MSP Mastery Podcast

Jeni Clift, Nick Clift

Welcome to MSP Mastery Podcast, 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

    Building a Better MSP: 15 Lessons from the Owner’s Seat, Part 2: Whale Clients, Toxic Accounts, and Systems Before Software

    Send us Fan Mail Welcome to MSP Mastery, the podcast for MSP owners and leaders who want to build a better MSP. I am Jeni Clift, joined by my husband and long time business partner, Nick Clift. Together, we draw on our experience to explore what is really working in thriving MSPs. In this episode, Brendan Rose returns to join Nick and me for Part 2 of our three part series, Building a Better MSP: 15 Lessons from the Owner’s Seat. Across the series we explore the lessons every service business owner learns along the way, usually the hard way. In this middle instalment, we work through the next five lessons, covering client concentration risk, difficult accounts, overcomplicated service offerings, proactive communication and building systems before software. “You can feel some pain fitting in building a pipeline and going out and getting new customers, or you can feel the pain when that client goes and you have got nothing to replace it. So what pain do you want to feel, and when?” That line from Brendan sits at the heart of our conversation about the whale client. When one account makes up a quarter or more of your recurring revenue, fear starts to run the business. Brendan explains how to protect yourself by hiring for that account specifically, never under servicing everyone else, and building a pipeline so you can grow into the next big client instead of dreading the loss of the current one. Nick shares what happened when his first client, which made up half of the business revenue, was suddenly lost. It felt like a disaster at the time, yet twelve months later the business was more profitable and a lot happier. He explains why owners tend to over service their biggest accounts, the warning signs to watch for, and why knowing your numbers matters long before a client is at risk. We then turn to the clients you should have let go of sooner. Nick reflects on how cash flow fear keeps owners holding onto bad relationships, and why core values should guide who you work with, just as they guide who you hire. Brendan explains how a healthy pipeline and a clear view of sold but undelivered work gives you the confidence to part ways professionally. We also share a practical way to plan for the worst, so a lost client becomes a plan you execute rather than a panic. From there, we look at why MSPs find it so hard to say no to bespoke work, the cost of taking on a platform your team does not know, and how too much flexibility can quietly wreck your billing and service desk. We discuss the value of building real relationships with your vendors, and treating them the way you want your own clients to treat you. Proactive communication is next. Nick, Brendan and I cover how often to check in with clients, how to talk to the senior people who really make decisions, and why silence from a client is never a measure of success. We also share how one simple message to clients during a staff shortage changed how they saw us. We finish with shiny object syndrome. Brendan walks through the business case every new tool should earn, why half finished implementations are the real culprit, and how a product owner and a quarterly review can save thousands. Nick explains why a dodgy process produces a dodgy result, even with the latest AI tools, and how a 90 day planning cycle keeps good ideas from derailing the team. Here is what we covered together: ✅ Spotting the warning signs of a whale client ✅ Hiring for a specific account to reduce operational risk ✅ Rebalancing your client portfolio without fearing your biggest account ✅ Why owners over service their largest clients ✅ Protecting your team and your investment with a poaching clause ✅ Why building a pipeline is the best protection against client loss ✅ Knowing when to set a difficult client free ✅ Using your core values to choose clients, suppliers and partners ✅ Planning ahead with best case, most likely case and worst case scenarios ✅ Having a mature conversation when it is time to part ways ✅ Saying yes to bespoke work on purpose, not by accident ✅ Keeping your service stack simple and consistent ✅ Building strong vendor relationships that give you real influence ✅ Setting a rhythm of proactive client check ins and strategic reviews ✅ Keeping clients informed before they have to ask ✅ Writing a business case before buying another shiny tool ✅ Mapping your manual process before you automate it ✅ Using product owners and quarterly reviews to cut unused subscriptions Join us next time for Part 3, where we cover delivery consistency, sales pipelines, hiring culture, capacity management and protecting your personal energy as an owner. We created this podcast to share real conversations and hard won lessons from people who understand the challenges of the MSP industry, and to offer ideas that can help you build a business that is both profitable and fulfilling. Connect with Brendan here: Brendan Rose LinkedIn Read more episode notes at mspmastery.blog Subscribe to our main channel at youtube.com/@MSPMastery Listen to the audio podcast at youtube.com/@MSPMasteryAudio Follow us on Instagram: instagram.com/@mspmastery

