Empowering Teams & Expanding Horizons: Success Secrets from MSP Leaders
Release Date: 11/14/2024
Entrepreneur Mindset How MSPs Scale From Services to Intelligence
Sunny's Silver Linings
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MSP Leadership & Entrepreneurship: How Will Nobles Built a Borderless Business
Sunny's Silver Linings
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 collaboration beats competition in the MSP channel How “A Week with Will” is transforming MSP leaders globally His vision for...
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Red Helm CEO Michael Stratos | MSP + MSSP Leadership & Cybersecurity
Sunny's Silver Linings
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 and perspective-driven decision making Whether you’re an MSP looking to scale, a cybersecurity leader, or an IT...
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Alex Brandt: Why the Browser Is the New Endpoint for MSPs
Sunny's Silver Linings
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...
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Kevin Blake: From Founder to Scalable MSP Leader & AI Innovator
Sunny's Silver Linings
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...
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Predict to Prevent: AI, Compliance & the Next Era of MSP Leadership
Sunny's Silver Linings
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...
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From Break-Fix to Boardroom: Chris Day's Blueprint for MSPs
Sunny's Silver Linings
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...
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Building Community, Automating Impact: The ImmyBot Way with Tara Rummer
Sunny's Silver Linings
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 ...
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Ryan Bowman Unfiltered: Cybersecurity, AI & the MSP Advantage
Sunny's Silver Linings
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 ...
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Baxter Lanius: Why Cash Confidence Is the Hidden Growth Lever for MSPs
Sunny's Silver Linings
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...
info_outlineIn this episode of Sunny’s Silver Linings, CEO Sunny Kaila sits down with MSP leaders Chris Caprio and Michael Hornby to share powerful strategies for team empowerment and growth. From making impactful first impressions to unlocking the full potential of your tools, they discuss how to build a culture of trust, expand talent pools, and align personal and professional goals.
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