The 5-Email System That Revives Dead Leads (MSP Edition)
I'm breaking down exactly how to handle one of the most frustrating situations in MSP sales: when you fix a break-fix problem for a prospect, mention managed services, and then get completely ghosted. The reality is they no longer feel the pain after you've solved their problem, so there's no urgency to move forward. Instead of making one or two follow-ups and giving up, I'm showing you how to build a simple five-email sequence that does the heavy lifting for you. This sequence educates them, shifts their mindset, and nurtures them from "not ready" to "let's talk" - without you having to badger them every week.
I'll walk you through exactly what to include in each email, how to make it valuable enough that they'd want to share it, and how this same strategy works for any recurring sales objection you're dealing with. One of my clients tried this and got a callback four weeks later asking about security assessments - that's how you turn qualified prospects into qualified opportunities
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Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green.
About Ray:
→ Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more.
→ Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses.
→ Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com
→ Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.
→ Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com
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Transcript
0:00
If you're fixing ad hoc one off like break, fix problems for your prospects and then they ghost
0:05
you. After you mentioned managed services, I'm going to show you how a short, really targeted
0:11
five email sequence can help you restart conversations by shifting their mindset, giving
0:17
them some education, and nurturing them along the way. Without you as a salesperson having to do all
0:23
the heavy lifting. Let's dive in. So let's coaching an MSP seller recently who had a very specific
0:28
issue that they brought to us. And it was, you know, hey, we had this prospect, they had a server issue.
0:32
It was a break fix problem. And we went in, we fixed it. And you know, the thought was, you know, if
0:38
we fixed this really quickly, if we show how good our team is, if we show the quality and the
0:44
caliber of our customer service, we will have earned the right to talk about managed services.
0:48
So they went in there, they did their job, they fixed it. And then when they started to talk about
0:53
managed services, crickets, they got ghosted immediately afterwards, which was really confusing
0:59
to them because the prospect was super grateful. The initial emails were like, hey, this is awesome!
1:04
They were quick to pay like it was. They were on top of it. They were happy and they were confused,
1:10
right? The person that the MSP seller was confused. Why couldn't we have the conversation about
1:15
Maynard services? And here's the thing. After you fix something, it's really important to realize,
1:21
first of all, just the psychology that goes into that. They no longer feel any pain, right? Like they
1:26
feel relief. Now, you know, as a as an MSP person, as an IT person, as a tech person,
1:33
you know that pain is temporary. Well, if you're if you're just being reactive, it's just a matter of
1:39
time before you call us back with something else. Like, you know that it's temporary. They don't. So
1:45
what they have is full on relief. You know, they're thinking, hey, this is awesome. Like. And by the way,
1:52
really grateful to you for fixing it. Now, what I'm not going to tell you is don't do this. Like I'm
1:57
not going to tell you. Fixing break fix is a bad idea to move people or migrate people,
2:04
or transition them into managed services. The last thing you want to do is have somebody call in
2:09
with an IT problem, which means it is important. It's critical they're making some investment in
2:15
it, right? There's some infrastructure, something going on, and you have a live person on a phone
2:21
with a problem, with a pain. The last thing that you want to do is say, go talk to another IT
2:26
provider, right. Like go talk to somebody else. And let's hope that they don't have a
2:32
process or a system in place to migrate you or sell you into to managed services more effective
2:38
than us. Right? So you don't necessarily want to do that. Taking the break fix problem is not the
2:42
problem. It's what you do after you've solved that problem. The reality is, I've talked to hundreds of
2:48
MSP sellers and most people will follow up once. The follow up twice, you know, was was
2:55
