From IT Fixers to Strategic Advisors: Reinventing the MSP Game
Release Date: 05/15/2025
Jamison West: The MSP Owner's Blueprint to Time Freedom & Scaling Impact
Sunny's Silver Linings
Are you an MSP owner feeling indispensable? In this episode, Jamison West, a serial entrepreneur and MSP veteran, unveils his transformative "Five Ps" framework for building a business that thrives independently. Learn how to overcome the founder's fear, delegate effectively, and unlock unparalleled freedom. Key Highlights: The profound shift: from indispensable owner to replaceable leader. Jamison's "Five Ps" for building a scalable, high-value business. How to find and empower your ideal "number two.” Aligning incentives for mutual...
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The HR Edge: How to Attract, Grow & Lead Top Talent in the MSP World
Sunny's Silver Linings
Struggling to scale your MSP with the right people? You're not alone. In this powerful episode, IT By Design CEO Sunny Kaila talks with Ainsley Lump of Entech about the real HR strategies that drive growth, loyalty, and culture in today’s MSP landscape. From recruiting smarter to building magnetic culture and performance systems your team actually wants—this is the leadership masterclass you didn’t know you needed. Here’s a synopsis of what Ainsley shares: Why scalable processes are the #1 thing MSPs overlook What top talent looks for before they...
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From IT Fixers to Strategic Advisors: Reinventing the MSP Game
Sunny's Silver Linings
What’s the secret to building an unstoppable MSP in today’s fast-moving tech world? In this episode, Peter Melby, CEO of New Charter Technologies, breaks down how top MSPs are shifting from reactive IT support to proactive business problem-solvers. Discover why the future belongs to those who ask better questions, embrace AI with purpose, and treat their MSP like an innovation lab—not just a service desk. Key Highlights: Why solving business problems is the new MSP superpower The hidden cost of not asking the right client questions How AI can drive client...
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Decoding Thrive’s Success: The Power of People, Vision & Execution
Sunny's Silver Linings
What does it take to lead the next evolution of the MSP industry? In this episode, Bill McLaughlin of Thrive reveals how visionary leadership, a security-first approach, and a relentless focus on people and execution have fueled Thrive’s extraordinary growth. Key Highlights: The bold "Thrive 2.0" transformation strategy Why leadership and culture drive real MSP success How ServiceNow and innovation differentiate Thrive Private equity’s role in scaling without losing soul The critical role of internal talent...
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From Chaos to Clarity: Why Every Visionary Needs an Integrator to Scale
Sunny's Silver Linings
What does it take to scale a visionary business? In this episode, Sunny Kaila and Chad Willardson reveal how visionary-integrator alignment can propel your growth and elevate your leadership. Discover the blueprint for creating a high-performing team that amplifies your vision and drives success. Key Highlights: The unique mindset of founders and why it’s different How to protect the visionary’s time for strategic growth Why every visionary needs an integrator to turn chaos into clarity Practical steps to build your team in alignment...
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Embracing the Entrepreneurial Journey: Lessons from Nick Recker
Sunny's Silver Linings
What separates successful entrepreneurs from the rest? It’s not just vision—it’s resilience, adaptability, and the willingness to embrace discomfort. In this episode, Nick Recker shares his journey from running a small MSP to building Blue Alliance, an innovative platform company. The challenges of scaling a business Why the "messy middle" defines true entrepreneurs The power of self-audits and strategic pivots How culture and accountability fuel growth Why collaboration beats competition in today’s MSP landscape Join us as we break down the...
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Unlocking High-Performing Teams: Growth Mindset Strategies for MSPs
Sunny's Silver Linings
What does it take to build a high-performing MSP? In this episode, discover how Kayvan Yazdi and Iman Oskoorouchi of TruAdvantage transformed their business by embracing a growth mindset, prioritizing leadership, and investing in their people. Key Highlights: Shifting from IT consultants to business leaders The power of a people-first culture in driving success Overcoming distractions and staying laser-focused on growth How personal development fuels team performance The importance of surrounding yourself with the right...
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MSP M&A Insights: Growth, Exit Strategies & Market Trends
Sunny's Silver Linings
The MSP M&A game is changing. Economic shifts, rising interest rates, and evolving deal structures are reshaping the landscape. But opportunity is still everywhere for those who are prepared! In this episode of Sunny’s Silver Linings, I sit down with Arlin Sorensen, Rob Stephenson, and Christopher Vollmond-Carstens to unpack: ✅ The current state of MSP M&A and market trends ✅ How rising interest rates impact valuations and deal structures ✅ What makes an MSP acquisition truly successful ✅ The importance of strategic fit, leadership, and...
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M&A Secrets for MSPs: Maximize Value & Navigate Growth
Sunny's Silver Linings
In this episode of Sunny’s Silver Linings Podcast, IT By Design CEO Sunny Kaila sits down with M&A expert Hartland Ross to break down the evolving MSP M&A landscape. Hartland shares key insights on: ✅ Why it’s a seller’s market & what it means for MSP owners ✅ How to maximize business value before selling ✅ The biggest red flags that scare off buyers ✅ Strategies to scale & stay competitive in a consolidating industry If you’re considering an acquisition or planning an exit, this conversation is packed with actionable...
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Unlocking High-Performing Teams: Leadership Strategies for MSPs
Sunny's Silver Linings
info_outlineWhat’s the secret to building an unstoppable MSP in today’s fast-moving tech world? In this episode, Peter Melby, CEO of New Charter Technologies, breaks down how top MSPs are shifting from reactive IT support to proactive business problem-solvers.
Discover why the future belongs to those who ask better questions, embrace AI with purpose, and treat their MSP like an innovation lab—not just a service desk.
Key Highlights:
- Why solving business problems is the new MSP superpower
- The hidden cost of not asking the right client questions
- How AI can drive client value—not just internal efficiency
- Why MSPs must own their innovation strategy
- Balancing vendor support with internal agility
- The people-first mindset that builds lasting trust
This is a must-watch for MSP leaders ready to evolve, innovate, and lead their clients through real business transformation. Subscribe for more growth-focused conversations!
#MSPStrategy #BusinessTransformation #AIforMSPs #TechLeadership #ManagedServices #DigitalInnovation