    Building a Better MSP: 15 Lessons from the Owner’s Seat, Part 2: Whale Clients, Toxic Accounts, and Systems Before Software
  2. Oct 25

    Building a Better MSP: 15 Lessons from the Owner’s Seat - Part 1: Founder Bottlenecks, Pricing, and Cash Realities

    Send us Fan Mail Welcome to MSP Mastery, the podcast for MSP owners and leaders who want to build a better MSP. I am Jeni Clift, joined by my husband and long time business partner, Nick Clift. Together, we draw on our experience to explore what is really working in thriving MSPs. In this episode, we welcome Brendan Rose back to the podcast. Brendan joins Nick and me to launch a three part series called Building a Better MSP: 15 Lessons from the Owner’s Seat. Across the series we explore the lessons every service business owner learns along the way, usually the hard way. In this first part, we dig into the first five lessons, covering founder bottlenecks, pricing confidence, scope management and the cash flow realities every service business must master. “Timesheets. Do bloody timesheets.” That line from Brendan captures the practical heart of our conversation. Being small does not remove the need to understand where the time goes. Without that visibility, owners cannot see the true cost of delivery, cannot spot scope creep early and cannot price with confidence. Brendan explains how daily time recording, clear expectations and honest conversations with the team changed the way his business operated. We also look at what happens when the owner becomes the bottleneck. Nick shares how he had to let go of the belief that nobody could do the work as well as he could, and what changed when he accepted that good enough, delivered consistently, is what clients are actually paying for. Brendan offers a different perspective from his own leadership roles, including the moment he realised he could not keep carrying everything himself. The conversation then turns to founder dependency in client relationships. Brendan walks through a practical approach to moving clients towards the wider team without making them feel downgraded, while Nick explains how he stepped out of the account management role by handing responsibility to the people closest to the work. Pricing is a major theme. Nick reflects on starting out with an hourly mindset and why that model limited the business, before moving to quoting on the value of the outcome. Brendan shares a simple exercise any MSP can try today, along with his strong view that getting staff on board with pricing is one of the quietest challenges in a service business. We finish on cash flow, and why a healthy profit and loss statement does not always mean money in the bank. Brendan covers deposits, distributor terms and relentless follow up on unpaid invoices, while Nick and I share what worked for us, including milestone billing and keeping a close eye on overdue accounts. Here is what we covered together: ✅ Moving from chief everything officer to strategic leader ✅ Why service business owners stay in technician mode ✅ Accepting that nobody will do the work exactly the way you would ✅ Recognising when the owner or a team member has become the bottleneck ✅ Hiring the right roles at the right time to release pressure ✅ Reducing founder dependency in key client relationships ✅ Introducing a new team member without making clients feel downgraded ✅ Maintaining the relationship without handling every request ✅ Moving away from selling hours towards value based pricing ✅ Pricing repeatable work and building margin through efficiency ✅ Getting your team on board with your pricing decisions ✅ Teaching delivery teams to recognise unbilled scope in real time ✅ Using daily timesheets to protect project margins ✅ Having the scope conversation with clients before the work blows out ✅ Understanding the difference between profit on paper and cash in the bank ✅ Using deposits, milestone billing and payment follow up to protect working capital We created this podcast to share real conversations and hard won lessons from people who understand the challenges of the MSP industry, and to offer ideas that can help you build a business that is both profitable and fulfilling. Connect with Brendan here: Brendan Rose LinkedIn Read more episode notes at mspmastery.blog Subscribe to our main channel at youtube.com/@MSPMastery Listen to the audio podcast at youtube.com/@MSPMasteryAudio Follow us on Instagram: instagram.com/@mspmastery

    Building a Better MSP: 15 Lessons from the Owner’s Seat - Part 1: Founder Bottlenecks, Pricing, and Cash Realities
  3. Oct 18

    Building an MSP Beyond the City: People, Trust and Cash Flow with Nathanael Wallis

