Sunny's Silver Linings

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-first world. If you're trying to scale your MSP, build a stronger team, or shift from being in the business to building the business, this is the leadership lens you need. Chapters 00:00 – Why everything starts with courage in leadership 02:10 – How mindset and limiting beliefs impact MSP growth 05:00 – Clarity, confidence, and intentional decision-making 08:30 – Why founders become the bottleneck in MSPs 1 2:00 – Letting go: the shift from control to scale 15:20 – Entrepreneurs are wired differently—what that means 18:40 – Building vision and freeing the visionary 22:10 – Hiring the right team and empowering them 26:00 – Overthinking, perfectionism, and getting out of your own way 29:30 – Perspective vs perception in leadership 33:00 – Lessons for young MSP founders and operators 36:30 – Final thoughts on scaling, leadership, and growth Who This Video Is For · MSP owners looking to scale their business beyond founder dependency · Managed Service Provider leaders struggling with growth bottlenecks · Entrepreneurs working on leadership mindset and decision-making · MSP operators building teams, processes, and scalable systems · IT service providers transitioning toward AI-first MSP leadership What You'll Learn · Why MSP leadership not tools is the real driver of growth · How to overcome the founder bottleneck and scale with systems · The role of mindset, courage, and clarity in business decision making · Why perfectionism and overthinking slow down MSP growth · How to hire, trust, and empower teams to execute independently · The importance of perspective in leadership, relationships, and problem-solving · How to transition from doing the work to building a scalable MSP business MSP growth today is defined by how leaders think, delegate, and build systems not just how they deliver services. #MSP #ManagedServices #MSPLeadership #MSPGrowth #ITServices #AIforMSP #BusinessLeadership #EntrepreneurMindset #ScalingBusiness #LeadershipDevelopment #MSPCommunity #TechLeadership

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. Chapters 00:00 – The mindset shift: Replaceable vs indispensable 00:40 – The 5 Ps of scaling a business 01:30 – Why People come first 02:10 – Process: Eliminating tribal knowledge 03:00 – Guardrails, expectations & autonomy 04:10 – Scaling operations without bottlenecks 05:00 – Why clarity in goals matters 06:00 – MSP industry evolution explained 07:30 – From IT support to business outcomes 08:40 – AI changing MSP-client expectations 10:00 – Advice for MSPs heading into 2026 11:10 – Why MSPs will win in the AI era Who This Video Is For · MSP owners looking to scale their msp business · Leaders in managed services and it services business · Founders focused on msp growth and msp scaling · MSPs adapting to ai for msp and ai for msps · Operators building a scalable msp scaling framework What You'll Learn · How the 5 Ps framework drives msp scaling and long-term growth · Why process and eliminating tribal knowledge is critical in managed services · How to build a strong msp client strategy focused on outcomes · The shift from technical delivery to msp consulting shift and advisory · Why MSP leadership must evolve in the AI era · How AI is reshaping it services business and client expectations #MSP #ManagedServices #MSPGrowth #AIforMSP #ITServices

