You know that personalized outreach works.
Let’s roll up our sleeves and get super specific tips on putting into action
in this episode of Closing Time.
I’m Val Riley, head of content and Digital marketing at Insightly CRM.
And today I am joined by Sam McKenna.
She is CEO of hashtag. Sam Sales Consulting.
Welcome to the show, Sam. Thanks, Val.
So good to see you.
I feel like you know how Saturday Night. Live does the the jacket for like
multiple time hosts on the show?
Where is my crested jacket?
I think you are the guest we have had on most frequently.
So congratulations on that honor.
And I mean, it’s honestly just because people love hearing your perspective.
So, again, thank you for joining us.
Thanks. That gives me good ammo against Todd Caponi.
So thank you so much for.
Thanks so much for that.
So nearly two years ago, we had you on the show and we talked
about your approach to personalization, which is called Show Me You Know Me.
A lot has changed in that time, but sadly, a lot has not changed.
Now, I know you trademarked the term Show. Me You Know Me, which I love.
But let’s talk about what’s changed and maybe, unfortunately, what hasn’t.
I think what hasn’t changed
is we’re still using the same tactics we’ve used all along.
There’s such an opportunity for us to really think about where the market is
now, how to get in front of our buyers, and more importantly, to listen to
what they’re saying.
And what they’re saying is that they are numb
to these scaled and veiled efforts to get their attention.
That they just want somebody
who does the research, that shows up with a point of view,
that offers a perspective on how you could actually solve a challenge,
not just saying, quick question, here’s what we do, want some of it?
So I think that has stayed the same.
But what hasn’t changed is the way that we go about our efforts, right?
From smiling, dialing 100 times a day to personalization at scale,
trying to use brackets to pull things in and fake authenticity,
spray and pray emails, spam emails, the quick
question Val emails that show up in our inbox all the time.
All of that is still the same.
I think
when you really think about it, the ones that are going to win
are the ones that are putting in the effort doing the Show Me
You Know Me, doing their research and just listening to what buyer’s say.
I think also in this age of AI, that continues to change.
AI, I feel like AI evolves every single day from ChatGPT to everything AI can do.
But I think you can use. AI to speed up your learning
to be efficient in terms of how you find your Show Me You Know Me
while still mixing your heart and soul and humor into the equation.
Those are the people that I think are going to win.
So, you know, it’s clear, Sam, that, you know, sales
directors want to have metrics, but that number of emails,
and number of dials metrics, they are just the wrong metrics.
And to prove that, we actually took a screen capture of
the inbox of the CMO of Insightly, my boss, Chip House,
and we’re going to share it with the viewers on the screen right now.
And I mean, I think you’ll agree this is a little bit painful.
Yeah,. I mean, I think when you think about this,
like all of the spam that comes in, how are we cutting through the noise?
What are we doing to actually stand out and just sending volume, Right.
Just sending a thousand emails a day, 500 times a day isn’t going to cut it.
You have to think about putting yourself in that buyer’s perspective, putting them
and putting yourself in their shoes, and then thinking,
If all of those emails are my competition, what can I do to stand out?
I just cannot stand to get another email that tells me, Hi, my name is blank.
I see you are the director of
Marketing
Digital Marketing as Insightly like I know who I am.
I know what I do and I don’t care what your name is.
It’s a little rough out there.
And you’ve had Kim on our team on Closing Time
and one of her favorite emails that she got was where It said, Rumor
has it that you are the VP of Strategy and Enablement and she is like rumor?
She’s like, It’s a fact. It’s right there in my profile.
But also we can be a little smarter about the semantics that we use.
For sure, for sure.
Okay, So let me know if I get this right.
If I’m defining, Show Me You Know Me in practice is about identifying
commonalities, challenges, and maybe even activities that resonate.
You want to show someone that you know who your buyers are
as people, the companies they are with and the space they’re in.
You got it. Is that a pretty good summary?
Pretty good summary.
And really, at the most basic level, it’s just figuring out
who is the person you’re selling to, what’s happening with their company,
what are the challenges that you’re resolving for them?
It’s that it’s not just showing up to say what you do,
but it’s saying,
I know a little bit about you,. I know a little bit
about your challenges in your company, and here’s how we can help you.
It’s not that hard.
Right? Right.
So let’s talk first about how Show Me. You Know Me shows up in cold emails
because that’s something that a lot of AE’s really struggle with.