    Send us Fan Mail Welcome to MSP Mastery, the podcast for MSP owners and leaders who want to build a better MSP. I am Jeni Clift, joined by my husband and long time business partner, Nick Clift. Together, we draw on our experience to explore what is really working in thriving MSPs. In this episode, we welcome Nathanael Wallis, known as Nat, from Wallis Computer Solutions in Dalwallinu, Western Australia. Nat joins us for a conversation about running a regional MSP, building local government relationships, attracting staff and questioning the assumptions that shape how we do business. “If you’ve never offered it, then how do you know they’re gonna say no?” That question captures an important theme in our conversation: being willing to ask rather than deciding the answer for someone else. We explore annual service agreements and upfront payments, and why it is worth having a conversation about arrangements that could work for both your clients and your business. Nat shares his focus on local government in Western Australia and explains how being a preferred supplier through the Western Australian Local Government Association, WALGA, helps his business access that market. For MSP owners considering a particular industry or client group, the discussion offers a useful perspective on understanding how those organisations buy. We also explore the practical realities of attracting people to regional areas. Nat raises accommodation as part of the recruitment conversation, prompting us to look beyond salary and consider what someone might need to make a move possible. It is a reminder that finding great people can mean thinking differently about the opportunity you are offering. Throughout the episode, we look at regional business through the lens of an MSP owner. From client relationships and recruitment to billing conversations, the discussion challenges us to reconsider familiar approaches and recognise opportunities we might otherwise overlook. Here is what we covered together: ✅ Running an MSP in regional Western Australia ✅ Building a business around a clear client focus ✅ Working with local government organisations ✅ Accessing opportunities through the WALGA preferred supplier arrangement ✅ Understanding how your target clients buy ✅ Exploring annual service agreements and upfront payments ✅ Asking clients rather than assuming they will say no ✅ Looking beyond salary when attracting staff ✅ Considering accommodation as part of a regional employment opportunity ✅ Challenging assumptions about where and how an MSP can grow We created this podcast to share real conversations and hard won lessons from people who understand the challenges of the MSP industry, and to offer ideas that can help you build a business that is both profitable and fulfilling. Connect with Nat here: Nathanael Wallis Linkedin Read more episode notes at mspmastery.blog Subscribe to our main channel at youtube.com/@MSPMastery Listen to the audio podcast at youtube.com/@MSPMasteryAudio

    Building an MSP Beyond the City: People, Trust and Cash Flow with Nathanael Wallis
  4. Oct 11

    Delano Collins on Data Driven Decisions, Automation and Building a More Profitable MSP

    Send us Fan Mail Welcome to MSP Mastery, the podcast for MSP owners and leaders who want to build a better MSP. I am Jeni Clift, joined by my husband and long time business partner, Nick Clift. Together, we draw on our experience to explore what is really working in thriving MSPs. In this episode, we welcome back Delano Collins, Chief Operating Officer at Electronic Office. Delano joins us for a wide ranging conversation about data driven decisions, automation, AI, profitability and the leadership needed to bring a team along with change. Delano shares how his team has spent the past year improving processes and data integrity to better understand their business. He explains how combining information from MSP Bots, ConnectWise, financial reports and managers with Copilot has helped identify pricing issues, incorrectly allocated time and client agreements that need attention. Rather than simply collecting more data, the focus is on turning that information into clear actions. The conversation looks at why sound processes must come before automation. Delano shares his approach to coaching people, explaining the why and helping team members become cultural torchbearers. He also talks openly about an automation that sent the wrong messages to clients, why the team stopped using it and what the experience revealed about training and communication. We explore the hidden work that affects client profitability, including administration, account management and repeated touches on a ticket. Delano explains why he wants to understand what a healthy service delivery model looks like for his own business, rather than relying solely on industry averages. He also shares how clearer boundaries between support and project work can help protect both margins and client outcomes. Delano describes how his team is using AI to analyse business information, develop a vCIO roadmapping tool and build a ticket triage agent. We discuss starting with manageable problems, choosing tools with a clear purpose and keeping human judgement, privacy and security in the picture. Throughout the conversation, the message is consistent: technology should reduce waste and improve outcomes, not simply add more noise. Here is what we covered together: ✅ Why reliable data and sound processes must come before automation and AI ✅ Using visible dashboards to help teams understand performance and priorities ✅ Coaching people to understand the why behind accurate time entries ✅ Building a culture where team members take ownership and learn from one another ✅ Combining financial reports, operational data and business context with Copilot ✅ Identifying pricing issues, time allocation errors and leaks in client profitability ✅ Understanding the balance between billable and non billable work ✅ Why industry benchmarks do not tell the whole story about your business ✅ What went wrong when an automated ticket follow up process confused clients ✅ Using ticket age, activity and escalation to improve service desk accountability ✅ Setting clearer boundaries between support requests and project work ✅ Catching incorrectly coded project time before it reaches billing ✅ Using technology to reduce waste and support stronger margins ✅ Developing AI supported ticket triage and vCIO roadmapping tools ✅ Starting with practical automation opportunities while retaining human judgement and protecting client data We created this podcast to share real conversations and hard won lessons from people who understand the challenges of the MSP industry, and to offer ideas that can help you build a business that is both profitable and fulfilling. Follow Delano on LinkedIn: Delano Collins Read more episode notes at mspmastery.blog Watch on YouTube at youtube.com/MSPMastery Listen to the audio podcast at youtube.com/MSPMasteryAudio

