Business is a battle, and we came here to WIN! Carrie and Ian Richardson are partners and serial entrepreneurs who specialize in strategic growth and exit planning for SMBs. Every week, we ask business owners and leaders two important questions: "What's Important Now?" "How are you winning?" Created by entrepreneurs who love strategy, sales and strategic selling, we interview business owners and sales leaders at all stages of growth across multiple industries. Learn from experts sharing thei ...
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Sunny’s Silver Linings is a Top MSP Channel Podcast hosted by the CEO of IT By Design, Sunny Kaila. Sunny and his guests cover a wide range of MSP and Talent-based topics, including MSP services, cybersecurity, customer service, and strategies to achieve growth and success in the channel. Listen now to take your business to the next level! https://hubs.ly/Q02DrxnQ0
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Hallway Conference was inspired by the best conversations we have at the best conferences we attend! Come listen to ideas we picked in the hallway and perfected on the patio. Hallway Conference is hosted by Carrie Simpson, the founder of Managed Sales Pros and creator of the MSP ASK! IT sales prospecting methodology.
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Welcome to the Building a Profitable MSP with Chris Wiser podcast where we dive deep into the world of MSPs! Join Chris Wiser (CEO of 7 Figure MSP), in this new podcast series for invaluable insights and strategies on how to build a Profitable MSP. Tune into our weekly interviews featuring industry experts and members of Chris’ Inner Circle programme as they discuss what sets highly successful MSPs apart. From cyber security to business management, we cover it all to help you thrive as an IT ...
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Eric Roach and Dropsuite - Winning Through Strategic Partnerships
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21:39Send us a text Winning Through Strategic Partnerships with Eric Roach of Dropsuite In this episode of the WIN Podcast, host Carrie Richardson sits down with Eric Roach, SVP of Global Sales and Marketing at Dropsuite, to explore how strategic partnerships can supercharge growth. With PAX8 Beyond on the horizon, Eric shares how Dropsuite leverages ma…
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Will Ominky and Nerdio's Winning Approach to MSP Events Like Pax 8 Beyond
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18:53Send us a text Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now? Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success. Ian is certified in Eag…
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MSP Event Planning - How the MSP Initiative Creates Winning MSP Events
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15:34Send us a text Winning MSP Event Planning with Alec Stanners In this episode, we dive deep into what it really takes to plan MSP events that create community, drive real ROI, and elevate vendor relationships beyond the trade show table. Featuring Alec Stanners, VP of Business Development at Bvoip and a core leader behind the MSP Initiative and MSP …
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Aaron Peterik Shares Winning Advice for first-time Sponsors of Pax8 Beyond
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18:47Send us a text From Booths to Buy-In: Aaron Peterik’s Playbook for Winning Pax8 Beyond Episode Description: What separates a vendor with a busy booth from one that builds a sales pipeline? Aaron Peterik, Director of Channel at Zero Networks and former Pax8 insider, joins us to share real-world strategies for dominating Pax8 Beyond. From microsegmen…
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Mark Sokol from CyberFox shares Winning MSP Event Strategies
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17:58Send us a text Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now? Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success. Ian is certified in Eag…
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Decoding Thrive’s Success: The Power of People, Vision & Execution
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39:24What 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 d…
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Craig Fulton from Evergreen - WIN by Making Lasting Memories
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14:17Send us a text In this episode of The WIN Podcast, host Carrie Richardson interviews Craig Fulton, M&A Advisor at Evergreen Services Group, about how to maximize your experience at industry events like PAX8 Beyond. Craig offers thoughtful advice on preparing for large conferences, engaging meaningfully with other attendees, and creating experiences…
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MSPs WIN When They Collaborate at MSP Industry Events
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10:57Send us a text In this episode of WIN, host Carrie Richardson chats with Allan Jocson, CEO of Agilitec and member of the PAX8 Partner Advisory Council. Allan shares his playbook for getting the most out of major MSP industry events like PAX8 Beyond—from strategic pre-event planning to making meaningful connections that drive long-term growth. You'l…
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Andrew Mora Shares How Cork Wins at MSP Events
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18:49Send us a text Trade shows are back in a big way, and Pax 8 Beyond 2025 is one of the most important events on the MSP calendar. In this episode of the WIN Podcast, host Carrie Richardson talks with Andrew Mora from Cork about what it really takes to turn a sponsorship into a sales strategy. Mora pulls back the curtain on Cork’s full event playbook…
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From Chaos to Clarity: Why Every Visionary Needs an Integrator to Scale
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22:26What 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 w…
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Embracing the Entrepreneurial Journey: Lessons from Nick Recker
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27:22What 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 …
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The Mindset Reset You Need to Succeed in Business
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58:45Success in business isn’t just about strategy—it’s about mindset. In this episode, we’ll dive into how shifting your success mindset can unlock new levels of business growth, entrepreneurship, and personal development. Whether you’re an aspiring entrepreneur, a seasoned business owner, or looking for self-improvement, this mindset shift will help y…
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Unlocking High-Performing Teams: Growth Mindset Strategies for MSPs
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41:01What 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 dr…
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In what order should you be hiring for your MSP?
