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What MSP Leaders Keep Telling Me About Building Trust, AI Adoption, and Real Growth

If you’re trying to grow an MSP business right now, the real differentiator isn’t your tool stack -it’s MSP relationships, trust, and how you show up as a trusted advisor in the AI era. 

That’s the biggest takeaway I’ve walked away with after having multiple conversations with MSP leaders across the channel. 

Different markets. Different sizes. Different maturity levels.
But the same signals kept repeating. 

So instead of treating these as one-off podcast moments, I wanted to do what I always aim to do: translate real insight into something educational and useful for the MSP community. 

Here’s what stood through -and what keeps coming out loud and clear. 

Why MSP Relationships Are the Real Growth Strategy (Not Just More Customers)

Let’s start with the truth most MSPs don’t want to admit: 

A lot of MSP-client relationships are… fine. 

Not bad.
Not broken.
Just “fine.” 

And “fine” is dangerous because it means you’re forgettable. 

In a lot of these conversations, the same pattern shows up: MSPs don’t lose customers because they’re doing terrible work. They lose customers because the relationship never evolved beyond reactive support. 

That’s the plumber zone. 

Necessary? Yes.
Strategic? No. 

The MSPs that keep accounts long-term are doing something different -they’re building trust through consistent value and intentional relationships. 

What Helps MSPs Build Lasting Relationships That Actually Compound

One of the strongest themes I’ve heard from MSP leaders is this: 

The best relationships aren’t built through polished networking.
They’re built through genuine curiosity and real intent. 

The leaders who stand out aren’t trying to “win” every conversation. They’re trying to understand people. 

  • What’s keeping the customer up at night? 
  • What does success actually look like for them? 
  • What are they trying to protect? 
  • What are they trying to grow? 

And when that curiosity is real, something changes. 

The conversation stops being transactional.
It becomes personal.
And that’s where trust starts compounding. 

The biggest signal I’ve seen across these conversations is a simple mindset shift: 

Show up to help. The rest follows. 

How Community-Led Growth Is Replacing Traditional MSP Sales Motions 

Another consistent theme: more MSP leaders are leaning into community-led growth instead of chasing growth the “old way.” 

You know the old way: 

  • more outbound 
  • more pressure 
  • more deals 
  • more MRR chasing 

But the MSPs building real momentum are focused on something else: 

Being useful. Being helpful. Being present. 

And what happens when you do that long enough is powerful: 

You don’t just gain customers.
You gain champions. 

People start talking about you in rooms you’re not even in. 

That kind of word-of-mouth trust is hard to buy -but easy to earn when you lead with value. 

Why the Trusted Advisor MSP Model Is the Biggest Opportunity Right Now

This part keeps coming up in nearly every conversation I have. 

For years, MSPs have talked about becoming a trusted advisor. 

But many are still operating too far down the stack: 

  • reactive support 
  • patching 
  • maintenance 
  • managing tools 
  • fixing what broke 

All important work. But it’s not what creates long-term differentiation. 

The “trusted advisor MSP” model is different. It’s when you’re in the boardroom (or at least in leadership conversations) helping customers plan for what’s coming next. 

And right now, what’s coming next is moving faster than ever. 

Which brings us to the unavoidable topic… 

How AI for MSPs Is Changing Customer Expectations (Faster Than We Think)

Of course AI comes up constantly. 

But what I’m hearing from MSP leaders isn’t just:
“How do we use AI internally?” 

It’s deeper than that. 

AI is forcing customers to make decisions they’re not ready to make: 

  • What tools do we adopt? 
  • What’s safe? 
  • What’s compliant? 
  • What creates ROI? 
  • What’s hype vs. real? 

And the truth is… most SMBs don’t have the internal leadership or expertise to navigate this alone. 

This is why I genuinely believe MSPs are positioned to win in the AI era. 

Not because they’ll build the best AI model. 

But because they’ll become the conduit for adoption. 

AI companies aren’t going to support every small business directly. 

MSPs will. 

But only if MSPs evolve their role from “support provider” to “strategic advisor.” 

What MSPs Must Do to Monetize AI Without Trying to Do Everything Alone

One of the smartest signals I’m seeing from mature MSPs is this: 

They’re not trying to do it all. 

Because AI is too big. 

Instead, they’re stepping into the role of: 

  • integrator 
  • orchestrator 
  • advisor 
  • CIO-level partner 

And they’re building ecosystems around the customer. 

That means bringing in trusted partners to deliver specialized outcomes -whether that’s marketing automation, AI workflows, revenue systems, or operational transformation -while the MSP remains the relationship owner. 

This model creates a win-win-win: 

  • The customer gets outcomes 
  • The MSP deepens retention and adds new revenue streams 
  • The partner delivers value without disrupting the MSP relationship 

And here’s the part that matters strategically: 

AI-driven outcomes often create revenue that can outpace traditional managed services margins. 

That’s why the MSP opportunity here is bigger than people realize. 

Why Cash Flow Automation Keeps Coming Up as the Hidden MSP Growth Lever

This surprised me at first, but it keeps showing up across conversations: 

Cash flow is still quietly killing businesses. 

Even businesses that look successful on paper. 

Because profitability doesn’t always mean cash in the bank. 

And when MSPs get stuck in 60–90 day receivables, they accidentally become a bank. 

A bank that doesn’t charge interest. 

That impacts everything: 

  • hiring 
  • expansion 
  • risk tolerance 
  • stress levels 
  • leadership bandwidth 

What’s encouraging is that cash flow is also one of the easiest areas to automate. 

And when MSPs automate collections and payment workflows, it’s not just operational improvement -it becomes a strategic unlock. 

Suddenly the conversation shifts from:
“We’re fine.” 

To:
“Wait… we can invest again.” 

That’s a massive mindset change. 

What MSP Leaders Are Learning About Scaling: Stop Overthinking and Empower the Team

This one hit home because it’s such a common MSP founder problem. 

Many MSP leaders are technical.
And technical leaders often default to perfectionism. 

They want to review everything: 

  • every email 
  • every marketing post 
  • every proposal 
  • every detail 

But perfection doesn’t scale. 

The consistent advice I keep hearing (and fully agree with) is: 

Get out of your own way. 

Things won’t be perfect.
Mistakes will happen.
That’s part of growth. 

The MSPs who scale well build teams they trust -and then empower those teams to execute. 

Because the goal isn’t to control everything. 

The goal is to build a machine that runs without you being the bottleneck. 

What Stood Through All These MSP Conversations (And What Came Out Clearly)

After all these conversations with MSP leaders, here’s the cleanest summary I can give: 

The next era of MSP growth belongs to leaders who build trust, not just services. 

The winners won’t be the MSPs chasing tools.
They’ll be the MSPs connecting dots for their customers. 

From: 

  • AI to business outcomes 
  • technology to strategy 
  • support to advisory 
  • community to growth 

And what keeps showing up as the foundation underneath all of it? 

Relationships. 

Real ones. 

Built through genuine intent, consistent value creation, and the courage to step into the trusted advisor role before you feel “ready.” 

Final Thought: The MSPs Who Win Next Will Be Thought Partners, Not Ticket Takers

If there’s one thing I’m more confident about after these conversations, it’s this: 

The MSPs who win next won’t be the ones doing more of the same. 

They’ll be the ones expanding the conversation. 

They’ll help customers see around corners.
They’ll make AI practical.
They’ll bring clarity where there’s confusion.
And they’ll lead with real intent. 

Because in the end, relationships are still the strongest moat in this industry. 

And in the AI era, that moat matters more than ever. 

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