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, or preparing for IT services M&A, this episode delivers the hard truths most leaders only learn the expensive way. Chapters 00:00 Greatest Life Lesson in Business 01:15 Perspective vs Perception 03:05 Selling 80% to Private Equity 05:20 The Hardest Leadership Mistake 06:30 AI Is Moving Faster Than Cloud 09:00 No One Is Coming to Save You 10:40 Visionary vs Integrator Explained 12:30 Give Up Control to Grow Who This Video Is For • MSP founders and operators focused on scaling an MSP • Leaders building a managed services business • IT services entrepreneurs considering private equity MSP deals • Executives exploring MSP mergers or MSP acquisition opportunities • Growth-minded leaders navigating AI in IT and business scaling What You'll Learn • The biggest leadership mistake that limits MSP growth • Why perspective vs perception defines IT leadership success • What really happens when selling to private equity • How AI in IT is accelerating faster than cloud transformation • The difference between a Visionary vs Integrator in MSP leadership • Why letting go of control is required for business scaling • How to prepare your managed services business for IT services M&A AI isn't optional. Leadership evolution isn't optional. If you want real MSP growth, you must adapt before the market forces you to. Subscribe for more insights: https://www.youtube.com/ITByDesign #MSP #ManagedServices #MSPGrowth #ITLeadership #PrivateEquity #Entrepreneurship #AIinIT #BusinessScaling #VisionaryLeadership #MSPMergers Pinned Comment : Post this as a comment after posting on the video - What's been your biggest scaling challenge as an MSP - culture, AI adoption, or leadership decisions? About IT By Design: 𝗕𝘂𝗶𝗹𝘁 𝗳𝗼𝗿 𝗠𝗦𝗣𝘀, 𝗯𝘆 𝗮𝗻 𝗠𝗦𝗣. For more than 20 years, IT By Design (ITBD) has been the growth partner MSPs trust to scale profitably. We deliver dedicated engineers, always-on infrastructure management, and practical AI solutions designed to help you build, optimize, and future-proof your business. 𝗖𝗼𝗿𝗲 𝗦𝗲𝗿𝘃𝗶𝗰𝗲𝘀: • Dedicated Engineers (Self or Co-Managed): Global, MSP-trained talent from India or the Philippines. Flexible models, fast onboarding, seamless integration, and AI-enabled expertise. • Infrastructure Management Support (IMS): 24×7×365 NOC, SOC, Helpdesk, RMM Admins, and Professional Services for proactive, scalable coverage. • AI by Design: Practical AI with measurable ROI, from fractional AI leadership and bots to RPA, automation, and AI team training. Join our community of MSP leaders redefining growth. Learn more: https://www.itbd.net Follow us on LinkedIn: https://www.linkedin.com/company/it-by-design Talk to us: +1 212 888 1977 Subscribe to the channel here: https://www.youtube.com/@ITByDesign ITBD's Website: https://itbd.net/ Sunny's Website: https://sunnyspeaks.net/ Build IT Live: https://itbd.net/live/ Apple Podcast: https://apple.co/3DgkT6Q Spotify: https://open.spotify.com/show/4NUoui4 Sunny's LinkedIn: https://www.linkedin.com/in/sunnykaila Instagram: https://www.instagram.com/it.by.design Facebook: https://www.facebook.com/ITByDesign X: https://x.com/IT_BY_DESIGN Sunny's books: Talentpreneurship: https://www.amazon.com/dp/B0CD9DKQW2/

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 Exchange explained for MSPs 27:40 – MSP margins, tier-one support & resale opportunities 33:15 – Ideal customer profile for connectivity services 39:10 – AI-driven bandwidth & speed requirements 44:20 – 100G, 400G & the future of enterprise data 49:30 – One action MSPs should take right now Who This Video Is For • MSP owners and leaders focused on MSP growth and valuation • Managed Service Providers exploring AI for MSPs • MSPs looking to increase enterprise value and EBITDA • Technology leaders navigating connectivity, edge computing, and multi-cloud networks • MSPs wanting to move from reactive support to strategic, revenue-driving services What You'll Learn • Why connectivity is now foundational to AI success for MSPs • How AI and the data explosion are reshaping MSP business strategy • Where MSPs can grow EBITDA through service diversification • How edge computing and multi-cloud networks impact MSP opportunities • What AT&T Partner Exchange means for MSP resale and margins • How bandwidth demands (100G, 400G+) will redefine enterprise IT • The one action MSPs should take today to stay competitive Connectivity isn't optional anymore; it's how MSPs future-proof growth in the AI era. #MSP #MSPGrowth #AIforMSPs #ManagedServiceProviders #Connectivity #EdgeComputing #EnterpriseValue #MSPStrategy #DataExplosion #AIandMSPs #MSPBusiness #ThoughtLeadership

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 MSP leader needs as the industry shifts from IT support to business transformation.

