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 …

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 p…

Are you an authentic leader? Do you find it easy or hard to be transparent with your team? In this episode, Shannon Waller discusses the power of authenticity and transparency in leadership. She shares practical strategies to build trust, engage your team, and create psychological safety so that everyone feels safe to express their ideas and take r…

In this episode, Shannon Waller and guest Steve Heroux discuss the importance of sales coaching and understanding Sales DNA profiles. Steve addresses the negative perceptions of sales and the challenges entrepreneurs face in hiring effective salespeople, and offers actionable insights to transform sales culture. Tune in for a fresh perspective on f…

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 throu…

In this episode of Team Success, host Shannon Waller is thrilled to talk with special guest Marlene Chism, an expert on workplace drama and how to handle it effectively. Their long discussion is full of great communication and listening strategies to help you have that difficult discussion you’ve been avoiding. Shannon highly recommends all senior …

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…

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: Overcom…

In this episode, Shannon interviews IT By Design founder Sunny Kaila, who shares his inspiring journey from taxi driver to successful entrepreneur and offers insights on leveraging talent markets and expanding businesses internationally. Tune in to discover his proven strategies for multicultural collaboration, and learn how to access global talent…

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,…

Do you take the time to reinforce your team’s strengths, or do you simply take their strengths and talents for granted? In this episode, Shannon Waller explains the benefits of reinforcing team strengths rather than fixing weaknesses. Learn why this counterintuitive approach can boost morale, productivity, and even your bottom line. Download Episod…

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 intention…

Are you looking to maximize your teamwork with your executive assistant? In this episode, Shannon Waller dives deep into the key strategies for a successful strategic partnership. From finding the right person to implementing daily habits and strategic planning meetings, you’ll discover how to triple your productivity effortlessly and elevate your …

Do you feel as though you have a really talented team but that not everyone is aligned on the direction you’re going? In this episode, Shannon Waller describes how a lack of leadership can be undoing your team’s potential. By the end, you’ll learn practical strategies to ensure that everyone is on the same page, working toward a common goal. Downlo…

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…

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…

Ready to level up your teamwork? In this episode of Team Success, Shannon dives deep into her love for profiles and assessments like Kolbe and PRINT and how she uses them to understand team members better. She explains how profiles help build trust, provide a road map for effective teamwork, and streamline the process of getting to know team member…

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 …

Are you struggling with a lack of alert, curious, responsive, and resourceful people in your business? Here, Shannon Waller takes a look at the frequently overlooked importance of the language you use when talking about the people operating in your business. By shifting your mindset regarding this one term, you can unlock the full potential of your…

On this special episode of Team Success, Shannon Waller is joined by her dear friend and former colleague Nicole Pitcher, a Strategy and Planning Support Partner who played a pivotal role in Shannon’s professional development and contributed to her legendary approach to teamwork. They discuss how, while working at Strategic Coach®, Nicole transform…

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…

Raise your hand if you’re a perfectionist. Do you often find yourself focusing on what’s not working and feeling constantly frustrated? When your team checks in with you on a project they’re working on, do you tend to focus on the parts that need to be fixed? The parts that aren’t completed yet? “What about X, Y, and Z?” In this episode of Team Suc…

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 …

Before important client meetings, are you and your team running around handling last-minute logistics? How prepared does your team feel going into the meeting? In this episode, Shannon Waller discusses the value of bookending client meetings with clearings and debriefs to elevate the overall experience for clients and team members. Here’s the why a…

How would you like to learn a strategy for improving creativity, connection, and collaboration within your team that’s as simple as saying the word “yes”? In this episode, Shannon Waller explains how graciously saying yes to your team members’ ideas is an easy yet powerful way to foster deeper conversations and collective problem solving, and dives…

ATTENTION all MSP leaders concerned about talent management and cultivating a strong company culture. Join Sunny, Jen Zaroski, Chief People Officer at VC3, and Todd Billiar, Director of Strategic Partnerships at IT By Design, as they delve into strategies for fostering a thriving company culture and building high-performing teams. Here's what you'l…

Are you an MSP looking to take your business to the next level? Look no further and watch the latest episode of the Sunny’s Silver Linings podcast. Explore key insights from industry leader William Flannery on building a successful MSP with a focus on: — Client satisfaction: Moving beyond generic solutions to become a trusted advisor. — Employee re…

In this episode, Shannon Waller talks about the dangers of the “Excellent Trap.” Are there activities you have superior skills but no passion for? Are you bored with them but resisting having someone else take them on? Let Shannon convince you why you should let go of these “Excellent,” but not “Unique Ability,” activities. Shannon has useful advic…

Look who joined Todd Billiar for the latest episode of the “Sunny’s Silver Linings” podcast for an insightful discussion on the future of MSPs—Ahmed Fadili, VP of Managed Services and Cloud Operations at Focus Technology Solutions, and Chris Poulopoulos, VP of Systems Integration at New Era Technology. Catch the whole conversation to gather their a…

Looking for ways to improve your team’s performance and create a positive work environment? In this episode of the Team Success podcast, host Shannon Waller interviews entrepreneurs Mark O’Donnell, Kelly Knight, and CJ DuBe’ about their new book, People: Dare to Build an Intentional Culture, which focuses on the importance of creating an intentiona…

Ever been micromanaged? Doesn’t feel great, right? And it’s easy to react emotionally to it. But why is your entrepreneur or team leader micromanaging? It’s likely not because they don’t trust you. In this episode of Team Success, host Shannon Waller breaks down why leaders micromanage, then coaches team members through an effective strategy to sol…

The latest episode of the "Sunny’s Silver Linings” podcast Sunny’s conversation with Katrina Barnes, CEO at Beringer Technology Group, about: Importance of people in leadership: right individuals in right roles Building unique MSP identity: focus on customer service and tech advancements Future trends: AI revolution and shifting leadership dynamics…