Jamison West: The MSP Owner's Blueprint to Time Freedom & Scaling Impact
Release Date: 06/12/2025
How MSPs Scale by Building Trust Community Sunnys Silver Linings
Sunny's Silver Linings
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Why Connectivity Drives MSP Growth in the AI Era
Sunny's Silver Linings
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 faster than ever 17:10 – How MSPs grow EBITDA through service diversification 22:05 – AT&T Partner...
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Why Profitable MSPs Fix Processes Not People AI EBITDA Valuation MSP Growth
Sunny's Silver Linings
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, not replaces them. This conversation brings together leadership lessons, financial reality checks, and practical growth strategies every...
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Future of MSPs 2026 AI Strategy Automation MSP Growth
Sunny's Silver Linings
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Cashflow Is Reality How to Fix Cashflow Problems in Small Business
Sunny's Silver Linings
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How MSP Owners Can Lead with AI CMMC Level 2 Compliance
Sunny's Silver Linings
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’ll Learn: Leadership development for MSP owners: grit, lifelong learning, mindset, culture. CMMC compliance explained: what Level 2 requires, what tools MSPs...
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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...
info_outlineAre 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:
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The profound shift: from indispensable owner to replaceable leader.
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Jamison's "Five Ps" for building a scalable, high-value business.
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How to find and empower your ideal "number two.”
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Aligning incentives for mutual growth and shared success.
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Overcoming common owner pitfalls and the power of Highest and Best Use (HABU).
This episode is packed with actionable insights for MSP leaders ready to create enterprise value, gain time freedom, and truly enjoy their entrepreneurial journey. Don't miss out—subscribe for more leadership and growth strategies!