MSP Mastery: Ctrl-Alt-Deliver

Jeni Clift, Nick Clift
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Welcome to Ctrl-Alt-Deliver: MSP Mastery — the podcast for IT leaders, MSP owners, and service delivery professionals who want to elevate performance, improve processes, and stay ahead in the fast-changing managed services landscape.

  1. 3D AGO

    The Lessons 2025 Made Impossible to Ignore

    Welcome to Ctrl Alt Deliver: MSP Service Delivery Mastery. I’m Jeni Clift, joined by my husband and business partner Nick Clift. Together, we spent nearly 30 years building, scaling, and eventually exiting our own MSP business. Along the way, we learned something fundamental. Great service delivery isn’t defined by tools, frameworks, or certifications. It’s defined by leadership, clarity, and the discipline to run a business that can stand on its own. This episode is a little different. Instead of a guest interview, Nick and I step back and reflect on several key conversations from 2025, revisiting episodes 9–12 and unpacking the patterns we continue to see across MSPs at every stage of growth. What becomes clear is that most service delivery challenges aren’t technical. They’re operational, cultural, and leadership-driven. In this deep dive, we explore: Why even the most experienced engineers still need context around your business, your clients, and your implementationHow MSPs often over-engineer tools and reporting while under-engineering simplicity and clarityWhy most strong MSP–client relationships aren’t actually governed by SLAs, but by trust and shared expectationsThe discipline of running your business as if you were preparing it for exit — even if you never plan to sellAnd how culture and leadership show up when pressure hitsWe also talk candidly about what happens after an MSP exit, the identity shift many owners don’t anticipate, and why having a clear “what’s next” matters just as much as building the business itself. This is not a recap for the sake of looking back. It’s about connecting the dots, recognising patterns early, and making intentional decisions that lead to calmer, more resilient service delivery. If you are an MSP owner, leader, or service delivery professional looking to move beyond reactive operations and toward true MSP mastery, this episode will resonate. Listen to this episode and explore more Ctrl Alt Deliver conversations at https://www.mspmastery.blog/episodes Join our Facebook community for MSP owners and leaders: https://www.facebook.com/groups/192546407744556 Follow MSP Mastery on Instagram: https://instagram.com/mspmastery

    47 min

  2. FEB 1

    Punk Leadership in Cybersecurity with Mitchell Colton

    Welcome to Ctrl Alt Deliver: MSP Service Delivery Mastery. I’m Jeni Clift, joined by my husband and business partner Nick Clift. Together, we spent nearly 30 years building, scaling, and eventually exiting our own MSP business. Along the way, we learned something critical. Great service delivery isn’t defined by tools, frameworks, or certifications. It’s defined by how you lead when things go wrong. In this episode, we’re joined by Mitchell Colton, Managing Director of Colton Computer Technologies, and a highly respected MSP leader who has lived through one of the most challenging situations an MSP can face. Mitchell shares a candid, firsthand account of navigating a major third-party data breach that impacted one hundred and thirty eight client organisations. The breach wasn’t caused by his business, but the responsibility, pressure, and consequences landed squarely with him and his team. What stands out in this conversation is not the technical response, it’s the human one. We talk about the emotional weight of leading through uncertainty, the reality that incidents become long marathons rather than short sprints, and why calm, structured leadership matters more than speed. Mitchell explains how clear roles, simple checklists, and early, consistent communication helped steady both clients and staff during months of ongoing investigation and regulatory oversight. Mitchell also shares hard-earned lessons about cyber insurance, incident response readiness, and the importance of building trusted relationships with brokers, lawyers, and advisors before you need them. He challenges MSPs to rethink how prepared they really are for incidents that are out of their control — and the hidden business impact that follows long after the headlines fade. Throughout the episode, we explore the often-unspoken reality of MSP leadership. The responsibility of holding sensitive data. The reputational risk carried on behalf of clients. And the quiet toll incidents take on founders, leaders, and teams. This is an honest and deeply practical conversation about leadership under pressure, trust built through clarity, and what it really means to show up for clients and people when the stakes are highest. If you are an MSP owner, leader, or service delivery professional responsible for client trust, risk management, and team wellbeing, this episode is essential listening. Listen to this episode and explore more Ctrl Alt Deliver conversations at https://www.ctrl-alt-deliver.blog/episodes Explore more about Mitchell Colton and Colton Computer Technologies https://coltoncomputers.com.au/

