Be Confident in Your Stack

Too often, I see hesitation when it comes time to recommend a change in the tech stack. Whether it’s swapping out a firewall, ditching a misaligned backup platform, or recommending a different EDR, vCIOs sometimes hold back out of fear of seeming overly pushy. That hesitation is understandable, but it can also be costly. Clients […]

Paint an exciting future or be a commodity

When clients stop seeing you as strategic, you start becoming… replaceable.   That’s the risk every vCIO faces when the conversation stays stuck in tickets, updates, and costs. Yes, those are important, but they’re not enough. If you’re not painting a bigger, bolder picture of what IT could do for their business, you’re not creating […]

The 3 Core Objectives of a vCIO

A vCIO should always be forward-looking, focusing on a strategic roadmap built around three core objectives: reducing risk, increasing productivity, and optimizing costs. Every recommendation, project, and conversation should connect back to these pillars. Let’s break them down:  1. Reduce Risk Cybersecurity threats, non-compliance, data loss, and downtime aren’t just IT problems; they are business […]

How Not to Onboard a vCIO

Here’s one of the biggest mistakes I’ve made in our MSP, and that I see other MSPs make all the time: assigning a new vCIO to a new client. On paper, it makes sense. Your experienced vCIOs are slammed, you just brought in someone new, and hey, this new client needs a vCIO ASAP. The […]

The vCIO Money Mindset

As vCIOs, the most important thing we do is strategic planning. And to do that effectively, we have to adopt the right mindset about money. Too often, I see vCIOs hesitate to recommend solutions because they’re stuck viewing costs through a personal lens. We look at a $12,000 investment in a redundant firewall and think, […]

Webinar – vCIO Mindset for Success

Are you ready to elevate your role as a vCIO and become your client’s most trusted advisor? Watch this webinar on-demand, where Simon, Co-founder of Propel Your MSP and President of S3 Technologies, will share the key lessons and best practices he’s learned in his 22-year journey building S3’s vCIO services. This session will help […]

Stop Negotiating with Yourself

As a vCIO, your job is to provide strategic technology guidance that helps your clients reduce risk, increase productivity, and drive their business forward. Yet too often, I’ve seen my vCIOs talking themselves out of proposing the best solution before the conversation even begins. They assume the client will balk at the price, so they […]

Custom GPTs for PropelYourMSP

At PropelYourMSP, we’re all about making you more efficient as a vCIO. That’s why we’ve created 3 Custom GPTs designed to save you time. Whether you’re putting together client current situation and vision slides, building audit questions, or setting up project templates, these AI-powered tools will make it a lot easier. PropelYourMSP Slide Builder – […]

Are you deploying Microsoft 365 or setting yourself up to lose clients?

For many MSPs, deploying Microsoft 365 means migrating emails and files to the cloud, setting up 2FA and conditional access, and calling it a day. But if that’s all you’re doing, you’re leaving a massive opportunity on the table and creating a pain point another MSP can use to steal your client. The real question […]

Webinar – Scaling your vCIO Services

Are your vCIO services holding you back? Many MSPs struggle to scale their vCIO services because they don’t have a clear process, can’t find the right talent, and expect one person to do it all. The result? Overwhelmed teams, disengaged clients, and missed growth opportunities. But it doesn’t have to be this way. Join Simon, […]