8 Ways The 20 Helps MSPs Be Fearless
Franklin D. Roosevelt famously said, “The only thing we have to fear is fear itself.” Frank Herbert famously wrote in Dune, “Fear is the mind-killer.”
They were both right! Fear is, simply put, a doozy – and if we’re not careful, it can prevent us from reaching our potential, from achieving our goals, and from living our best life.
And how true this is for MSP owners. Nothing holds an MSP owner back quite like fear. And we do mean nothing. We work with a lot of MSPs here at The 20, and we see it time and again: MSP owners whose fears prevent them from making the jump – from surviving to thriving, from grinding to growing, from good to great.
In this blog, we’re going to identify 8 sources of fear for MSP owners – common causes of anxiety, stress, and self-doubt. But more importantly, we’re going to explain how joining The 20 helps MSP owners face down these 8 fears and, ultimately, rise above them to reach new heights.
Ready to be brave?
Take On Larger Clients with The 20
For many MSP owners, the idea of taking on large clients with hundreds or even thousands of endpoints can be terrifying. It’s a significant jump, and the risk of not delivering the quality service expected can be a major concern.
Becoming a member of The 20 helps MSP owners take on large clients with confidence. That’s because our US-based 24/7 Support Desk and large team of experts have the bandwidth and know-how to handle your larger clients. Just ask Chris Course of MashGrape Technologies, one of the many MSPs in our stable:
“When it was just me, we would have been afraid to approach a client with 5000 endpoints, but now we are fearless because we have The 20 in our pocket.”
That’s what we’re talking about – going after those big fish with the confidence that you’ll not only be able to reel them in, but treat them right once they’re on board.
To learn more about MashGrape’s journey with The 20, check out their Success Story – “From Surviving to Thriving.”
Sell Like a Pro with The 20
Sales can be a major sticking point for MSP owners, especially for those with a technical background. The fear of rejection, not knowing the right sales pitch, or feeling awkward about asking for the sale can all keep MSP owners from growing their revenue.
The 20 can help you overcome these fears and start selling with confidence and competence. We offer MSPs a proven sales playbook and hands-on training at events like Propel and MSP Sales SUMMIT, where new (and veteran) members learn directly from Tim Conkle, the founder and CEO of The 20 and an industry legend on the sales front. And it’s about more than adding new skills; we help MSP professionals shift their mindset. Seann Moreno, who sold his MSP to The 20 back in 2023 after growing it with our help, comments on this perspective change:
“The 20 allows me to work on my business now instead of in my business…and life is great because of it. I can now work on my business and grow my business, where I couldn’t before…I’ve turned the organization from a service/operation organization into a sales organization overnight – within probably 30 days.”
With The 20 at your side, you can step away from the technical details, and start converting more prospects, closing more deals, and growing your MSP business like never before.
Want to hear more about Seann’s experience and growth as a member of The 20? Check out his Success Story – “The Turnaround Story of Seann Moreno and His Journey with The 20.”
Try New Things with The 20
As an MSP owner, it’s easy to stick to what you know – even when “what you know” isn’t helping you grow as much as you’d like. Inertia is powerful, and so is the fear of the unknown.
Fortunately, joining The 20 can help you become more open to change – operational changes, technical changes, cultural changes, you name it! How? In a word, community.
The 20 boasts a vast network (currently 150+ MSP members) who share their experiences, best practices, and advice. By connecting with other MSPs, you gain valuable insights and can see what works (and what doesn’t) before diving in yourself. The community-driven approach makes it easier to experiment, innovate, and improve your business. One current member, Seana Fippin of Red Box Business Solutions) appreciates the community and culture of collaboration we’ve built at The 20:
“We think that the community here is really remarkable – there’s something magic about that collaboration and strength in numbers, both from working with vendors, with partners, working on best practices and strategies…I think what really sets The 20 apart…is the authenticity and the transparency and that dedication to collaboration.”
Want to hear more from Seana? Check out this 2-minute video to learn more about her experience as a member of The 20.
Take Upselling by the Horns with The 20
For many – too many – MSP owners, upselling feels like a dirty word. They fear that suggesting additional services will alienate clients or come off as pushy. The truth is, upselling is a natural part of growing your business. But how can your MSP learn to not only embrace upselling, but make it a key driver of growth?