just following up here. You know, we we fixed the server. We did, you know whatever it was XYZ wanted
2:60
to have a conversation about how to prevent this in the future. You know, could we. Could we chat
3:04
this time? Could we, you know, do an assessment? Could we do this? Could we do that? They follow up
3:09
once or twice and they don't get a response. And so they move on and they move on because they
3:16
know like hey, this this person is qualified like as a prospect. They're qualified. Like it's a
3:20
business that we could we could help. Maybe they're in our industry or they're the size of
3:24
company that we work with, or they're in our geography, like so technically they're qualified,
3:28
but they're not ready to buy. Right. So there's no real intent in terms of managed services at the
3:34
moment. So they they, you know, do one follow up, do two follow ups after they have fixed the problem,
3:40
they stop following up because as a seller you don't want to be you don't want to be annoying,
3:45
right. Like the last thing you want to do, you're like, listen, this person doesn't understand
3:49
managed services. They don't understand what we do. They don't get the value. They're not going to
3:54
appreciate the investment level. They're not going to appreciate the price. And it's just it's not
3:59
worth my time as a seller to keep trying to follow up and keep badgering these people and
4:04
keep annoying them. There's too big of a gap between where they are today and where they need
4:08
to be for me as a seller to really pursue this. So after 1 or 2 attempts, I'm just going to I'm going
4:14
to leave that and I'm going to I'm going to let it go with this pool of prospects. You kind of
4:18
have two options. One is you can say, we're just going to let it go, right? Like we one, we
4:25
only deal with high intent buyers if the opportunity, not the prospect but the
4:31
opportunity is not qualified. Meaning good company. We could service them but there's no intent. So
4:36
there's no actual opportunity. There's no actual deal. We're not interested in that. Right. So we're
4:41
just going to kick the can on that. That's option one. Option two is you build a system
4:48
that helps nurture them, that helps move them from where they are. The gap right, like that helps move
4:55
them from where they are to where you want them to be. And most MSPs do option one by default, and
5:01
it's because they don't have a system in place. Right. So they make that follow up. They make the
5:06
second follow up, and they say too much effort. Like it's not the juice isn't worth the squeeze
5:11
on this. I'm moving on. So by default you're choosing number one. Smart MSPs are choosing
5:17
number two. And that's exactly what I advise them to do. Now, the system isn't rocket science here.
5:22
Like, the system is a five email sequence and you can make it seven. You can make it six. Like five
5:27
is just like a sweet spot for me, where I feel like I have enough space to, like, make a case to
5:34
make a strong argument, to get a couple different angles, like in that argument. So that's I can I
5:39
can help educate somebody on the process and move them from here to there. You can make it more
5:45
emails. You can make it fewer emails. Completely up to you. I pick five like it's a good, solid, sweet
5:50
spot for me. And you know, I say, you know, after five, six, seven emails probably you're just like,
5:56
you know, hammering somebody. So, you know, take five emails, right? And in this specific instance, what
6:02
you can do on a on a break fix client is create a specific sequence in your CRM and
6:09
create five emails. The first email is something like a case study. The case study that I would
6:15
share first is something around a customer or business who didn't think they needed an MSP,
6:21
right? Like so. If you can capture some some testimonials or some of their own verbiage or
6:25
some of their own wording, perfect. If not, you can, you know, paraphrase where they were at with
6:31
things and you highlight how this particular company didn't think they needed an MSP, they
6:36
weren't big enough, or they weren't going to be a target, or they didn't manage enough money or
6:40
whatever vertical you're in, like, you can, you can, you can fill in the blanks. But the purpose of
6:45
this case study is to highlight this is a company that didn't think they needed an MSP. And then
6:52
they discovered all of these vulnerabilities that they didn't know they have. They learned about the
6:57
exposure. They learned about the costs that are associated. If you get if you get hacked. If you
7:03
know, you get if you're the victim of a phishing scam, if somebody interrupts the, you know, the
7:07