I think you think about the very first thing as our subject line.
We have two things that we’re fighting for.
One, we’re fighting for an open, and two, we’re fighting for a reply.
So let’s think about how we even get the open. It’s
the subject line and the first sentence that are the most important thing.
You look at that screenshot, right of Chip’s inbox
and it’s a whole lot of not good stuff, right?
So instead, how do we stand out?
Show Me You Know Me is about writing a subject line
that makes absolutely no sense except to the person reading it.
So we talked about this with Chip before, right?
Chip has been playing the drums for a very long time.
Chip also loves the band Rush.
So maybe I send Chip an email that just shows the drum emoji
plus lyric from Rush plus #samsales.
He has absolutely no idea, let’s say in theory with the last thing is.
But he knows that he plays drums and he knows he loves Rush.
And so clearly I’ve at least done my research,
it’s about writing that subject line again that everybody else would read and say,
No clue what that is or say drums and Rush song.
Why does it apply?
And Chip would say drums and Rush song, that applies to me.
Thinking about this too, right?
When I try to reach out to the head of social media, the chief
revenue officer of a recently acquired for $3 billion company,
the only thing I did was just do a little research. And then I sent
him a funky subject line.
It said, Toby is Australian plus deep dives in quotes because he had
just referenced doing deep dives in pipeline, plus samsales.
I reached out to somebody that was the head of social media for a
division at Nike.
She talked about her leopard shorts at SoulCycle.
I just wrote her a subject line and said. Leopard Shorts + SoulCycle + #samsales.
Both of those emails got a response within the first day,
in fact the CRO responded in 19 minutes and took a meeting.
Make an effort.
Just have a subject line that shows, you know that person or knows something
about their business or their challenges that stands out to them specifically.
That’s brilliant.
I mean, the 19 minute reply,
I don’t think anyone’s going to argue with that success.
Right. Yeah. Do that all day long.
So let’s say you’ve been through a cadence, right?
You sent your super
creative, super personalized subject line, you didn’t get a response.
And so you’re going to downshift and move into maybe a nurture cadence
does Show Me. You Know Me show up any differently
when you’re in a nurture cadence, more of an educational mode,
or are we still doing the same types of things as we would with a cold email?
I think let’s think about a couple of things.
So one, if we didn’t get a response,. I think there’s a lot to dissect there
too, around Show Me You Know Me of why we didn’t get a response.
But I think the other thing to think about is if we’ve sent several emails,
no response, no opens, no anything that sends us a message.
Perhaps we put them back in a nurture sequence that we run.
Perhaps they’re already, you know, an MQL that’s come through
and so we’ve got marketing that’s doing that.
But if let’s say we have an engaged buyer, let’s say we’ve got somebody
who responds and says, love your email, not the right time, we’d
be happy to reach out in six months or happy to talk to you in six months.
What do we do with that?
Or let’s say we have a buyer that’s actively working through an RFP
or actively looking at us for two against two or three other vendors?
How do we use Show Me. You Know Me to nurture those individuals?
So I’d say a few things.
Let’s think about this, Val let’s say we reach out to you, want to sell you
all we have and you’re like,. That’d be great.
Let’s talk in 90 days. And I say, Sure.
What most sales reps do is they set a little reminder,
they’ll add a task to their Insightly CRM, and they’ll say,
Contact this person, contact Val in 89 days.
What we should really do
is do that but then also think about how we can nurture that person.
So how do I continue to educate and add value to the balance of the world
and show her that I’ve got something really great that I can teach her,
help her with, etc., and probably advance the speed of the meeting
just by her saying this is really interesting.
I’d be happy to meet now, great.
Even thinking about this for existing deals, right?
Somebody says we have, let’s say, a proposal out
and then let’s say a new CRO, CMO, etc.
comes in and the organization says we need to wait
for this person to evaluate your proposal first.
We get introduced, they say give me a few weeks
and to get my arms around the business, how do I nurture that person?
How do I continue to educate them and show them that I know what CROs,
CMOs, Heads of content marketing are thinking about today.
And then I think there’s the other component of this, right?
There’s the personal aspect.
So perhaps I’m just trying to keep connection alive, right?
It’s like you when you send random texts to friends
you’ve had for a long time just to check in, see how they are, etc.
You’re just keeping the threads alive.
You can do this if you know something about them personally.