The short answer – by joining The 20! We teach members to upsell the right way. This means being proactive and not waiting for contract renewals before discussing additional services and higher-priced offerings. It also means shining a light on value, instead of fixating on price alone.
If you’re curious to learn more, we encourage you to attend our upcoming webinar in early March, featuring Chris Toppan from IT Overwatch. Since joining The 20 just a few months ago, Chris has increased his MRR by about 60% through upselling alone.
You can choose to let fear control you and continue to shy away from upselling. Just know that if you do, you’re leaving serious money on the table, and despite how it may feel, depriving your clients of the opportunity to evolve and improve.
Learn to Let Go with The 20
Your MSP is your “baby,” which can make letting go – delegating core business functions to others – extremely difficult. Overcoming the hesitancy to give up some control is one of the biggest hurdles MSP owners face – and also one of the biggest obstacles to growth.
At The 20, we make this transition easier with our US-based 24/7 Support Desk that can take on up to 90% of your ticket workload. This allows MSP owners to take a step back from the constant pressure of ticketing and client issues. We also give our members scalable, efficient processes that run smoothly without their direct oversight.
Finally, we foster a culture that pushes owners to rethink the “lone wolf” mentality. Tim Conkle learned from experience how costly egos can be, and practicing what he now preaches helped him grow his MSP into a large and profitable company. “Do you want to be king, or do you want to be wealthy?” he frequently asks members. You can’t have it both ways, and we help MSP owners see this clearly – and make the right choice for their business.
Break Away from Break/Fix with The 20
Shifting from a traditional break/fix model to a managed services model is a big step, and many IT business owners fear that clients will resist the change.
That’s why we give you the tools necessary to make this transition smooth. From a proven sales script to razor-sharp arguments that clearly show the benefits of managed services over break/fix support, our guidance helps MSP owners confidently pitch their managed services and move clients to a model that creates recurring revenue.
Tyler Wallace of CTS Computers became a member of The 20 and made the leap successfully from break/fix to managed IT services. Check out this 4-minute video to hear more from Tyler on his company’s evolution since joining The 20.
Charge the Right Amount with The 20
At The 20, we believe that MSPs should be paid what they deserve – what their services are worth – and find that many of the companies that come to us for help are radically under-charging clients. This stems from fear, plain and simple. MSP owners all too often avoid increasing prices because they’re afraid of upsetting and perhaps even losing clients.
We can help you overcome this fear. It starts with our aforementioned sales model, which teaches you to put the focus on value, not just dollar amounts. But it doesn’t end there. We make asking clients to pay more less daunting with services that are truly worth their weight in gold. Our pricing might not be the cheapest, but it’s the flattest – and truly all-inclusive. Charging more is a lot less scary when you can confidently show clients all the value they’re getting in return.
Check out this blog post for a clear breakdown of MSP pricing – and why top-tier MSPs can’t afford to undersell their services.
Make Your Exit with The 20
Last but certainly not least is the fear of the exit. At some point, MSP owners must confront the decision: To sell or not to sell? And then there’s the whole ordeal of finding the right buyer – a buyer who will do right by you and your clients. We get it – selling the company you worked so hard to build is intimidating. But it doesn’t have to be stressful and unpleasant.
Here at The 20, we don’t just help you grow your MSP; we also help you sell it when the time is right! We’ve acquired a number of MSPs that achieved success as members, giving their owners a substantial payout – and in the majority of cases, supporting them in transitioning to new and exciting leadership roles within our company.
Want to hear from these former MSP owners? Visit our MSP Acquisitions Page for video interviews with the folks who sold their MSPs to The 20. They’ll take you through their MSP acquisition journeys – from the initial decision to sell, to the roll-up process, to what life is like after the sale.
Ditch the Island!
We’ve seen 8 ways becoming a member of The 20 can help you overcome your fears and grow your MSP.
So what are you waiting for? Get off your island, join The 20, and start tackling your challenges with the support of a powerful MSP network and proven growth platform. Don’t be scared!
Ready to learn more? Schedule your call with The 20 today.