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58:45Thinking about scaling your MSP but not sure who to hire first? Hiring the right people in the right order is critical to your growth and profitability. In this episode, we break down the exact hiring roadmap for MSPs—so you can avoid costly mistakes and build a team that supports your success. 🔹Who should be your first hire? 🔹When should you bring…
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Taking your MSP from a 1-Person Mindset to an MRR Machine!
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1:12:30Learn how to take your MSP from a 1-person mindset to an MRR Machine. In this Keynote during the 7 Figure MSPs 2024 Denver Live event, Chris teaches you how to get your mindset straight and turn your It service business into a monthly recurring revenue machine. If you don’t think it's possible for you to double your monthly revenue or are stuck in …
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MSP M&A Insights: Growth, Exit Strategies & Market Trends
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11:06The 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…
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You've Been Implementing AI WRONG All Along. Learn How to Make it the Thought Leader in your Business with Geoff Woods
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8:39How Can You Improve Your Leadership with AI and have you been implementing AI wrong in your MSP? AI is revolutionizing the way business leaders think, strategize, and grow—but are you using it to its full potential? In this exclusive conversation with Geoff Woods, author of The AI-Driven Leader, we break down how AI can enhance leadership, improve …
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How to Leverage Automation in your MSP in 3 Simple Ways
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5:50Are you spending all day managing tickets and client requests but struggling to grow your MSP? You’re not alone! The key to scaling your MSP isn’t working harder—it’s working smarter with automation. 🚀 In this episode, you’ll discover three powerful automation strategies that will help you: ✔️ Save time and boost efficiency ✔️ Capture and convert m…
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Winning at Reinvention: Mark Chamberlin on Building Legacy and Active Retirement
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26:34Send us a text From “Who’s Who” to “Who’s He?” – Reinventing Yourself After Leaving Your Business After 40 years in high-tech leadership, Mark Chamberlin found himself at an unexpected crossroads—let go at 61.5 and faced with a big question: What’s next? Instead of chasing another corporate role, he reinvented himself with impact, influence, and fr…
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M&A Secrets for MSPs: Maximize Value & Navigate Growth
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28:03In 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 buye…
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Winning Customer Transition Strategies for MSPs with Matt Yesbeck
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24:01Send us a text Are you leaving money on the table when offboarding MSP clients? Matt Yesbeck and his son Gage saw a massive gap in the MSP industry—no structured way to transition low-value or misfit clients without losing revenue or damaging reputation. Instead of accepting the status quo, they built MSPX, the first-ever MSP contract exchange plat…
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Unlocking High-Performing Teams: Leadership Strategies for MSPs
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How PC Techware Quadrupled MRR with our Trailblazer Program
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5:05Discover how PC TechWare transformed its marketing strategy, sales process, and business growth inside our Trailblazer Program. In this case study, CEO Russell Wyatt and COO Matthew Jay share how they went from relying solely on word-of-mouth referrals to implementing a scalable marketing system that helped them quadruple their Monthly Recurring Re…
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WIN at Scaling Your MSP with Matthew Pincus and Helpt
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34:25Send us a text Why is Winning at Scale So Difficult? Scaling a business comes with big challenges—hiring, retention, marketing, and making smart decisions that drive growth. In this episode of WIN, host Carrie Richardson sits down with Matthew Pincus, Founder & CEO of HELPT, to discuss the lessons learned from scaling a company, navigating the trad…
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The SDR SECRET to Scaling Revenue in 2025 with Jamie Busic
