HeyJaredSunny's Silver Linings
Sunny's Silver Linings is a Top MSP Channel Podcast hosted by the CEO of IT By Design, Sunny Kaila. Sunny and his guests cover a wide range of MSP and Talent-based topics, including MSP services, cybersecurity, customer service, and strategies to achieve growth and success in…
- Indexed episodes, last 90 days
- 4
- Latest publication
- Sep 3, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 9, 2026
Latest episodes
The Agentic MSP Revolution: Shahin Pirooz on AI, Cybersecurity, and Digital Employees (opens the original)
Read excerpt
In this episode of SSL, IT By Design's Sunny Kaila sits down with Shahin Pirooz, cybersecurity veteran and founder of White Dog Cyber, to unpack what it really takes for an MSP to become agentic. Shahin traces his path from enterprise software developer to CTO at Centerbeam to building a unified security platform for MSPs, and shares why "not invented here" thinking is one of the biggest silent killers of good business decisions. The conversation moves into shadow AI, why most security vendors t
Why Most MSPs Have a Knowledge Problem, Not a Growth Problem (opens the original)
Read excerpt
I sat down with Greg Jones, SVP at Kaseya, for this episode, and it stayed with me long after we stopped recording. Greg has spent his career across government, MSP, and vendor roles, and he's watched thousands of MSPs make the same mistake: collecting more knowledge instead of executing on what they already have. We talk about his book, The Best of One Minute Wednesday, the knowledge action gap I fell into myself back in 2003, and what it takes to scale without losing yourself in the process. T
168 Hours. Same for Everyone. Automation Decides the Rest. (opens the original)
Read excerpt
Sunny Kaila sits down with David Powell of Liongard, a channel veteran and two-time CRN Channel Chief, to unpack why MSPs keep buying tools instead of outcomes. David breaks down the visibility gap most MSPs don't know they have, why AI automation is only as good as the data behind it, and how Liongard's new MCP integration with Claude is changing how MSPs interact with their own asset data. The conversation covers everything from shadow IT to outcome-based billing to what a 90-day AI action pla
AI Won't Just Change Jobs. It Will Redesign How Work Gets Done. (opens the original)
Publishing over time
Last 90 days. Choose a month to open its work.
Recurring subjects
Named in the text we hold. One piece can cover several.
Audience
No verified audience measurement yet.
About this data
Counts cover the work we have indexed. Tone needs enough text and a confident classification. Excerpts and episode notes are not full articles or transcripts.
Identity or attribution wrong? Suggest a correction.