Let’s shift gears just a little bit and talk about the ways that Show Me
You Know Me can show up in social media
either with a direct message or even commenting on a post.
I love this too because I think timing is everything here, too.
And there’s a couple of different things you could do.
So the tagging on LinkedIn and sending a DM is fantastic also for nurturing.
So again, let’s say you’ve established a relationship,
let’s say Val, you respond to me and say, not right now, but in three months.
I’m going to connect
with you on LinkedIn and I’m going to use the DM strategically.
I’m also going to do something really smart, which is what we call at samsales,
bubble hunting.
So if you haven’t heard this term,. I want you to take a quick look at this.
Pop over to your LinkedIn profile,
hit your messaging and look at all of the names of the people in your inbox.
Next to their names,. You might spy a little green bubble.
If that green bubble is filled in, it means they’re active and
they’re online.
So what can you do to pair this strategically?
Go on the weekends, spend an hour on Saturday morning, hour
on Sunday evening, hour in the middle of the day.
Pop in your inbox and look, you might see some of the executives
that you’ve been targeting with little green bubbles,
that means they’re online, they’re active their probably reading
and nerding out on stuff.
Use that as an amazing opportunity to send them a nurture.
Val, was just thinking of you, your popped in my brain.
I’ve been meaning to send you this podcast for a couple of weeks.
It just occurred to me to do it.
I have a task and reminding myself to do it right now.
And then you create a dialog.
It’s actually how we got one of our best deals, Don’t tell them, with LinkedIn.
My previous employer is waiting for that person, seeing them online on the weekend,
bubble hunting and basically spearfishing for leads.
Don’t tell anyone. But
this is so incredible, right?
If we think about this strategically, think about the timing and think
how we can use different mediums, it really helps us.
And the powerful thing about LinkedIn is it humanizes you.
The DM just feels a little less stodgy and formal than email, right?
And it’s just quick messaging back and forth.
And I think you’ll find a lot of success if you start to do that
or even tag executives in the comments.
Let’s say that same person. I just talked about, that brand new CRO,
maybe I sent him a great email.
He says, Great food for thought.. Thanks. That’s it. Right?
And then let’s say a week later, I say.
his name’s John, I say, John, just what
I was just talking about in the email to you the other day, that’s it.
I’m also looking for a way to basically build a drip campaign
like marketers do, of reminding you that I exist, right?
So how can I send you an email?
How can I send you a DM on LinkedIn?
How can I tag you a couple of days later?
I’m trying to say, don’t forget. Sam McKenna exists over and over again
without hopefully being annoying. Got it.
I really like the idea of commenting on a post.
I feel like even though. LinkedIn is a professional platform,
I feel like as humans we still get that same little dopamine hit
that we do, maybe on other platforms that are more social in nature,
where we want people to be interacting with what we post
and we want to see engagement on our posts and executives,
even though they might be like dry and, you know, a little crotchety,
they still are people and they still might feel that same way.
I think that you,. I want you to look at something really,
really cool about this too.
If you go to any executives like let’s talk VP plus,
take a look at those who post and what I think you’re going to find
outside of a few rogue exceptions to the rule,
you’re going to find that the majority of them have a few dozen
or even a few hundred likes on their posts.
And yet.
there are almost no comments on their posts.
People are lazy.
People don’t know what to say, they think a like is enough, right?
They get nervous.
And I always equate it to this, you have your buyer
that is standing on a trade show floor and talking about something, right?
Whatever that post is.
And then you’ve got 198 people standing around them that are like, this is great.
Thumbs up, the hearts, the whole nine yards.
And then you have three, four, five people who have gone up and said a comment.
And who are those people usually?
It’s usually people in their company that are trying
to kiss up to them and get attention.
So you have an incredible opportunity to be like, hello,
I’ve got a point of view.. I’ve got something to say.
I’m going to go ahead and comment.
I’m going to add something of value.
And for everybody who is listening, who says but my buyer’s
not on LinkedIn, maybe, but maybe not.
And even if they’re not,. I bet you the people that report to them
or their report to them, people who are key
influencers are what a great opportunity for you to get in front of them
and slowly build your way in.
Sam, another great episode.
Thank you so much for all of these insights into Show Me You Know Me.
Really appreciate your time.
Thanks, Val, so great to be here.
Our pleasure. Really.
And thanks to all of you for tuning in to closing time.
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