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21:57Ready to unlock the secret to scaling your MSP’s revenue in 2025? In this episode, Jamie Busic CEO of Virtual Sprout, reveals how his team transformed their sales process using SDRs and created a consistent lead flow for exponential growth. Here’s what you’ll learn: ✅ The game-changing SDR strategies that work for MSPs. ✅ Why outsourcing lead gener…
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Winning at Social Media Marketing with Heather Margolis
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26:42Send us a text "Winning at Social Media Marketing with Heather Margolis" In this episode of the WIN Podcast, host Carrie Richardson interviews Heather Margolis, founder of Channel Maven, to uncover her strategies for leveraging social media as a powerful tool in B2B marketing. Heather shares invaluable advice on using platforms like Instagram and T…
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The 5 Policies You Need to Have in Place as an MSP
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6:21Is your Managed Service Provider (MSP) business protected with the right policies? In this episode of the 7 Figure MSP podcast, Paige Taylor, General Counsel at Seven Figure MSP, dives into the five essential policies every MSP needs to safeguard their business, ensure compliance, and strengthen client relationships. 🎙️ In This Episode, You’ll Lear…
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Winning Podcast Strategies from Command Your Brand
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29:31Send us a text WIN More PR Opportunities with Advice from Josh Silvestro In this episode, host Carrie Richardson is joined by Josh Silvestro, brand ambassador at Command Your Brand, a podcasting agency specializing in helping businesses amplify their voice and connect with the right audiences. Together, they explore the challenges and opportunities…
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Is Your MSP Holding You Back? See How Ryan Broke Free from his MSP and Exited!
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7:53
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7:53Are you looking to sell your MSP? If so, make sure to watch this video as our very own Ryan O'Hara explains how he sold his MSP and the lessons he learned along the way. Want to learn how to take your MSP from tech-focused to sales-focused? Grab our guide here: MSP Tech Stack Guide: https://7figuremsp.link/contractiy Do you want results like this? …
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Stop Marketing your Stack... Do this instead.
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5:20Are you struggling to attract clients with your MSP marketing? It might be because you’re focusing too much on your tech stack and not enough on what truly matters to your clients. 🛑 In this episode, we’ll reveal: ✔️ Why marketing your tech stack doesn’t resonate with potential clients. ✔️ The three strategies you NEED to focus on: are solving real…
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This is how you stay productive as an MSP Owner
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17:18Are you wondering how you can be more productive as an MSP owner? How can you stop wasting time and get more done? If you want to scale your MSP to 7 Figures and beyond, you need to have a productivity system to help you get there. In this interview, our CEO, Chris Wiser shares his secrets to staying productive as the CEO of 7 Figure MSP and back w…
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Building Winning Teams: Strategies for MSP Success
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51:15In 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…
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Pricing Packages for an MSP. How much to charge per client?
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3:52Do you want to double your MSP revenue? If so, you are going to want to make sure you are pricing your MSP services properly. In this episode, Cindy Phillips, our head sales coach breaks down how much to charge per client and how to put IT service packages together that make sure you are profitable. Want to make sure your sales process is helping y…
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From Homeless to COO: Beth Leonard’s Inspiring Journey of Grit and Leadership
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21:41In 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 inspiri…
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How We Transformed Our MSP Business: From Struggles to 7 Figures with a Thriving Team
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2:56Discover how Jerry Morgan of Code Blue Computing turned his struggling MSP business into a thriving seven-figure company. 🚀 Here’s what you’ll learn in this inspiring testimonial: ✔️ The biggest challenges of transitioning from a computer repair shop to an MSP. ✔️ How pricing strategies and community support transformed their business model. ✔️ The…
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This is why you need to fire your MSP clients...
