Becc Holland

Head of Sales Development

A homegrown Texan who innately believes that hiring the right people, is just as important as developing them.

Advisor

lempire.com

Okay, okay, okay— I made a (short) sales video, yesterday at figure skating…… & I’ll post tomorrow. But for now—



I’m sorry….
But can we please talk about, this back flip?? 👀




Like you can hear me audibly say “what???” Twice, in the video…..

Because I was genuinely confused, on what I’d just seen happen. 🙂





Like is this a thing now?

Good on ya’ US. 
I did NOT see that one coming.

….. the 1 most important thing to do, learn, & say: To “skate” past quota….. LIVE from Figure Skating, rink-side in Milan. 🙂🇮🇹



There was a beloved Frenchy sitting behind me, that even makes a cameo—

So I felt right at home. :)







And even thought it’s in Milan—

One of the skaters put on on “Non, Je Ne Regrette Rien”……




And me & him both stood up so fast, out of sheer French respect…

You would have thought Macron & Napoleon himself, had just walked onto the rink.
🙂🇫🇷🇮🇹

….here’s the #1 most important thing, to make the “jump” from SDR —> AE….. LIVE from the Men’s “long jump”, in Milano. 🇮🇹🙂

….the golden rule of discovery calls (IMO), is when they are talking, to never, ever, ever, ever, ever, ever…. cut them off. 

It’s in poor taste.
it’s bad manners. 
it shuts the buyer down. 
closes them off. 



And prevents them from sharing information that’s: 

— critical for proper discovery. 
— incredibly valuable.
— necessary, in order to help them solve their problem, add value, & find their unknowns……





PLUS if you cut them off—
👇🏻👇🏻



They might just stop altogether…. Because you were the one, to get them “off track”. 🙂

I haven’t owned a car in ~10 years: & tomorrow I’m driving 5 hrs. from Milan to Cortina at 7:30a…… For skeleton…. On Friday the 13th. 👀☠️




Pray for me y’all. 

Or on 2nd thought, maybe you should pray for Italy. 🇮🇹🫥

~8 min. on “The Skeleton of a Great Cold Call”…. right now, as we speak— LIVE from the Men’s Skeleton Olympic finals, in Cortina. 🇮🇹🙂




And I’ve said it once, & will say it 8 billion times more—

Major MAJOR thank you to my partner in crime, Outreach, for sending me here. 🙂



This genuinely might be one of the wildest & best moments/things that I’ve witnessed, in my lifetime.




I would have said, that this moment is one of “the coolest” of my life……

But the pun feels soooo… just.. right there, ya’ know? 🙂






Ciao for now, y’all. 
Have a good weekend, tutti.🍕:)

…..If you’re watching Figure Skating finals… look for me!! 🙂 Tan NY Mets hat…. B1– 1st Row. 🇮🇹


Directly above, where the skaters come out! 🙂


Starts in 14 minuti.
Caio y’all. 🍕:)

No alternative text description for this image

….just opened LinkedIn, and this pops up. The 2026 Cold Olympics, front & center in the newsletter, for the biggest baddie in the game, Outreach. 🙂


could not love their team more.




have a good weekend y’all. 
mancano solo 3 giorni, a Milano. 🇮🇹:)

CEO @ Flip the Script

Come join us LIVE from Milan: for Day 5 of The 2026 Cold (Outreach) Olympics, for a prospecting session on… 

HOW TO BUILD A SEQUENCE– & THE 139 DIFFERENT SEQUENCES, YOU CAN BUILD



It’s held at 3p - 4p Milano time. 🇮🇹
And filmed live from the Winter Olympics, in Milan. 

Registration & deets below.



And all thanks to our wonderful, and bellissima partners at team Outreach. 🙂

No success, when held long term, is based on luck— and if you want to manage your outputs manage your inputs. 

This Winter Olympics, is the most spread out Olympic games, of all time. 

So much so, that the opening ceremonies weren’t held all in one place.


Basically there’s 5 different regions for stadiums— & basically 1-2 grouping of sports per location.



Which if you want to go to just one sport?
That’s fine.

But if you don’t just want to hit freestyle skiing on repeat, then you have to travel. 




& it’s anywhere from 3.5 hours…. up to 5.5 of drive time, between each. 

And that’s just drive time.



When you factor in cars aren’t permitted unless you have a residence permit. 

Almost no trains are direct. 


Even if you take a train, you have to get to a train/ride… & then take a 45 min. bus into the village. 

Then 30 min. of walk through the town.

30 min. to get through check in. 


& if you have a ticket ON the hill for downhill let’s say, you have to hike up a mountain….

No guard rails.
No ski lift. 

And THEN you’re there.




All doable.
All extremely worth it.

But it all comes down to 2 things: planning & math. 