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 can/can't use, and how to stay compliant. How MSPs can use AI: real AI use cases for small businesses, internal copilots, ticket workflows, open-source options (Llama 3, LM Studio, Hugging Face). AI with security-first thinking: how to protect vector databases, internal models, and high-risk data. Abundance mindset in business: why collaboration scales MSPs faster than competition. If you're ready to grow with confidence through AI, security, and strong leadership: this conversation gives you the exact mindset and tools to move forward. #MSP #Leadership #CMMC #Cybersecurity #MSPCommunity #AIforMSPs #BusinessGrowth #SunnySilverLining

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 building borderless businesses through trust and partnerships A must-watch for MSP owners, entrepreneurs, and business leaders seeking sustainable growth and leadership clarity. Subscribe to Sunny's Silver Linings for more stories from the world's most inspiring leaders. [LINK] #Entrepreneurship #Leadership #BusinessGrowth #AI #Automation #Cybersecurity #MSPCommunity #GrowthMindset #WillNobles #SunnyKaila

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 channel partner, this conversation shows how collaboration, trust, and innovation create exponential impact. #MSP #MSSP #CyberSecurity #RedHelm #PenTesting #ITLeadership #BusinessGrowth #AI #ChannelPartners

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

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.

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.

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!

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: https://immy.bot #MSPCommunity #MSPAutomation #ImmyBot #BuildITLive #PeopleFirstLeadership #TimeFreedom #OperationalExcellence

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: http://itbd.net/live Subscribe for more unfiltered leadership conversations: Click Here #MSPCybersecurity #ZeroTrust #AIThreats #BuildITLIVE2025 #MSPLeadership #RyanBowman #ThreatLocker #HumanFirstSecurity #MSPStrong

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.

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! Subscribe for more leadership and growth strategies! #SunnySilverLinings #MSPSales #AIforSales #RevenueGrowth #SalesStrategy #MSPGrowth #LeadershipInTech

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 growth and shared success. 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!

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 even apply How to create a culture that retains, inspires, and grows people The truth about performance reviews (hint: your team wants them!) And much more! If you want to lead with heart and strategy, hit play now! #MSPLeadership #PeopleStrategy #CultureDrivesGrowth #HRForMSPs #ScalableGrowth #Entech #ITByDesign

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 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

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 development Building client trust through promise-keeping and referrals This conversation is packed with actionable lessons for MSP leaders who want to innovate, scale, and lead with impact. Subscribe for more real-world leadership insights!

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 with your vision The secret to leadership: energy, not just strategy This episode is packed with actionable insights for visionary leaders looking to scale smarter and build a business that thrives on clarity and alignment. Don't miss out—subscribe for more leadership and growth strategies!

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 mindset shifts and real-world lessons that every business leader needs to hear. Watch now and elevate your entrepreneurial journey!

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 mentors This episode is packed with actionable insights for MSP leaders looking to scale their business and build unstoppable teams. Don't miss out—subscribe for more leadership and growth strategies!

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 profitability ✅ Key steps for MSP owners planning an exit or acquisition Whether you're looking to scale through acquisitions or preparing for your own exit, these insights are invaluable. Subscribe now for more expert insights to help you grow and thrive in the MSP space!

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 takeaways to help you make informed decisions. Don't forget to like, subscribe, and hit the bell for more expert insights! #MSPM&A #BusinessGrowth #MergersAndAcquisitions #MSPsuccess #ScalingYourMSP #Entrepreneurship

In this episode of Sunny's Silver Linings Podcast, IT By Design CEO Sunny Kaila dives into the evolving MSP ecosystem with Paul Hamilton and Tim Barton-Wines from Halo. Discover how teamwork, innovation, and delivering exceptional value are reshaping the industry. Key highlights: The power of collaboration in navigating challenges and opportunities in the MSP space. How Halo's innovative credit-back policy and customer-first approach redefine value. Strategies for building high-performing teams, including mentorship and culture-driven onboarding. Using AI and automation to drive impactful results and ensure sustainability for MSPs. Leadership lessons: moving from command-and-control to trust-based collaboration. This episode is packed with actionable insights for MSP leaders and teams looking to transform challenges into growth. Don't miss out—subscribe for more stories and strategies to thrive in the MSP world!