invoicing system, if you're in construction. Like there's all sorts of things that you can
7:11
highlight here and you're, you're you're basically demonstrating company. Didn't think they needed an
7:16
MSP. Learned about their vulnerabilities, made the switch. And this is where they are now. And this is
7:23
how things are running. Right. So that's that's email number one. Email number two is something
7:29
around the chaos factor right. Like break fix is very reactive. It's like kind of like a hair on
7:35
fire mentality. In fact they should know this because they just came to you with a specific
7:40
issue with a relevant issue just like this. So it's reactive, results in a lot of firefighting,
7:46
results in a lot of frustration from employees, results in loss, productivity results in, you know,
7:52
client issues, results in like all of the things that, you know, are associated with a reactive
7:59
culture and a reactive environment, and tying that back to the business impact, right? So it's
8:05
demonstrating. It's educating. Hey. Reactive. It actually has a huge impact on your
8:12
business. And here are some of the ways through money, through morale, through
8:18
productivity, through, you know, money on growth. Money on costs. You know, you've got productivity
8:24
issues. You've got morale issues. You've got all sorts of things that you can tie into, like what
8:30
is the reactive environment versus the proactive environment and what are the benefits. The third
8:35
email that I would send would be around the real cost that's associated with, you know, break fix
8:41
type of environments. Okay. So you can use I'm sure you've got a ton of examples of how reactive
8:48
it is more costly to a business than the than being proactive. Because and you know,
8:55
this, you know that one of the biggest issues that people have when they go from break fix to to
8:60
managed services is this feels more expensive. Can you demonstrate in an email how it's not like
9:07
the hidden cost of a reactive IT environment, right? Like what's the cost of, you know, of of an
9:13
outage? What's the cost of server going down? What's the cost of anything like that? What's the
9:19
cost of what are your employees having access to your stuff and then taking your stuff? I was I was
9:24
part I was a CEO of a company that had an employee that we terminated that had access to
9:30
stuff. Now, this was years ago before I knew about it. So forgive me now a lot of stuff was tied to
9:35
his personal Gmail. We had one of our our corporate dashboards that was tied to it, and he
9:40
came in. He wiped out our corporate dashboard, like wiped it out. It was on his personal Google email.
9:45
And this is and this was a $15 million a year company. And so I very quickly learned about the
9:50
cost of that. All right. I've now got to hire somebody to go stop that, because he's got all the
9:56
data and rebuild it at the same time, not to mention the opportunity cost that's happening in
10:01
between. Right. So can you highlight something like that in an email? The fourth email may be
10:05
something like highlighting a strategy gap between companies that are using it as an asset,
10:12
like a strategic asset to grow and to to build the business versus people that are looking at it
10:17
as an expense. And what are the what are the costs and the difficulties of keeping up with
10:23
cybersecurity? What about in an evolving world where you've got, you know, AI changing how people
10:28
are hacking your shit every single day, and new phishing scams coming out every single day, and
10:33
the amount of money and resources and time that you invest into staying up to date and all of the
10:38
platforms and the programs and tech that you use to invest and how trying to manage that on your
10:43
own is asinine, right? Like it's like, can you can you create some messaging around the strategy gap
10:49
between a company that's doing it this way versus a company that's doing it this way? Right. Like one
10:54
is almost risk by design and one is, you know, being proactive and, you know, having the strong
10:59
infrastructure and everything. And then, you know, maybe email number five is something like a
11:03
disaster story. It's the flip side of the first case study. It's somebody who, you know, originally
11:08
said, we don't need MSP stuff, right? I actually like this one for the fifth email on purpose said
11:13
we don't need, you know, managed services. We got this. And then they came back. Right. Because they
11:19
said, we got this. And it turned out they didn't. Right. Like something happened. It was a it was a
11:25
breach. It was ransomware. It was a, you know, a server going out. It was a critical client issue.