    45 min

  3. JAN 26

    Vivienne Winborne on Transparency, Resilience, and Client Trust in Crisis

    Welcome to Ctrl Alt Deliver: MSP Service Delivery Mastery. I’m Jeni Clift, joined by my husband and business partner Nick Clift. Together, we spent nearly 30 years building, scaling, and eventually exiting our own MSP business. Over that time, we learned something fundamental.  Great service delivery is not proven when everything is running smoothly. It is proven when things go wrong. In this episode, we’re joined by Vivienne Winborne, Senior Marketing Manager at One Little Seed and a long time specialist in MSP and IT channel marketing. Vivienne has spent more than 16 years working across agencies, startups, and the MSP ecosystem, supporting service providers, vendors, and distributors to grow through trust, education, and authentic communication. Her work sits at the intersection of marketing, customer experience, and leadership. In this conversation, Vivienne shares a powerful firsthand account of supporting an MSP through a large scale third party data breach that impacted one hundred and thirty nine organisations. What stands out is not the technical response, but the human one. We talk about why silence is often the default advice in a crisis and why transparency, consistency, and calm communication matter more than perfect information. Vivienne explains how early and ongoing communication, dedicated support channels, and care for team mental health helped protect trust and ultimately resulted in the MSP not losing a single client. We also explore why MSP marketing and cybersecurity education are deeply connected. Vivienne challenges the industry to stop leading with products and start leading with education, particularly when it comes to AI and cybersecurity. She explains why a multi layered approach to security only works when people understand the risks, the responsibility, and the why behind the controls. Throughout the episode, we unpack the real weight MSPs carry. The sensitivity of the data we hold. The reputational impact of incidents. And the reality that leadership is tested most in moments of uncertainty. This is a candid and deeply human conversation about trust, transparency, and what good leadership looks like when the pressure is highest. If you are an MSP owner, leader, or service delivery professional responsible for client trust and team wellbeing, this episode is essential listening. Listen to this episode and explore more Ctrl Alt Deliver conversations at  https://www.ctrl-alt-deliver.blog/episodes Explore more about Vivienne Winborne and One Little Seed  https://www.onelittleseed.com.au

    46 min

  4. JAN 19

    Are You Still Waking Up With the Same Energy? with Zhaun Bhana

    Welcome to Ctrl Alt Deliver: MSP Service Delivery Mastery. I’m Jeni Clift, joined by my husband and business partner Nick Clift. Together, we spent nearly 30 years building, scaling, and eventually exiting our own MSP business. Over that time, we learned something fundamental.  Great service delivery isn’t just about technology or growth. It’s about leadership, clarity, and knowing when it’s time to evolve. In this episode, we’re joined by Zhaun Bhana, a long time MSP leader who spent more than two decades building Leap Consulting into one of Perth’s standout MSPs before stepping into his next chapter in the industry. Zhaun has lived the full MSP journey from scaling and mergers to ownership stress to exit and life after the business. Today, he works closely with MSP owners across Australia, New Zealand, and globally, helping them navigate growth, consolidation, and transition with clarity and perspective. In this conversation, Zhaun challenges MSP leaders to ask a question many avoid.  Are you still waking up with the same energy you had five years ago? We explore founder burnout, identity, and the hidden danger of staying in a business out of obligation rather than purpose. Zhaun shares why value breaks down when customers can’t clearly see differentiation, why MSPs that look the same end up competing on price, and why innovation that looks identical isn’t innovation at all. We also unpack what really goes wrong during MSP acquisitions, why the second acquisition is often the most dangerous, and how customer experience is shaped far more by relationships and communication than by tools or contracts. This episode is a candid, human conversation about leadership energy, value creation, and what it really means to lead an MSP through change, whether that change is growth, consolidation, or deciding what comes next. If you’re an MSP owner questioning your direction, your energy, or your long term path, this conversation will resonate. Listen to this episode and explore more Ctrl-Alt-Deliver conversations at https://www.ctrl-alt-deliver.blog/episodes Explore more about Zhaun Bhana Learn more about Evergreen and MSP M and A insights https://www.evergreensg.com/