    Delano Collins on Data Driven Decisions, Automation and Building a More Profitable MSP
  5. Oct 4

    Brenton Johnson on Agentic AI, Security Governance and Building a More Mature MSP

    Send us Fan Mail Welcome to MSP Mastery, the podcast for MSP owners and leaders who want to build a better MSP. I am Jeni Clift, joined by my husband and long time business partner, Nick Clift. Together, we draw on our experience to explore what is really working in thriving MSPs. In this episode, we welcome back Brenton Johnson, Managing Director of Uptake Digital. Brenton joins us for a wide ranging conversation about agentic AI, operational maturity, cybersecurity, governance and the people and processes behind effective technology services. Brenton shares how his team has moved beyond using AI as a prompting tool and is building human supervised agentic processes. He explains why useful AI depends on having good context, including structured information about clients, vendors, systems and past decisions. He also describes how curated documents can support service desk triage and help teams find relevant information without searching through large volumes of unstructured data. The conversation looks at where AI can help and where human judgement remains essential. Brenton talks about reviewing scripts, limiting permissions, testing safely, following change management and recognising that AI may miss important details about a customer environment. He also shares why he favours tools that make data accessible and why he does not believe MSPs should build their own RMM. We explore the changing relationship between IT and security. Brenton explains that IT is fundamentally about keeping people working, while cybersecurity requires businesses to understand who has access to what, what data they hold and what risks they are prepared to accept. He makes the case that security is a business capability and governance responsibility, not simply a technical task for IT. Here is what we covered together: ✅ Moving from AI prompting to human supervised agentic processes ✅ Helping a team adopt AI and bringing people along with a technology change ✅ Why accessible data and open tools can help MSPs work more effectively with AI ✅ Using structured client and vendor context to support service desk triage ✅ Creating useful documentation from service desk tickets and change records ✅ Keeping human review, clear permissions and change management in AI enabled work ✅ Why Brenton does not recommend MSPs build their own RMM ✅ The continuing need for experienced developers to make important architecture and security decisions ✅ Understanding security as a business capability, shaped by risk, governance and budget ✅ Helping customers find a realistic balance between security needs and investment ✅ Why customer communication matters when security changes affect staff and business processes ✅ How business maturity, standardisation and good coordination between teams are connected ✅ The different challenges MSPs face as customer organisations grow ✅ Taking an incremental approach to improving operational maturity ✅ The value of peer groups for people working through difficult business and leadership challenges We created this podcast to share real conversations and hard won lessons from people who understand the challenges of the MSP industry, and to offer ideas that can help you build a business that is both profitable and fulfilling. Follow Brenton on Linkedin: Brenton Johnson Read more episode notes at mspmastery.blog Watch on YouTube at youtube.com/MSPMastery Listen to the audio podcast at youtube.com/MSPMasteryAudio

    Brenton Johnson on Agentic AI, Security Governance and Building a More Mature MSP
  6. Sep 27