In this episode of Sunny's Silver Linings Podcast, IT By Design CEO Sunny Kaila sits down with Beth Leonard, COO of R3, to discuss her incredible journey from earning $8 an hour in retail to leading a thriving IT company. Beth opens about overcoming significant challenges, including homelessness and a life-altering cancer diagnosis. In this inspiring conversation, she shares: -How resilience shaped her path to success. -The importance of diverse talent in the IT industry. -Effective strategies for delivering world-class customer experiences. -Innovative approaches to team building and leadership in the MSP space This episode is filled with valuable insights for anyone looking to transform adversity into achievement. Tune in to hear Beth's powerful story and discover the keys to effective leadership and team empowerment! Don't forget to subscribe for more inspiring stories and insights on building a successful, purpose-driven business! #SunnySilverLinings #ITByDesign #Leadership #Resilience #Success #ITIndustry #Podcast #Inspiration

In this episode of Sunny's Silver Linings Podcast, IT By Design CEO Sunny Kaila sits down with Mit Patel, a seasoned MSP entrepreneur, to explore the tough decision every business owner faces: Should you sell your MSP or hold on for the long haul? Learn from Mit's two decades of experience as he shares: How to define your personal and financial "enough." Why timing and preparation are key for a successful sale. The dangers of chasing trends and the power of refining existing systems. How to build a business that thrives without you, even without an exit. This episode is packed with invaluable insights for MSP owners who are at the crossroads. Tune in for a deeper look at business growth, leadership, and navigating the MSP exit strategy with intention! Don't forget to subscribe for more tips on building a purpose-driven, successful business!

In 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. Get ready for actionable insights to elevate your MSP business through collaboration and strategic expansion. Subscribe for more expert tips from IT By Design!

Join Sunny Kaila, CEO of IT By Design, and cybersecurity expert Maggie MacAlpine in this eye-opening episode of Sunny's Silver Linings as they tackle the evolving landscape of cybersecurity threats facing Managed Service Providers (MSPs). Explore the parallels between historical piracy and today's cybercrime and learn why MSPs are now prime targets for hackers. Discover essential strategies for enhancing cybersecurity hygiene and simplifying your security tools to effectively protect your clients. This episode is filled with valuable insights on transforming your MSP into a Managed Security Service Provider (MSSP) and unlocking new revenue streams in the face of increasing cyber threats. Don't miss out on this vital conversation—subscribe for more expert discussions on thriving in the ever-changing MSP landscape by IT By Design!

Join IT By Design CEO Sunny Kaila in this episode of Sunny's Silver Linings podcast as he chats with EOS Worldwide experts Kelly Knight, CJ Dubé, and Mark O'Donnell. Together, they delve into the crucial role of a people-first culture in driving business success and overcoming challenges. Here are the key takeaways from the enlightening session: • Discover how IT By Design's journey with the Entrepreneurial Operating System (EOS) transformed their approach to scaling while prioritizing team well-being • Hear Kelly's thoughts on the importance of love and support in the workplace • Learn from CJ about the ongoing journey of cultivating a robust company culture • Understand how Mark emphasizes the "right person, right seat" philosophy for sustainable growth Packed with actionable insights, this episode reveals how courageous leadership, and alignment can elevate your organization. Don't miss this inspiring conversation on harnessing the power of people for extraordinary outcomes! Subscribe now for more powerful insights on leadership and organizational culture from IT By Design!

