Sunny's Silver Linings

On this episode of Sunny's Silver Linings, Sunny Kaila sits down with Daniel Gallancy, CEO of Atakama, to examine the browser security gap that most MSPs have yet to address and why shadow AI has made that gap significantly more dangerous. Daniel's career trajectory ran through engineering, finance, and the cryptocurrency world before arriving in cybersecurity. Atakama itself began as encryption s...

Serge Bukhar spent ten years inside an MSP, watched it grow from 80 to 400 people, then built something of his own. Ten years later, Atlas Technica is a 400-person pure-play MSP serving the alternative investment industry exclusively. In this episode, Sunny Kaila sits down with Serge to unpack what drove that growth, how Atlas Technica is approaching AI adoption internally and for clients, and why...

The MSPs who resisted the cloud in 2013 didn't disappear overnight, but they became last year's business fast. The same shift is happening right now with AI, and it's moving at a speed that won't give anyone a decade to catch up. In this episode, Sunny sits down with various MSP leaders to unpack what it takes to lead a business through this moment, financially, mentally, and operationally. Timest...

Most MSP leaders are busy. But busy is not the same as building. In this video, Sunny Kaila breaks down different conversations that reveal the habits, mindsets, and practices that separate leaders who scale from those who stall. Who this is for: MSP owners, founders, and leaders who want to build something that lasts, not just manage what they already have. What you will learn: Why planning more...

Scaling an MSP isn't a technology problem - it's a leadership one. In this SSL Recap, I sit down with MSP leaders to unpack what holds businesses back: founder bottlenecks, overthinking, lack of clarity, and the inability to let go. From building a leadership mindset to creating scalable systems, this conversation goes deep into what it really takes to grow a Managed Service Provider in today's AI...

Scaling an MSP isn't about working harder: it's about building a business that runs without you. In this episode, Sunny Kaila breaks down the mindset shift from being indispensable to becoming replaceable, and how the 5 Ps framework (People, Process, Priorities, Performance, Perspective) helps MSP leaders scale faster, eliminate bottlenecks, and prepare for the AI-driven future of managed services...

Scaling an MSP isn't about working harder - it's about thinking differently. In this powerful conversation, we break down the real challenges behind MSP growth strategy, selling to private equity, leadership blind spots, and why AI is reshaping the managed services industry faster than cloud ever did. If you're an IT services entrepreneur navigating MSP operations, considering an MSP acquisition,...

AI isn't just about tools; it's about data, speed, and connectivity. In this episode of AI By Design, Sunny Kaila explains why connectivity is the next growth lever for MSPs in the AI era. Chapters 00:00 – AI, data explosion & why MSPs must adapt 03:12 – How connectivity became a growth lever for MSPs 07:45 – Enterprise digitization & multi-cloud demand 12:30 – Edge computing and data moving faste...

Profitable MSPs don't scale by fixing people; they scale by fixing processes. In this Sunny Silver Linings recap episode, we unpack the biggest insights shaping the MSP space today: why process-driven MSPs outperform rockstar-dependent teams, how profitability, EBITDA, and cash flow drive real MSP valuation, and why AI in managed services should be treated as an exoskeleton that amplifies people,...

How can MSP owners lead stronger, adopt AI safely, and meet CMMC Level 2 requirements? In this episode of Sunny's Silver Linings, Sunny Kaila interviews Tobias (Toby) Musser, co-leader of MNS Group, a rare CMMC Level 2 assessment MSP and C3PAO. Together they break down leadership development for MSP owners, CMMC compliance explained, and how MSPs can use AI without sacrificing security. What You'l...

From the fields to the fast lane, this is the story of Will Nobles, CEO of Vector Choice, whose journey from bulldozers to boardrooms redefines what leadership and resilience mean in the MSP world. In this candid conversation with Sunny Kaila, Founder & CEO of IT By Design, discover: How Will built Vector Choice from the ground up The 3 leadership lessons every entrepreneur should know Why collabo...

Michael Stratos, CEO of Red Helm, shares his journey from Ideal Integrations to building a leading MSP + MSSP cybersecurity company. In this video, Sunny Kaila and Michael discuss: The story behind Red Helm's rebrand Turning competitors into collaborators in the MSP channel How AI and cybersecurity drive growth for MSPs Red team, pen testing, and continuous security strategies Leadership lessons a...

Join Sunny Kaila as he talks with Alex Brandt, cybersecurity expert and MSP strategist, about the next revolution in the industry: browser security. Learn why the browser is the new endpoint, how MSPs can turn it into revenue, and how AI provides actionable insights to protect clients and boost productivity. Key Highlights: Why SMBs are leading the cloud revolution and the browser is the next endp...

What does it take to transform from an indispensable founder to a scalable leader? In this episode, Kevin Blake shares his powerful journey from building ICS and selling it, to guiding MSPs on leadership, delegation, and the next big frontier: AI. Key Highlights: Kevin's story of building and eventually selling ICS. The pivotal lesson: why being replaceable increases enterprise value. How to find...

In this episode of Sunny's Silver Linings, Sunny sits down with Al Alper, founder of CyberGuard360 and serial entrepreneur, to explore how MSPs can evolve beyond tools and quick fixes to deliver real client value. Al reveals why the future of cybersecurity isn't just detection; it's prediction. By anticipating where attackers are headed, MSPs can shut them down before they strike. Along the way, h...

In this compelling episode, MSP legend Chris Day shares his transformative journey from an IT services entrepreneur to a software visionary who helped solve the industry's biggest documentation problem. Join us as we discuss: Why a plumber role is a dangerous posture for an MSP and how to pivot to a strategic advisor. The birth of IT Glue: How solving a core business problem led to a multi-million...

What if automation wasn't about replacing people—but freeing them up to do what matters most? In this episode, Tara Rummer of ImmyBot shares how her team is helping MSPs scale smarter, eliminate revenue leaks, and reclaim valuable time—without losing their human touch. We uncover: The real origin of ImmyBot (from a 20-year-old MSP!) Why automation ≠ AI, and why that distinction matters Fixing reve...

In this episode, Ryan Bowman of ThreatLocker joins Sunny Kaila for an insightful conversation on what it takes to defend today's MSPs from modern cyber threats. From his time in the trenches as an MSP operator to his current work helping partners at ThreatLocker, Ryan shares powerful insights on: Why "Zero Trust" isn't a buzzword: it's a necessity How attackers are using AI to rewrite and bypass d...

What's stopping your MSP from scaling? Hint: it's not sales, it's cash flow. In this episode of Sunny's Silver Linings, I sit down with Baxter Lanius, CEO of Alternative Payments, to unpack why cash confidence is the true growth engine for modern MSPs. From Wall Street investing to launching a fintech built for the channel, Baxter shares how automation, clarity, and a shift in mindset can transfor...