Cloud Security Podcast
Realities of Cloud Networking in AWS

AWS networking isn’t as simple as it seems and when you’re dealing with regulated industries like healthcare, the stakes are even higher.
In this episode we sit down with Kyler Middleton and Jack W. Harter from Veradigm — who have navigated complex AWS networking challenges while migrating from on-prem data centers to the cloud.
We speak about:
- The real struggles of moving from data centers to AWS
- Why networking can feel like a black box
- The anti-pattern that surprisingly worked best
- How to build secure cloud networks—without losing your sanity
- The hidden security & compliance challenges in healthcare cloud migration
Guest Socials: Kyler's Linkedin + Jack's Linkedin
Podcast Twitter - @CloudSecPod
If you want to watch videos of this LIVE STREAMED episode and past episodes - Check out our other Cloud Security Social Channels:
If you are interested in AI Cybersecurity, you can check out our sister podcast - AI Cybersecurity Podcast
Questions asked:
(00:00) Introduction
(01:55) A bit about Kyler and Jack
(03:18) Security Challenges in Medical Industry
(06:01) Where to start when migrating from data centres to AWS?
(07:42) Networking Challenges for Regulated Industries
(11:26) Networking in On-Prem vs Cloud
(19:24) Security by Design considerations
(29:31) The Terraform pieces
(34:34) Network Firewall in Cloud
(39:46) Lessons learnt from the project
(46:21) The Fun Section
Resources:
Let's Do DevOps - Kyler's Website
- Broadcast on:
- 28 Feb 2025
AWS networking isn’t as simple as it seems and when you’re dealing with regulated industries like healthcare, the stakes are even higher.
In this episode we sit down with Kyler Middleton and Jack W. Harter from Veradigm — who have navigated complex AWS networking challenges while migrating from on-prem data centers to the cloud.
We speak about:
- The real struggles of moving from data centers to AWS
- Why networking can feel like a black box
- The anti-pattern that surprisingly worked best
- How to build secure cloud networks—without losing your sanity
- The hidden security & compliance challenges in healthcare cloud migration
Guest Socials: Kyler's Linkedin + Jack's Linkedin
Podcast Twitter - @CloudSecPod
If you want to watch videos of this LIVE STREAMED episode and past episodes - Check out our other Cloud Security Social Channels:
If you are interested in AI Cybersecurity, you can check out our sister podcast - AI Cybersecurity Podcast
Questions asked:
(00:00) Introduction
(01:55) A bit about Kyler and Jack
(03:18) Security Challenges in Medical Industry
(06:01) Where to start when migrating from data centres to AWS?
(07:42) Networking Challenges for Regulated Industries
(11:26) Networking in On-Prem vs Cloud
(19:24) Security by Design considerations
(29:31) The Terraform pieces
(34:34) Network Firewall in Cloud
(39:46) Lessons learnt from the project
(46:21) The Fun Section
Resources:
Let's Do DevOps - Kyler's Website