    Melissa Hockenberry Reveals Why Client Retention Starts Inside Your MSP

    Send us Fan Mail Welcome to MSP Mastery Podcast, the podcast for MSP owners and leaders who want to build a better MSP, one that actually works for them. I am Jeni Clift, joined by my husband and long time business partner, Nick Clift. Together, we unpack what is really working in thriving MSPs, including insights from the trusted partners and peers who support them. In this episode, we welcome back Melissa Hockenberry, a client retention and customer success expert who helps MSPs build stronger client relationships and lasting business value. With a background in marketing and more than 20 years of experience at Autotask, Melissa now leads First Things First Training and Consulting. She brings deep industry knowledge and practical experience to one of the most important challenges facing MSPs: how to retain clients, support employees and build a more profitable business. Melissa shares why client retention often begins by looking internally at your own team. We explore the connection between employee experience and customer experience, and why there is no hope for external retention if internal employee retention has not been addressed. We also discuss the conversations MSP owners often avoid, from billing problems and unclear expectations to difficult client relationships and unprofitable service agreements. As Melissa says, the moment you think you do not want to have a conversation is often the very conversation you need to have. Nick shares lessons from running an MSP, including what happened after losing a client worth half of the company’s revenue. Together, we explore why a large client is not always a profitable client and why MSP owners need to understand the true cost of delivering their services. Here is what we covered together: ✅ Finding friction in the client experience: How MSP owners can use the swim goggles analogy to look beneath the surface of their business and identify the issues clients may be experiencing. ✅ Billing and invoicing problems: Why incorrect invoices quickly damage trust and how simple billing mistakes can create unnecessary friction. ✅ The mystery shopper test: Why MSPs should ask someone who does not understand technology to review their invoices and explain whether they make sense. ✅ Clearer client expectations: Why contracts can be silent and how a simple user manual can help clients understand the services they receive. ✅ The difficult conversations: Why putting off an uncomfortable conversation can make the problem worse and why MSP owners need to eat the frog. ✅ Taking action before everything is perfect: How perfectionism can prevent progress and why testing improvements with a small group of trusted clients can be more effective than waiting for the perfect process. ✅ Empowering teams to fix problems: Why staff should have the authority to resolve small billing issues without creating unnecessary escalation or client frustration. ✅ Making better service decisions: Why MSP teams need to consider the cost of labour before spending hours repairing equipment that could be replaced more efficiently. ✅ Hiring for client success: The relationship building, listening, diplomacy and collaboration skills that matter most in a client success role. ✅ Looking beyond the technology industry: Why the right client success person may come from retail, banking, hospitality or another customer focused environment. ✅ Keeping client success separate from sales: Why client success should focus on long term relationships rather than being driven by a sales quota. ✅ Finding the right person inside your MSP: Why the team member who spends extra time listening, coaching and training clients may already have the skills needed for client success. ✅ Protecting the purpose of a new role: Why MSP leaders need to prevent every unfinished task from being placed on the client success manager. ✅ Understanding the roles of CSMs and TAMs: How client success managers, technical account managers and business technology advisors can work together within an MSP. ✅ Knowing the true profitability of each client: Why revenue does not equal profit and why MSPs need to track all the time involved in supporting a client. ✅ Learning from a whale client: How losing a major client can reveal that the relationship was consuming resources and producing less profit than expected. ✅ Improving time tracking: Why tracking time across technical, account management and leadership activities is essential for making good business decisions. ✅ Giving your team the why: Why employees are more likely to follow a process when leaders explain the reason behind it rather than simply issuing instructions. ✅ Internal retention before external retention: Why a strong client experience depends on creating a healthy and authentic employee experience. ✅ Leadership through transparency: How transparency, integrity, humility and authenticity can strengthen relationships with both employees and clients. ✅ Sharing difficult information with your team: Why withholding information can lead people to create their own explanations and spread unnecessary rumours. ✅ Building trust during change: How honest communication during the loss of a major client can help a team stay calm, focused and aligned. ✅ Consistency across every relationship: Why the same values should guide the way an MSP treats its employees, clients and suppliers. We created this podcast to share the real conversations and lessons we wish we had more of while running our own MSP, with practical insights from people who understand the challenges of this industry. Connect with Melissa Hockenberry on LinkedIn: Melissa Hockenberry 👉 Read more episode notes here: mspmastery.blog 👉 Watch on YouTube: youtube.com/@MSPMastery 🎧 Listen on YouTube: youtube.com/@MSPMasteryAudio 🎧 Listen on Spotify: open.spotify.com/show/4gftErFYrR8F80kthgvFbs 🎧 Listen on Apple Podcasts: podcasts.apple.com/us/podcast/msp-mastery-ctrl-alt-deliver/id1828105793

