Sunny's Silver Linings

Sunny Kaila

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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 the channel. Listen now to take your business to the next level!  https://hubs.ly/Q02DrxnQ0

1D AGO

Alex Brandt: Why the Browser Is the New Endpoint for MSPs

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 endpoint. How MSPs can monetize browser security and create strategic advantage. Real-world examples of AI usage and productivity insights in the SMB space. Steps to conduct browser security assessments and drive client trust. Alex emphasizes that browser security represents a major industry shift, urging MSPs to act now, integrate it into their strategy, and use it to stand out from competitors. Listen to the full episode and elevate your MSP strategy today! kvPzHq5VcSdi5qVREyEd

23 min
SEP 18

Kevin Blake: From Founder to Scalable MSP Leader & AI Innovator

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 and empower your “number two” with business acumen, not just technical skills. Systematizing operations with processes, priorities, and KPIs. The founder’s most powerful tool: perspective. Why AI is the next industry-defining shift, and how MSPs can lead with it. Packed with insights, Kevin’s story is both a blueprint and a call to action for MSP founders. Build scalable systems, embrace AI, and position yourself as the trusted thought leader your clients need.

26 min
SEP 4

Predict to Prevent: AI, Compliance & the Next Era of MSP Leadership

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, he explains why compliance is the true backbone of reliability, and why empathy: knowing your clients’ business better than they do, is the ultimate MSP advantage. Key Highlights: Why are tools only enablers, not solutions. How predictive AI shifts cybersecurity from defense to offense. Compliance reframed: the foundation of trust and consistency. Common MSP blind spots and how to turn them into competitive edges. The mindset shift: from fixing problems to enabling growth. Packed with practical insights, this conversation is a must-watch for MSP leaders who want to build resilient, future-ready businesses.

17 min
AUG 21

From Break-Fix to Boardroom: Chris Day's Blueprint for MSPs

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-dollar software company. The importance of relentless perseverance and why the moment you're ready to quit is often when a miracle happens. How to go from a reactive "break-fix" mindset to building a strategic "growth loop." Navigating the AI revolution and becoming an "AI shepherd" for your clients. This is more than a conversation; it's a blueprint for building a high-impact, high-value business. Watch now and discover the keys to unlocking your next step altitude!

36 min
JUL 24

Building Community, Automating Impact: The ImmyBot Way with Tara Rummer

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 revenue leakage through smart PSA integrations How freeing up engineers leads to higher-margin work Community-first growth without a sales team Why trust, culture, and people still matter most Whether you’re scaling an MSP or streamlining your stack, this is a must-listen conversation with someone who’s been in your shoes. Visit ImmyBot: #MSPCommunity #MSPAutomation #ImmyBot #BuildITLive #PeopleFirstLeadership #TimeFreedom #OperationalExcellence

20 min
JUL 17

Ryan Bowman Unfiltered: Cybersecurity, AI & the MSP Advantage

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 defenses Why familiar tools, when misused, are the most dangerous What vendors get wrong about AI—and how to stay human-first Plus: How to grow techs into transformational leaders This isn’t a hype session: it’s a wake-up call. Want to stay ahead of the threats and lead with clarity? Don’t miss Ryan live at Build IT LIVE 2025: Subscribe for more unfiltered leadership conversations: #MSPCybersecurity #ZeroTrust #AIThreats #BuildITLIVE2025 #MSPLeadership #RyanBowman #ThreatLocker #HumanFirstSecurity #MSPStrong

23 min
JUL 10

Baxter Lanius: Why Cash Confidence Is the Hidden Growth Lever for MSPs

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 transform your operations — and your EBITDA. Key Takeaways: Why most MSPs unknowingly bleed value from slow AR processes How to reduce DSO from 35 to 10 days with automation The mindset shift from technologist to strategic operator How PE thinking helps you prioritize the right growth bets “Revenue is vanity, profit is sanity, cash flow is reality” — explained Whether you’re bootstrapped or PE-backed, this is a must-watch for any MSP leader serious about scaling smarter.

20 min
JUL 3

Kendra Lee: Boost MSP Sales ROI & Build Authentic AI-Powered Growth

Struggling to get real ROI from your MSP sales efforts? In this episode of Sunny Silver Linings, Kendra Lee: sales strategist, HubSpot Gold Partner, and AI-for-sales expert: shares how MSP leaders can use AI to drive smarter prospecting, tighter follow-ups, and repeatable revenue growth. We cover everything from sales consistency and CRM discipline to the right way to use AI without losing your authenticity. This is your playbook for building a sales machine that works without sounding like a robot. Don’t miss out! #SunnySilverLinings #MSPSales #AIforSales #RevenueGrowth #SalesStrategy #MSPGrowth #LeadershipInTech

30 min

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 the channel. Listen now to take your business to the next level!  https://hubs.ly/Q02DrxnQ0

Creator

Sunny Kaila
Years Active

2024 - 2025
Episodes

138
Rating

Clean
Copyright

© Sunny's Silver Linings 2024
Show Website

Sunny's Silver Linings