Why is an Executive Assistant a Smart Hire for MSP Owners Wanting to Work ON Their Business, Not IN It?
Cyber Confidential Podcast
Cyber Confidential Podcast
Jun 7, 2025

Why is an Executive Assistant a Smart Hire for MSP Owners Wanting to Work ON Their Business, Not IN It?

Are you an MSP owner constantly buried in the day-to-day grind? Do you dream of working on your business strategy, growth, and vision, but find yourself trapped in the operational details? You're not alone. Many MSP leaders know they need to delegate, but the question is, where do you start? In this special masterclass episode of Cyber Confidential – the first in an ongoing series – delegation expert Randy Rosales from Freelance Latin America lays out the foundational strategy. And our host, Mike, is embarking on this journey himself, sharing his experience live! First up: understanding why an Executive Assistant (EA) is the strategic first step to buying back your time and energy.

The "Replacement Ladder": Starting Smart, Not Big

Randy, echoing principles from business thought leaders like Dan Martell ("Buy Back Your Time"), emphasizes a "replacement ladder" approach to delegation. "You don't want to start by hiring a COO," Randy advises. "That's probably one, more expensive. And number two, it's more difficult for you to delegate those activities because they are more high level."

Instead, the journey begins with what Martell calls "ECS tasks" – the easy, cheap, and simple things. For MSP owners, this typically translates to:

  • Administrative Overload: Answering emails, scheduling calls, managing your calendar, following up with leads, adding them to your CRM, and even managing LinkedIn connections.
  • Energy Draining Tasks: These are often the activities that, while important, "suck up your energy" and "take a lot of time off your plate," as Randy puts it. Most business owners don't enjoy these tasks, making them prime candidates for delegation.

An EA is perfectly positioned to take over these "low-hanging fruits." They are, by design, specialists in administrative efficiency. This is the very first step Mike is taking in his documented delegation journey.

Diagram of the 'Replacement Ladder' for MSP delegation: Step 1 Executive Assistant (Admin), 2 EA-Assisted Customer Delivery, 3 Marketing Support, 4 Sales Support & Strategy.

The Surprising ROI of Delegating to an EA

It's not just about offloading tasks you dislike; it's a strategic financial move. Randy highlights a key principle: "The idea is that for every hour that you're delegating to an EA, you get four times the return of that investment." This is the core of the "buyback your time" principle.

Think about it: if your billable rate or the value of your strategic time is $200/hour, and you delegate tasks to an EA at a fraction of that cost, the hour you've freed up can now be spent on:

  • Revenue-Generating Activities: Sales, marketing strategy, high-level client consultations.
  • Business Development: Networking, attending conferences, exploring new service offerings.
  • Personal & Leadership Growth: Learning, working out, spending time with family – activities that refuel you and prevent burnout, ultimately making you a better leader. As Randy says, "the business can never outgrow the business owner." We'll be following Mike's progress to see how this ROI materializes in his MSP.
Bar chart illustrating the ROI of EA delegation for MSPs, showing time shifting from predominantly 'Admin/Operational Tasks' before an EA to more 'Strategic Work/Growth Activities' with an EA.

What About MSP-Specific Tasks?

As an MSP owner himself, Mike points out that even "customer delivery" tasks can often be handled by a capable EA. "I consistently reanswer questions that are in my knowledge base," Mike shared. An EA can:

  • Triage client emails.
  • Direct clients to existing knowledge base articles.
  • Handle initial responses to frequently asked questions.
  • Escalate only complex issues that truly require your expertise.

This not only frees you up but can also improve client response times, as Mike noted his clients sometimes wait hours for answers he could delegate. This is one of the areas Mike plans to test with his new EA.

Why Not Delegate Marketing or Sales First?

While marketing and sales are crucial, Randy explains they come after administrative tasks and often customer delivery support on the delegation ladder. "The third step...is marketing," he says, followed by sales and then strategy. Starting with an EA builds the foundational support system that allows you to focus on creating the systems and strategies for those higher-level roles before you hire for them. You need the time an EA gives you back to properly strategize and implement marketing and sales processes.

Infographic: 'EA Task Scope Snapshot' for MSPs, showcasing key EA duties: Admin Command (inbox, CRM), Client Support (triage, FAQs), and Focus Maximizer (task relief, productivity boost).

Making the Leap: It's About More Than Just Tasks – It's a Documented Journey

Hiring an EA isn't just about offloading work; it's about fundamentally changing how you operate. It’s the first step towards building a business that doesn't solely depend on your direct involvement in every minor detail. It's about creating space for you to lead, strategize, and grow both your business and yourself. As Randy romanticizes, it's about reclaiming time for "what is the most important thing in your life." And now, with this Cyber Confidential mini-series, you can follow along as Mike puts these theories into practice, sharing the wins, challenges, and real-world learnings.

For MSP owners feeling the strain of being a "do-it-all" leader, the path to working on your business often starts with an Executive Assistant. By tackling administrative and routine tasks first, you achieve a significant return on your time, free up mental energy, and create the capacity for higher-value strategic work. An EA isn't just another hire; they are your first crucial partner in buying back your time and building a more scalable, sustainable, and ultimately more enjoyable MSP.

Stay tuned for follow-up episodes in this Cyber Confidential mini-series, where Mike will report back on his first 30, 90, and 180 days implementing Randy's advice and working with his new EA!

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