11:32
It was something that came back, bit them in the ass. And they said like, all right, gotcha. Like
11:36
we're we're back. Like, can you share that case study? And the reason I like that when it's fifth,
11:41
by the way, is because if you've gone through one, which is kind of like the more positive story, and
11:45
you've gone through two and three and four and you're still not there, then you know something
11:50
that's like the disaster story. It's not fear mongering, by the way, when it's real. Like if it's
11:56
real, it's not fear mongering, it's responsible. It's education. It's telling people this is the
12:02
reality that is out there today. So can you share a story where somebody you know. Originally said,
12:07
yeah, came back and you know, and then, you know, said, okay, we're ready to go and where they are
12:12
today. Now, when you send these emails, what you're not doing is you're not pitching like, you're not
12:18
saying, hey, like, here's specifically why I'm making this case, by the way, book of calls that
12:23
you can buy or shit. What you're doing is you're trying to make this email valuable and
12:28
educational in and of itself. The way that I actually frame this for a lot of our clients is,
12:32
can you write an email that's shareable? Right. Like, can you write an email that's so good that
12:37
when somebody reads it, they go, huh? You know, my buddy Joe and Jane should see this too. They
12:44
let me forward it to a couple people, like, can you write an email that is so valuable on its own
12:49
that it's worth consuming, and they get some degree of insight. And by the way, that also
12:56
positions you better positions you as a better like a stronger expert. Your status goes up for a
13:01
whole lot of reasons, but you're also making deposits instead of making withdrawals. Now, it
13:06
doesn't mean don't have something in the email that says, if you want to talk to us, you know, here,
13:12
like don't make it difficult to to talk to you, but don't make it a sales email like it is a it
13:17
is an educational email that is designed to say, I am teaching you this. I am sharing this with you
13:23
as as an insight. And if you come to the conclusion that you would like to reach out, then
13:29
you know somewhere on the email, make it super, super easy, frictionless. But don't make that the
13:35
purpose of the email. Make the email something that I would want to forward to my friend. Now, in
13:40
this case, with the person that we were coaching, we we installed that that sequence. Now it was it
13:46
was like a week and a half too late. Like I like to get these things faster, but it was like a week
13:50
and a half too late. But we installed the email. We said, let's, let's write this thing out. Let's, let's
13:54
knock it out and let's put it into a sequence. Let's send it out about once a week is what we
13:58
did. You could do once a week, once every other week. I'm not a huge fan of like if you're if
14:02
you're going to fire them like sending him every other day because that just screams I'm trying to
14:06
sell you. I'm trying to close you instead of I'm trying to educate you. I'm trying to nurture you.
14:10
You want to remember? The goal is they're here. You're trying to get them here, right? Like. And you
14:16
don't have to necessarily accelerate it, like, you've email's doing the work. You're going to
14:20
push a button in your CRM and it's going to go, so what is the most effective way to get them there.
14:27
Okay. So we sent it. Four weeks later he gets a call. It says hey, we're curious. You mentioned
14:34
in one of the emails that they that you do security assessments. How much are those? Now we
14:39
have an opportunity. We have taken a prospect who's qualified and turned it into an opportunity
14:46
that is qualified. And the best part is they showed up with higher intent. They showed up with
14:52
better education, better understanding, better knowledge, and they showed up thinking that
14:59
he and they as a company had more credibility Because they aren't just now in the
15:06
market. They're in the market because of them. Right. Like they had the opportunity to educate
15:11
them and bring them there, which improves their credibility and improves their status and
15:15
dramatically improves the likelihood of them closing that deal. Now, here's the thing. Like this
15:19
is a five email sequence, and it's not a magic wand. It's not going to work on everybody. Right.
15:24
Like it's you're going to have this break fix issue. You're going to create a sequence when they
15:28
leave, when they don't, you know, respond to your first or second reach out, then you're going to
15:32
trigger the sequence. The sequence is going to go to work at the end of the sequence, you should
15:36
have a task that says call this person back. Right. Like after that 50 mil goes out, you know, after,
15:41
you know, 2 or 3 days, you should have a task that's automatically generated that says, call
15:45
this person and you should call them and you should say, hey, how's that server going? And by the
15:50
way, you know, anything else that we can look at to ensure that that doesn't happen again and be more
15:55
proactive about this? You know, maybe we have a free assessment something like and make your
15:59
offer right. It's not going to work on everybody. It will work on a percentage of people though. and
16:04
in in the MSP world a few deals meet. It makes a lot of difference in terms of revenue, so the
16:11
small percentage is worth the effort. The kicker though, is this works on a lot of things. People
16:17
think that content is just a top of funnel machine, right? Like that. We're supposed to publish
16:21
content on social to get more leads. We're supposed to publish content to drive more demand.