In this episode of "Sunny Silver Linings," I interview Brad Schow about the transformative power of MSP communities. We explore the idea that one plus one isn't just two; it's equal to eleven. By embracing an abundance mindset and a Go-Givers approach, we can unlock limitless potential in the total addressable market. Instead of viewing other MSP platforms and communities as competitors, we should see them as collaborators. Together, we can create greater value for our partners. Join us as we discuss why building bridges, not boundaries, makes MSP communities stronger. Tune in now!

In this episode of Sunny's Silver Linings podcast, IT By Design CEO Sunny Kaila engages in a thought-provoking conversation with James Hwang, author of Dare to Fail, about the transformative power of embracing failure in leadership. Discover how to redefine failure as a stepping-stone for growth and innovation. Hear James's perspective on shifting mindsets to view setbacks as valuable lessons. Learn about the Actionable Leadership Framework and how it can elevate your leadership style from positional authority to mentorship. This episode is filled with actionable insights on fostering a culture that encourages calculated risks and resilience in teams. Tune in for an inspiring dialogue on how embracing failure can lead to boundless expansion and success! Don't forget to subscribe for more leadership strategies and growth insights from IT By Design!

In this episode of Sunny's Silver Linings podcast, IT By Design Founder & CEO Sunny Kaila interacted with Johan Hammerstrom, CEO of Community IT Innovators, to discuss the power of purpose-driven leadership in the MSP space. Johan shared valuable insights on aligning business goals with customer needs, building a strong organizational culture through trust and fostering talent development by focusing on individual strengths. Whether you're an MSP leader or a business owner, these lessons will help you unlock sustainable growth and success. Key topics covered: The importance of customer value propositions Creating a purpose-driven business Building a strong team with trust and autonomy Developing talent by leveraging strengths Aligning business objectives with customer needs Don't forget to like, comment and subscribe for more leadership insights! #MSP #Leadership #PurposeDriven #CommunityIT #SunnySilverLinings #BusinessGrowth #TalentDevelopment #Entrepreneurship

In this special episode of Sunny's Silver Linings, host Sunny Kaila interacted with Ben Tercha, COO of Omega Systems, to explore his 19-year journey in the managed service provider (MSP) industry. From building strong customer relationships to leading high-performing teams, Ben shares actionable insights for growing your MSP business. Key takeaways include: The importance of innovation to stand out in a competitive MSP landscape How to build meaningful, long-lasting relationships with customers Leadership strategies for creating culturally aligned, high-performing teams The role of clear communication in driving team success and company growth Tune in to learn how these strategies can drive long-term success for your MSP. #MSP #Leadership #CustomerSuccess #SunnysSilverLinings #BuildITLIVE #OmegaSystems #WinningTeams #BusinessGrowth #WinningGlobalTeams

In this episode of Sunny's Silver Linings, IT By Design CEO Sunny Kaila talks with Sumeet Sabharwal, CEO of Netgain, and Frank DeBenetto, General Manager of MSP Suite at Kaseya, about the challenges MSPs face with profitability and share actionable strategies for expanding beyond regional boundaries and maximizing value. Key Topics Covered: Overcoming Profitability Challenges in the MSP Industry Expanding MSP Operations Beyond Regional Boundaries The Power of Focus and Discipline in MSP Growth Embracing a Borderless Business Mindset Tune in to discover how MSPs can thrive in today's competitive market by adopting a borderless approach and focusing on delivering real value to clients. Don't forget to like, comment and subscribe for more insights! https://hubs.ly/Q02DrxnQ0

In this episode of Sunny's Silver Linings, IT By Design CEO Sunny Kaila sat down with Max Kaplan, Director of Engineering at Machado Consulting, Inc., to discuss the importance of a people-first culture in business. Max shared how adopting IT By Design's talent operating system, Team GPS, transformed their team's dynamics by improving goal setting, enhancing peer recognition, and streamlining one-to-one meetings. Tune in to learn how these strategies can help you foster a more engaged and productive workforce. Key Topics Covered: Embracing a Partnership Mindset Overcoming Challenges with Team GPS Transforming Goal Setting Enhancing Peer Recognition Streamlining One-to-One Meetings The Power of Clarity and Accountability Don't forget to like, comment and subscribe for more insightful episodes!

