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. 4D AGO

    Adam Ross: The Hidden Margin Leak Inside Your MSP

    Welcome to Ctrl Alt Deliver: MSP Mastery Podcast. 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. Recurring revenue only works when it’s managed properly. In this episode, we’re joined by Adam Ross, Co-Founder of CloudOlive and a long-time leader in the MSP ecosystem, with senior roles spanning Autotask, Datto, and now the venture-backed startup world. Adam has spent more than 15 years working alongside MSPs across Australia, Europe, and globally. Today, through CloudOlive, he has visibility into the billing, licensing, and recurring revenue structures of hundreds of MSPs — and what he sees is both simple and confronting. What becomes clear in this conversation is that most margin problems don’t explode. They leak. We explore: Why missing a single license for one month can wipe out six months of marginHow “homemade” PSA service codes quietly erode profitabilityWhy bundling services may simplify invoices but destroys cost visibilityThe hidden risks inside recurring billing processesWhere automation helps — and where blind automation makes things worseWhy vendor consolidation and disciplined naming conventions matter more than new toolsThe uncomfortable truth about founder-led growth and client engagementWe also discuss retention discipline, operational maturity, and Nick’s pointed reminder: “If you are not calling existing customers, you're not calling new customers. Somebody else is calling your customers.” This episode is not about shiny tools. It’s about operational clarity. Margin integrity. Leadership discipline. If you are an MSP owner who assumes your recurring revenue is “under control,” this conversation may challenge that assumption — in a constructive way. Connect with Adam Ross on LinkedIn: https://www.linkedin.com/in/madassor/ Learn more about CloudOlive: https://www.cloudolive.com/ 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

    49 min

  2. FEB 22

    Aaron Smith: There’s Money in the Backyard

    Welcome to Ctrl Alt Deliver: MSP Mastery Podcast. 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. Growth alone doesn’t build a strong MSP. Structure does. In this episode, we’re joined by Aaron Smith, Founder of Morphability and a specialist in helping MSPs build scalable, repeatable sales systems that don’t rely on founder heroics. Aaron has spent years inside MSPs leading sales functions, driving growth, and learning firsthand what happens when ambition outpaces structure. Today, he works with MSP owners to move beyond personality-driven sales and build disciplined, sustainable growth engines. What becomes clear in this conversation is that rapid growth isn’t always success. Sometimes it’s the beginning of instability. We explore: Why measured, controlled growth is infinitely better than scaling too fastHow hiring before structure can quietly destabilise your businessWhy there is always “money in the backyard” inside every MSPThe risk of staying in owner-led sales for too longWhy structure beats personality-driven salesThe difference between hunter roles and compliance-focused account managementWe also talk candidly about owner bottlenecks, executive-level client relationships, and the uncomfortable truth that many MSPs stall not because of market conditions — but because of leadership ceilings. This episode is not about chasing more revenue. It’s about building a business that can handle the revenue you chase. If you are an MSP owner thinking about growth, hiring a BDM, or wondering why your business feels stuck at the same revenue ceiling, this conversation will challenge and clarify your next move. Connect with Aaron Smith on LinkedIn: https://www.linkedin.com/in/morphabilityas/ Learn more about Morphability: https://www.morphability.au/ 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

    43 min

  3. FEB 15

    Jane Save: Why Avoiding One Person Can Destroy Your Entire Team in MSP Businesses

    Welcome to Ctrl Alt Deliver: MSP Mastery Podcast. 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 just about systems and processes. It’s about people, performance, and the courage to lead when conversations get uncomfortable. In this episode, we’re joined by Jane Save, Director of The Save Group, a straight-talking HR partner to SMEs and a trusted advisor to many MSPs navigating growth, retention, and performance challenges. Jane has spent more than 20 years helping business owners manage people without the corporate jargon or unnecessary drama. Her approach is practical, human, and grounded in protecting both the business and the team. What becomes clear in this conversation is that most culture problems don’t explode overnight. They erode quietly. We explore: Why avoiding one disengaged employee can slowly damage your entire teamHow psychological safety allows employees to speak up early instead of quietly quittingWhy performance management should be timely, objective, and clear — not saved for annual reviewsThe power of “stay interviews” in preventing unexpected resignations  And https://www.thesavegroup.com.auwhy difficult conversations are often easier than leaders imagineWe also talk candidly about leadership hesitation, knowledge risk in MSP environments, and the relief teams feel when standards are upheld. This episode is not about HR theory. It’s about practical leadership. If you are an MSP owner or leader who knows something in your team feels “off” but hasn’t acted yet, this conversation will give you clarity and confidence. Connect with Jane Save on LinkedIn: https://www.linkedin.com/in/janesave Learn more about The Save Group: https://www.thesavegroup.com.au 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

    46 min

  4. FEB 9

    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

  5. 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

  6. 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

  7. 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

  8. 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
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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
    30
  • Rating
    Explicit
  • Copyright
    © 2026 MSP Mastery: Ctrl-Alt-Deliver
  • Show Website
    MSP Mastery: Ctrl-Alt-Deliver