    53 min

  5. JAN 12

    Karl Palachuk on Trust, Loyalty, and The Christmas Party Test

    Welcome to Ctrl-Alt-Deliver: MSP Service Delivery Mastery. I’m Jeni Clift, joined by my husband and business partner Nick Clift. Together, we spent nearly 30 years building, scaling, and eventually exiting our own MSP business. Over that time, we learned something fundamental:  Great service delivery isn’t built on tools alone. It’s built on trust, consistency, and relationships that last. In this episode, we’re joined by Karl Palachuk ,one of the original architects of the managed services model and a trusted voice in the MSP industry for nearly three decades. Karl has built and sold MSPs, advised thousands of service providers, and written more than 25 books on how to deliver IT services in a way that is profitable, predictable, and sustainable. Long before “MSP” became a buzzword, Karl was helping the industry define what good service delivery actually looks like. In this conversation, Karl reminds us that MSPs don’t do business with contracts or technology, we do business with human beings. We talk about why the strongest client relationships are built on genuine connection, why the best clients actually want you to succeed, and why loyalty isn’t created through heroics, but through consistency and trust over time. Karl shares why customer service should never be a department, why process and discipline protect relationships, and why managed services remain the foundation that allows MSPs to evolve — even as AI, cloud, and new technologies continue to emerge. And yes, we talk about the ultimate test of service delivery success: knowing you’re in the right place when you’re invited to the Christmas party. This episode is a reminder that while technology continues to change, the fundamentals of service delivery do not. If you want clients who stay, teams who thrive, and a business that lasts, this conversation will resonate. Listen to this episode and explore more Ctrl-Alt-Deliver conversations at: https://www.ctrl-alt-deliver.blog/episodes Explore more from Karl Palachuk Learn more about Karl’s work and access his books and resources: https://store.smallbizthoughts.com/ Discover Relax, Focus, Succeed: https://relaxfocussucceed.com/ Listen to The Killing IT Podcast: https://podcasts.apple.com/au/podcast/the-killing-it-podcast/id1463295432

    50 min

  6. JAN 5

    A Deep Dive with Jeni and Nick on Transparency, Focus, and Trust

    Welcome to Ctrl-Alt-Deliver: MSP Service Delivery Mastery. I’m Jeni Clift, joined by my husband and business partner Nick Clift. Together, we spent nearly 30 years building, scaling, and eventually exiting our own MSP business. And here’s what we learned along the way: Great service delivery isn’t about working harder or being more reactive. It’s built on visibility, discipline, focus, and leaders who understand how to balance people, process, and customer expectations. This episode is a little different. It’s just Nick and me behind the microphones. In this Deep Dive, we reflect on key moments from past Ctrl-Alt-Deliver conversations and unpack the ideas that made us stop and rethink how service delivery really works inside an MSP. We talk openly about the hidden cost of poor time visibility, why overwork often goes unnoticed until it becomes resentment, and why technicians should never be left to decide what is or isn’t billable. We explore how lack of focus creates complexity, slows delivery, and damages customer trust. We also dive into why marketing often fails MSPs when it isn’t aligned with real delivery experience, and how testing your own business as a customer can reveal gaps no dashboard ever will. Throughout the episode, we share real stories from our own MSP journey, including mistakes we made, lessons learned the hard way, and the changes that had the biggest impact on service consistency, team wellbeing, and client relationships. This is an honest, practical conversation for MSP leaders who want to improve service delivery without relying on heroics, burning out their teams, or overpromising to clients. In this episode, we talk about:  Why transparency around time and capacity protects both teams and clientsThe real cost of overwork and why it often goes unseen Why technicians should never decide what gets billedHow focus and standardisation improve service qualityWhy MSPs cannot be everything to everyoneThe danger of marketing that promises more than delivery can supportHow to test your own MSP as a customerWhy collaboration and partnerships matter more than everLessons learned from projects that blew out and acquisitions that didn’t go to planWhat we would do differently if we were building an MSP todayIf you’re serious about strengthening service delivery, building trust with your clients, and creating a business that scales without chaos, this Deep Dive will resonate. Listen to this episode and explore more Ctrl-Alt-Deliver conversations at https://www.ctrl-alt-deliver.blog/episodes