Backing into the time it will take you to hike up the mountain.
Backing into the time that you have to go through check-in.


Backing into how much walk time you’ll need. 


What bus to take.

The time for Train 3 into Bormio.
For Train 2 into Milano Centrale.


You get the gist.




If you plan, it’s completely manageable.
If you do the math of what you need to do today, to get there in time tomorrow….

You’re 100% fine.



But if you try to do it day of—
Or bank on luck?

It just won’t happen. 





My (short) cheesy, sales tie is, as a seller….
Success comes down to math, but it’s easy to get stuck hoping for the best.



But if you want to control your outputs, control your inputs. 

If you want to close X amount of deals, at XX ARR—
Do the math of the # of 1st meetings you need, to get there. 



If you need XYZ amount of meetings, then break down the math of how many cold calls that means.

How many cold emails that means.

Then break it down per month.
Per week.
Per day. 


And voila.




You don’t have to look at some Herculean number & wince.

The mountain is there, but looking at it won’t help you climb it.


And you can stare at a SQL quota all day, but that won’t move it. 



But if you just do the math…
of what EXACTLY— you have to do, to hit quota….


The game becomes more manageable.





You don’t worry about the big bad number.
All you have to worry about is the small (but CRITICAL) number of what you have to do today..

That will get you there tomorrow.

& if you need a partner who helps you do that—
You know where I’d go. 🙂
(—> Outreach  )





That’s it. :)
Signing off now. 


Oh & one last thing:
Even though it’s a day with lots of trains, I gotta say, 
Italy is so pretty, I still ain’t mad at ya’. 🙂




And why yes—
yes, that is me sticking out my tongue, at you all, like a 3rd grader. :)🍕

Come join us LIVE from Milan: for Day 8 of The 2026 Cold (Outreach) Olympics, for a sales session on… 

A DAY IN THE LIFE: OF A TOP-PERFORMING AE



It’s held at 3p - 4p Milano time. 🇮🇹
And filmed live from the Winter Olympics, in Milan. 

Registration & deets below.



And all thanks to our wonderful, and bellissima partners at team Outreach. 🙂

Come join us LIVE from Milan: for Day 15 of The 2026 Cold (Outreach) Olympics, for a SDR leadership session on… 

HOW TO COACH, TRAIN, & BUILD A LETHAL SDR TEAM— THAT EXCEEDS QUOTA LONG TERM



It’s held at 3p - 4p Milano time. 🇮🇹
And filmed live from the Winter Olympics, in Milan. 

Registration & deets below.



And all thanks to our wonderful, and bellissima partners at team Outreach. 🙂

The 2026 Cold (Outreach) Olympics: Day 15

Come join us LIVE from Milan: for Day 13 of The 2026 Cold (Outreach) Olympics, for a prospecting session on… 

COLDDDDD EMAIL… & HOW TO WRITE ONE THAT JUST WORKS



It’s held at 3p - 4p Milano time. 🇮🇹
And filmed live from the Winter Olympics, in Milan. 

Registration & deets below.



And all thanks to our wonderful, and bellissima partners at team Outreach. 🙂

The 2026 Cold (Outreach) Olympics: Day 13

Come join us LIVE from Milan: for Day 10 of The 2026 Cold (Outreach) Olympics, for a sales session on… 

TOP DISCOVERY QUESTIONS THAT EVERY AE: SHOULD ASK & AVOID (PART 1)



It’s held at 3p - 4p Milano time. 🇮🇹
And filmed live from the Winter Olympics, in Milan. 

Registration & deets below.



And all thanks to our wonderful, and bellissima partners at team Outreach. 🙂

The 2026 Cold (Outreach) Olympics: Day 10

Come join us LIVE from Milan: for Day 6 of The 2026 Cold (Outreach) Olympics, for a sales session on… 

EDGE(IER) CASES– SELLING TO A COMMITTEE + COMPETITIVE SELLING + INBOUND V. OUTBOUND + MULTITHREADING + GHOSTING, & HOW TO WORK AS A PAIR (WITH EXECS. & SEs)



It’s held at 3p - 4p Milano time. 🇮🇹
And filmed live from the Winter Olympics, in Milan. 

Registration & deets below.



And all thanks to our wonderful, and bellissima partners at team Outreach. 🙂

Come join us LIVE from Milan: for Day 7 of The 2026 Cold (Outreach) Olympics, for a prospecting session on… 

HOW TO HANDLE OBJECTIONS (LIKE BUDGET FREEZES🥶) – & 5 STEPS TO LEAVE A VOICEMAIL



It’s held at 3p - 4p Milano time. 🇮🇹
And filmed live from the Winter Olympics, in Milan. 

Registration & deets below.



And all thanks to our wonderful, and bellissima partners at team Outreach. 🙂

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