In this insightful episode of Sunny's Silver Linings podcast, IT By Design CEO Sunny Kaila is joined by Ann Sheu, Founder & CEO of Mpowered Families, to explore the keys to relationship success at home and work. Ann shares her personal journey, the founding of Mpowered Families, and practical strategies for improving relationships through intentionality and self-care. Key Topics Covered: The inspiration behind Mpowered Families The importance of "me work" and self-care Strategies for overcoming common relationship obstacles The power of the "decade dream" Applying relationship principles in the workplace Discover how to live life by design and foster meaningful connections with Ann's transformative insights. Don't miss this episode!

In this episode of Sunny's Silver Linings, hosted by IT By Design CEO Sunny Kaila, we have an engaging and insightful conversation with Brian Hoppe, a strategic coach for MSPs. Brian shares his entrepreneurial journey, offering valuable advice for new and existing MSP owners. From the importance of finding your niche to the critical role of company culture and the common mistakes MSPs make, Brian's wisdom is a must-hear for anyone in the managed services industry. The key highlights include: Brian's entrepreneurial journey and transition from tech to business leader Essential advice for new MSP owners and what he wishes he knew when starting out The significance of vertical focus and being selective with clients Strategies for building a strong company culture and retaining top talent Common mistakes MSPs make and how to avoid them The importance of peer groups, business operating systems, and having a coach Don't miss out on this enriching discussion that can help take your MSP business to the next level! https://hubs.ly/Q02DrxnQ0

Join IT By Design CEO Sunny Kaila as he chats with Christopher Vollmond-Carstens, Chief M&A Officer at Ntiva Inc., about the latest trends in the MSP mergers and acquisitions (M&A) landscape. Discover strategic advice, future predictions and the role of global teams in this insightful episode of Sunny's Silver Linings. Don't miss out on expert tips for staying competitive and growing your MSP business! https://hubs.ly/Q02DrxnQ0

Welcome to the latest episode of "Sunny's Silver Linings" podcast, hosted by IT By Design CEO Sunny Kaila. In this episode, Sunny engaged in insightful discussions with Lori Patrick, Vice President of Central Services at 1Path, and Luca Jacobellis, Chief Operating Officer at 1Path. Join us as we explore their perspectives on leadership, technology trends and navigating the challenges of the managed service providers (MSP) industry. Don't miss out on this enriching conversation!

The latest episode of the "Sunny's Silver Linings" podcast featuring Jonathan JB Lamb, CEO of Wolf Consulting is out, and you must listen to it now! Tune in to hear JB's inspiring leadership journey, unique insights on the MSP industry, and his strategies for driving growth and innovation. Don't miss this deep dive into effective MSP leadership and the importance of people-centric, proactive approaches. #SunnysSilverLinings #SSLPodcast #MSPGrowth #MSPLeadership #PeopleCentricCulture #WolfConsulting

This week's episode of the "Sunny's Silver Linings" podcast features MSP growth tips and insights from two seasoned entrepreneurs Patrick Clements and Michael Clements from SherpaDesk. In this episode, Sunny, Mike and Patrick delved into: — Navigating niche specialization for MSP growth — Prioritizing customer relationships for sustainable success — Steering clear of common MSP pitfalls — Nurturing a positive company culture for innovation — And much more Tune in to gain actionable tips and wisdom from this enriching conversation. #MSPGrowth #Entrepreneurship #Podcast #BusinessInsights #LeadershipDevelopment #Innovation #SunnysSilverLinings #SSLPodcast