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4:06Struggling with difficult clients who drain your resources and disrupt your team? In this episode, we’ll dive into why firing certain MSP clients might be the best decision for your business—and how to identify who needs to go. Here’s what we cover: ✔️ How to recognize clients who aren’t a good fit. ✔️ The impact of bad clients on your team and bus…
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To Sell or Not to Sell: Navigating the MSP Exit Dilemma with Mit Patel
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22:01In 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 “en…
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What to say on a sales call when your lead says..."I need to think about it"
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11:57Struggling with the common ‘I need to think about it’ objection during your sales calls? In this video, Cindy Phillips, VP of Sales Coaching at 7 Figure MSP, shares actionable strategies to overcome this sales objection and turn it into a sales opportunity! Learn how to: ✔️ Handle the ‘I need to think about it’ objection with confidence. ✔️ Use tar…
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How this MSP Transformed their MSP with a Proven Growth Strategy (Success Story)
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8:33Discover how Jim Reichard, owner of I’ll Take It Solutions in Birmingham, Alabama, transformed his MSP business using a proven growth strategy. Since partnering with 7 Figure MSP, Jim has overcome plateaus, scaled his company nationwide, and added $1 million in MRR through effective client conversion, cross-selling, and mergers & acquisitions. In t…
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Andrew Moore WINS by Operationalizing Trust
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29:13Send us a text In this episode of What's Important Now, host Carrie Richardson sits down with Andrew Moore, founder of Ridgeview Advisors, to dive deep into the concept of "Operationalizing Trust" in the managed services provider (MSP) industry. Andrew shares insights on how scaling trust is critical for MSPs and how it directly impacts profitabili…
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What to Say on your Next Discovery Call to Close more Sales
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14:59What should you say on a discovery call to close more sales? What about a sales call? Are there certain sales call steps that you need to follow to close the deal? In this episode, our VP of sales, Cindy Phillips is breaking down exactly what to say during a discovery call to make more sales in your MSP. Watch on YouTube: https://youtu.be/u9JAG2Axl…
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Empowering Teams & Expanding Horizons: Success Secrets from MSP Leaders
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7:57In 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 person…
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How Any MSP Can Consistently Get 1-2 New Clients Per Month (even as a beginner)
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15:52Are you wondering how you can consistently get 1-2 new clients per month? Make sure to listen to this full episode where our CEO, Chris Wiser and our VP of Marketing, Lindsey Badillo talk about the strategies that are working now for MSPs and IT service providers to get new clients consistently. Ready to dive deeper into these strategies? 👉 Join us…
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Defending the Kingdom: MSPs vs. Modern Cyber Pirates
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19:42Join 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…
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Boosting Cashflow WITHOUT Selling More IT Services?
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7:11Are you an IT service provider or MSP looking to boost your cash flow without the constant pressure of making more sales? In this episode, we explore actionable strategies to increase your monthly cash flow by optimizing your existing resources and client relationships. Learn how to: ⭐ Maximize the value of your current clients. ⭐ Streamline your o…
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People First: Building a Winning Culture in MSPs with EOS
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40:29Join 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: • …
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Why Tracking KPIs is the Secret to IT Success in 2024
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2:56Are you tracking KPIs in your business? If not, we are walking you through why tracking these sales and marketing numbers is so important for your managed service business. Watch on YouTube: https://youtu.be/6TTBddTl1Ig To learn what 5 KPIs you need to be tracking, make sure to check out this video on YouTube here: https://youtu.be/JeQn7ccR-zA 👉 Jo…
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Mike Ita WINS by supporting one niche specialization.
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28:43Send us a text Host Carrie Richardson sits down with Mike Ita, founder and CEO of IT Corps, a managed service provider based in Ohio. Mike shares his inspiring journey from a general IT consultant to a highly successful niche business specializing in IT services for veterinary practices. He talks about the challenges and triumphs of carving out a u…
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Beyond Competition: The Power of MSP Communities Working Together
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23:16In 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…
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It's not about your Tech Stack! This is how you close more deals....
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58:45What goes into the tech stack that you need as an MSP? If you want to protect your clients and create a million-dollar cybersecurity business, you need to make sure to have the right tools In place. In this episode, we walk through exactly what your tech stack should look like. Watch this episode on YouTube: https://youtu.be/TuuERxh1LEE 🌟 Grab our …
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