber resilience. Subscribe to stay ahead of industry trends.

About Assurance IT

Since 2011, Assurance IT has been a leader in data protection and privacy for mid-market businesses in Canada. Their PPR Methodology—Prepare, Protect, and Recover—simplifies cybersecurity and compliance, helping businesses stay secure in an evolving threat landscape.