    Melissa Hockenberry Reveals Why Client Retention Starts Inside Your MSP
  7. Sep 20

    Revisiting Vivienne Winborne and Mitchell Colton: Marketing as Education, Incident Response and the Real Test of Client Trust

    Send us Fan Mail Welcome to MSP Mastery Podcast, the podcast for MSP owners and leaders who want to build a better MSP, one that actually works for them. I am Jeni Clift, joined by my husband and long time business partner, Nick Clift. Together, we unpack what is really working in thriving MSPs, including insights from the trusted partners and peers who support them. In this episode, we step away from our regular guest format to revisit two previous conversations that stayed with us long after the recording ended: our episodes with Vivienne Winborne and Mitchell Colton. Together, these two conversations highlight how client trust is built through authentic, educational marketing and how that trust is tested when serious adversity strikes. We reflect on Vivienne Winborne’s insights about why marketing should feel like education rather than a sales pitch, why cold outreach rarely works and why MSP owners do not need to appeal to everyone. Nick shares why finding the right client fit and standing by your core values matters more than trying to win every prospect. Some clients are simply not compatible with you, and you are not compatible with them. We also revisit Mitchell Colton’s candid story of guiding his organisation through a serious cybersecurity incident. While the technical response is critical, clients are also focused on their business continuity, staff, reputation and what happens next. This conversation explores why incident response plans must be practical rather than theoretical, how regular communication can reduce panic and how navigating a crisis with honesty and empathy can strengthen client relationships. Here is what we covered together: ✅ Marketing as education: Why Vivienne Winborne believes marketing should help people understand the issues that affect them rather than push aggressive sales messages. ✅ Distinguishing marketing from sales: How marketing is about educating people on who you are, while sales is about solving a specific problem for a client. ✅ Escaping the cold outreach trap: Why cold calling and unsolicited LinkedIn messages rarely create genuine trust with business owners. ✅ Target market and client compatibility: Why MSPs do not need to attract everyone and should focus on working with clients who align with their values. ✅ Consistency over polish: Why showing up regularly and sharing real stories can be more effective than waiting for perfect production. ✅ Finding meaningful topics: How real client experiences, business challenges, mistakes and successful outcomes can create useful and authentic marketing content. ✅ Incident response plans in practice: Why an incident response plan cannot simply sit in a folder as a compliance exercise. ✅ Accountability during an incident: The importance of clearly assigning responsibility for technical remediation, client communication and the ongoing operation of the business. ✅ Empathy alongside technical fixes: Why understanding the human impact of an incident is just as important as restoring systems. ✅ Communication without panic: How regular and honest updates can prevent clients and team members from assuming the worst. ✅ Handling difficult truths: Why being transparent about what happened and acknowledging mistakes can build more credibility than trying to appear perfect. ✅ Crisis as the ultimate test of trust: How the way an MSP responds when things go wrong reveals its values, communication and commitment to its clients. ✅ Strengthening client relationships: Why managing a difficult situation with honesty, empathy and clear communication can deepen trust rather than damage it. We created this podcast to share the real conversations and lessons we wish we had more of while running our own MSP, with practical insights from people who understand the challenges of this industry. Connect with Vivienne Winborne on LinkedIn: Vivienne Winborne Connect with Mitchell Colton on LinkedIn: Mitchell Colton 👉 Read more episode notes here: mspmastery.blog 👉 Watch on YouTube: youtube.com/@MSPMastery 🎧 Listen on YouTube: youtube.com/@MSPMasteryAudio 🎧 Listen on Spotify: open.spotify.com/show/4gftErFYrR8F80kthgvFbs 🎧 Listen on Apple Podcasts: podcasts.apple.com/us/podcast/msp-mastery-ctrl-alt-deliver/id1828105793

    Revisiting Vivienne Winborne and Mitchell Colton: Marketing as Education, Incident Response and the Real Test of Client Trust
  8. Sep 13