16:26
And that's a great use of of content, right. Like, that's I mean, we use it for, for that purpose. It's
16:32
like and it works really well. But content is actually arguably more valuable in the
16:39
middle and the bottom of the funnel than it is at top of the funnel, because it can be more targeted.
16:44
It's it hits harder. The receptivity tends to be higher, the open rates tend to be higher. The and
16:51
because, you know just a little bit about them right in this in this situation, you know what's
16:55
keeping them from getting here. So you can create the messaging that's very targeted to do
17:02
exactly that. And you can do this with anything, any issue that is recurring in your
17:09
business in the sales process, if you run into price objections, price resistance frequently. Well,
17:15
do you have a sequence that's set up to trigger in the background that helps people understand
17:20
why cheaper is not better? So that after they tell you know that you've got information, you've got
17:26
targeted content that's designed to help them understand why cheaper is not better. Like, do you
17:32
get ghosted after discovery? Do you get like, whatever it is, like you can like sit down and
17:37
name your top 3 to 5 issues and say, hey, you know what would happen if we created a
17:44
simple sequence for each one of these things? And every time the seller ran into it did their part
17:48
like did everything they could, just said, let's give it a shot, right? Let's push the button, let's
17:54
let content do some of the work, and then let's give them a ring. After that, they've had a chance
17:59
to do that. This is the exact same strategy that people are using in our SDR accelerator, our
18:05
fractional management program to five x the results of everyone else. We dug in, we said, hey,
18:11
what's going on? Like, what are you doing this? Oh, well, every time the SDR has a disposition, it
18:16
triggers a certain thing. The STR is required to say which disposition it is. They're not ready
18:21
right now. They have a current provider. They don't need it. They don't know whatever that is. And it
18:26
triggers a very specific sequence that then goes through. Now theirs was a little bit longer. It's
18:31
like three months and the stars calling after three months. Well, they're calling a very
18:35
different list, I promise you, than everyone else. So this isn't just a break fix issue. This is how
18:41
are you using content? How are you using automation? How are you using the messaging and
18:45
strategy to sell asynchronously for you? Because the best part is, as a sales person, this is
18:52
working for me in the background, right? Like, I'm I'm going, okay, I don't have to call every single
18:57
week. I don't have to badger this person. I don't have to do these things. What I can do is I can
19:02
let this do some of the work for me. And then when I call, in some cases, I'm calling a warmed
19:08
up prospect and it will change the game for you. My recommendation? You know, name the very specific
19:14
sticking point, right that you are you are targeting in this case break fix. Okay, so somebody
19:20
ghosts you after breakfast. Let's name that as the problem now. All right. What are my best
19:26
arguments for that person? Like, if I could sit down that person and say, okay, hear me out.
19:33
Here's my argument for this and here's all my evidence for it. Like, this is the best case that
19:38
I've got. Like, get all that together, right? So name the sticking point, get all your evidence and your
19:43
arguments together. Then plug that in and sit down and write a five email sequence. Again,
19:50
don't make it salesy. Make it value add. Make it educational. Make it something that they want to
19:56
share with people. Write those emails. Then fourth, plug them into your CRM into a sequence. Make sure
20:03
to add a task for yourself or for your salesperson to call at the end of that sequence,
20:08
and then fifth, track it, and then sixth. I guess just repeat that whole damn thing for all of the
20:14
major sticking points and see what happens. So I hope that helps. Really, really good way to to be
20:19
using content in addition to using content for, you know, top of funnel lead generation, everything
20:23
like that. And if this has been helpful, feel free to do 1 or 2 things. We've got the MSP Sales
20:28
Toolbox, which is a collection of resources, templates, playbooks, frameworks, you name it, things
20:34
that we use with clients. We drop them in periodically into the toolbox and we update that
20:39
frequently. You can have access to that for life for free. That is at MSP Sales Toolbox. Com the
20:45
links below as well. And then you can also join my weekly newsletter on email. The link for that is
20:51
in the description where we share more sales advice, sales tips, things like that. So, um, I will
20:57
see you in the next video. Thanks for watching audios.