    50 min

  7. 12/19/2025

    Delano Collins: Why MSP Service Shouldn’t Depend on Geography

    Welcome to Ctrl-Alt-Deliver: MSP Service Delivery Mastery. I’m Jeni Clift, joined by my husband and business partner Nick. Together, we spent nearly 30 years building, scaling, and eventually exiting our own MSP business. And here’s what we learned along the way:  Great service delivery isn’t defined by tools or technology alone — it’s built on clarity, communication, leadership, and people who understand how to deliver value consistently. In this episode, we’re joined by Delano Collins, Chief Operating Officer at Electronic Office, and a seasoned MSP and cybersecurity leader with more than 25 years in the industry. Delano brings a rare perspective shaped by every angle of the MSP ecosystem — from early break-fix days, to scaling large MSP operations, to vendor-side experience at ConnectWise, and now executive leadership overseeing modern service delivery at scale. Throughout the conversation, Delano challenges some of the most common assumptions MSPs still hold — particularly the idea that great service depends on being physically onsite. Instead, he makes a compelling case for designing services that work anywhere, without losing the human connection customers value most. Delano shares practical insights on leadership, operations, communication, and the role AI must play in modern service delivery — not as a replacement for people, but as a way to protect customer experience, consistency, and margin. This is an episode for MSP leaders who want to scale without becoming reactive, impersonal, or overly dependent on heroics. In this episode, we talk about: Why great MSP service should not depend on physical presenceDesigning service delivery models that work anywhereDelano’s journey from break-fix IT to COO of a modern MSPThe transition from CIO to COO — and why operations is where everything meetsWhy MSPs are customer service businesses firstThe importance of communication over metrics aloneAsking the simplest question that reveals the most: “How are we doing?”Creating healthy friction to surface service issues earlyWhy progress matters more than perfection in leadershipCoaching teams under pressure and building trust when mistakes happenHow AI can help prevent service failures before CSAT dropsUsing dashboards, automation, and data to improve accountability — not micromanageWhy MSPs must stop thinking they are geographically “landlocked”How consistent service delivery creates stronger customer relationshipsDelano’s personal story — and the experiences that shaped how he leads todayDelano’s insights are grounded, honest, and deeply relevant for MSPs navigating growth, complexity, and change. If you’re serious about building service delivery that scales — without losing trust, judgement, or humanity — this episode will challenge how you think about your business. 🔗 Connect with Delano Collins 👉 Follow Delano Collins on LinkedIn: https://www.linkedin.com/in/delanocollins/ 👉 Learn more about Electronic Office: https://www.electronicoffice.net/ 🎧 More Ctrl-Alt-Deliver episodes: https://www.ctrl-alt-deliver.blog/episodes

    39 min

  8. 12/12/2025

    Empowerment, AI, and the Future of Service Delivery with Patrick Burns

    Welcome to Ctrl-Alt-Deliver: MSP Service Delivery Mastery. I’m Jeni Clift, joined by my husband and business partner Nick. Together, we’ve spent nearly 30 years building, scaling, and eventually exiting our own MSP business. And here’s what we’ve learned along the way: Great service delivery is built on clarity, consistency, human connection — and leaders who know how to empower their teams. In this episode, we’re joined by Patrick Burns, CEO of Dispatch, former SVP of Product at ClickSoftware, and a key figure in shaping how MSPs and service organisations work at scale during his 11 years at Autotask. Patrick brings a perspective few leaders have — decades spent building platforms that support thousands of service teams, combined with deep experience navigating the evolution from high-touch personal service to modern, scalable service delivery. He shares insights that are practical, honest, and deeply relevant to MSPs right now. Patrick talks about what real empowerment looks like on the frontline, why rigid policies kill customer experience, and how AI is reshaping the future of service delivery (but only for those who know how to use it). His leadership lessons come not from theory, but from years spent listening to customers, building teams, and developing products used by MSPs around the world. This is the episode for every MSP leader who wants to scale without losing the humanity, trust, and judgement that great service is built on. In this episode, we talked about:The early days of Autotask and the insights that still apply to MSPs todayWhy platforms succeed when they stay close to customersPatrick’s philosophy on policies: “They should guide — not restrict.”Why empowered frontline teams deliver better service than any rulebookHow AI will reshape service — and why it will replace people who don’t use itLessons from scaling SaaS products used by thousands of MSPsWhat MSPs misunderstand about flexibility, configurability, and “best of breed” toolsThe difference between agility (enterprise) and flexibility (SMB/MSP)Why understanding your data is non-negotiable for future successThe hidden power of customer relationships — and why great salespeople create customers who feel they made the best decision of their livesWhat Zappos taught the world about exceptional customer servicePatrick’s personal journey: from the dawn of the internet to leading a modern service platform at DispatchPatrick’s stories, insights, and leadership lessons will challenge the way you think about service delivery — and might just reshape how you lead your team. 🔗 Connect with Patrick Burns👉 Follow Patrick Burns on LinkedIn: https://www.linkedin.com/in/patrick-burns-b7649a1b/ 👉 Explore Dispatch: https://www.dispatch.me 🎧 More episodes: https://www.ctrl-alt-deliver.blog/episodes

    49 min
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About

Welcome to Ctrl-Alt-Deliver: MSP Mastery — the podcast for IT leaders, MSP owners, and service delivery professionals who want to elevate performance, improve processes, and stay ahead in the fast-changing managed services landscape.

Information

  • Creator
    Jeni Clift, Nick Clift
  • Years Active
    2025 - 2026
  • Episodes
    27
  • Rating
    Explicit
  • Copyright
    © 2026 MSP Mastery: Ctrl-Alt-Deliver
  • Show Website
    MSP Mastery: Ctrl-Alt-Deliver