    From Backpacker to Cybersecurity Specialist: Philipp Rieth on Attitude, Initiative and Building an IT Career

    Send us Fan Mail Welcome to MSP Mastery Podcast, the podcast for MSP owners and leaders who want to build a better MSP, one that actually works for them. I am Jeni Clift, joined by my husband and long time business partner, Nick Clift. Together, we unpack what is really working in thriving MSPs, including insights from the trusted partners and peers who support them. In this episode, we are joined by Philipp Rieth, Cybersecurity Specialist at Emerging IT in Melbourne. Philipp shares his remarkable journey from a young IT trainee in Germany to working in Australia, travelling across the country in his beloved Toyota Troop Carrier, Brutus, and eventually building a career in cybersecurity. Philipp first came to Australia on a working holiday visa and joined the team at DWM Solutions in Echuca through a trusted connection. What began as a short working adventure became a much bigger story of persistence, resilience and finding a place to call home. Along the way, Philipp and his partner travelled throughout Australia and New Zealand, taking on jobs in bricklaying, landscaping, painting, potato packing, scaffolding and tourism to keep their journey going. He shares how these experiences gave him a deeper respect for people at every level of an organisation and shaped the work ethic he brings to his career today. After visa setbacks, changing requirements and border closures delayed his plans to return to Australia, Philipp chose to complete a Bachelor of Science degree in cybersecurity. He then built experience as a penetration tester in Germany before finally returning to Melbourne and joining Emerging IT. This conversation is full of practical lessons for MSP leaders hiring their next team member, as well as emerging IT professionals who want to grow their confidence, capability and career. Here is what we covered together: ✅ Philipp’s pathway into IT: How an apprenticeship in Germany provided a practical foundation in service desk, technical support and project work. ✅ The value of trusted relationships: How a recommendation from a former manager created Philipp’s first opportunity to work with DWM Solutions in regional Victoria. ✅ The Brutus adventure: How Philipp purchased, rebuilt and travelled Australia in a Toyota Troop Carrier that became central to his journey. ✅ Learning through unexpected work: What bricklaying, landscaping, potato packing, painting and other labouring jobs taught Philipp about resilience, humility and effort. ✅ Respect across every role: Why working in entry level and physically demanding roles helped Philipp value every person within an organisation. ✅ Overcoming setbacks: How Philipp navigated visa challenges, changing migration requirements and the disruption of international border closures. ✅ Choosing education to create opportunity: Why Philipp completed a cybersecurity degree when formal qualifications became necessary for his pathway back to Australia. ✅ Building a cybersecurity career: How Philipp moved into penetration testing and incident response, helping organisations stay ahead of an evolving threat landscape. ✅ Hiring for attitude: Why Philipp believes technical skills can be taught, but willingness to learn, energy and a positive attitude are much harder to develop. ✅ Being coachable: Why emerging IT professionals who actively seek feedback, learning and improvement can progress quickly. ✅ Taking responsibility before being asked: How identifying and solving problems before a manager notices can build trust and create career opportunities. ✅ Adding value to the business: Why promotion and career growth come from consistently making a meaningful contribution to your organisation and its clients. ✅ Creating space for emerging talent: Why flexible, supportive workplaces can give people the confidence to take ownership and develop beyond their current role. ✅ Finding your own path: Why Philipp’s story is a reminder that careers do not always follow a straight line, and persistence can lead to opportunities worth waiting for. We created this podcast to share the real conversations and lessons we wish we had more of while running our own MSP, with practical insights from people who understand the challenges of this industry. Connect with Philipp Rieth on LinkedIn and learn more about Emerging IT: Philipp Rieth Linkedin. 👉 Read more episode notes here: mspmastery.blog 👉 Watch on YouTube: youtube.com/@MSPMastery 🎧 Listen on YouTube: youtube.com/@MSPMasteryAudio 🎧 Listen on Spotify: open.spotify.com/show/4gftErFYrR8F80kthgvFbs 🎧 Listen on Apple Podcasts: podcasts.apple.com/us/podcast/msp-mastery-ctrl-alt-deliver/id1828105793

    From Backpacker to Cybersecurity Specialist: Philipp Rieth on Attitude, Initiative and Building an IT Career

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Welcome to MSP Mastery Podcast, 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.