Simon Letchford

Founder and CEO @ Swagger Sales.

I share advice that helps B2B sales leaders build scalable, high performance teams.

[Simon Letchford @SwaggerSalesHQ]

Building a scalable, high performance B2B sales team is hard.

Over the last 15 years I've seen too many sales leaders focus on the wrong things, only to leave gaping holes in more important areas.

Here's our definitive list of the 6 P's of building a great team...
#salestips

[Simon Letchford @SwaggerSalesHQ]

@kai_cabero siphon

[Simon Letchford @SwaggerSalesHQ]

@HunterStires @RadioFreeTom Nice. Close second goes to “Until then, if you want a vision of the future, imagine a boot stamping on a rake—forever”

[Simon Letchford @SwaggerSalesHQ]

@TechSalesMerc Copy

[Andrew Day @AKDay89]

At this rate the Trump administration will release the full unredacted Epstein files to distract from Iran.

[Tech Sales Guy @TechSalesGuy]

Sales titles explained:

[Colin Gorrie @colingorrie]

Written English has barely changed in 300 years. If you can read Harry Potter, you can read Robinson Crusoe (1719).

The Spelling of our Tongue was in the main ſettled ere the eighteenth Century, & the Grammar has ſuffer'd but little Alteration ſince. Yet before this happy Settlement, things were exceeding ſtrange.

In Shakeſpeares dayes, ſpelling was much more variable, & you ſhall finde notable differences in the grammar: "thou" could bee intimate or inſulting, depending vpon whom you ſayd it to; to chooſe amiſse had conſequences.

Wende we now tuo hundred ȝeer bifore, to Chauceres tyme. It seemeth ȝit as Englisshe, but it nis nat esy to reden withouten greet connynge.

Yet tuo hundred wintre er, sone after þat the Normans comen to þis londe, is Englisch on muchel wandlunge. Þe tunges work is tobroken, Frensce wordes comeþ in, and þe writunge is al totwemed.

Þy furðor þu underbæc færst, þy gelicor biþ Englisc gesewen þære Deniscan spræce. Englisce bec þæs m. geare ne mæg nan mann rædan buton he sundorlice geleornad sy.

[Simon Letchford @SwaggerSalesHQ]

@AlfieJCarter CONTENT

[Simon Letchford @SwaggerSalesHQ]

@AlfieJCarter EMAIL

[Simon Letchford @SwaggerSalesHQ]

@christophersaum 🏆

[Simon Letchford @SwaggerSalesHQ]

@heyblake Yes

[Simon Letchford @SwaggerSalesHQ]

@coldemailchris Playbook

[Simon Letchford @SwaggerSalesHQ]

@MartinGTobias Yep, good test. The day they know where to get the best bagels, though… 😉

[Simon Letchford @SwaggerSalesHQ]

@Zephyr_hg IDEAS

[Simon Letchford @SwaggerSalesHQ]

@MartinGTobias 🙋‍♂️ Algo’s working

[Simon Letchford @SwaggerSalesHQ]

@bakwasbandkrein 🙋‍♂️

[Todd Saunders @toddsaunders]

I had lunch with a well-known growth-stage investor who told me “the most important metric we track isn’t CAC, LTV, or retention, it’s time-to-$2M of ARR.”

He’s been generating massive returns for decades and shared what has excited him over the last 15 years:

2010: $2M of ARR in 3-5 years
2020: $2M of ARR in 2 years
2024: $2M of ARR in 1 year
2025: $2M of ARR in 10 days

He believes AI and viral content will continue accelerating this timeline and over the next few years he’ll be looking for:

2026: $2M of ARR 24 hours
2028: Exit stealth with a 5 minute launch video and sell $2M of ARR before the video ends
2030: Sell $2M of ARR before you even tell customers what your idea is
2040: (-1) year to $2M of ARR (he expects advancements in quantum physics to enable startups to launch in the past)

Exciting times ahead!

[Simon Letchford @SwaggerSalesHQ]

@jefielding If you had to choose one or the other, Jenny, where do you land right now?

[Simon Letchford @SwaggerSalesHQ]

@bhalligan Interesting. What sort of stuff are you seeing “too much of?”

[Simon Letchford @SwaggerSalesHQ]

@jefielding @nikitabier Ha!! A worthy goal but a harder nut to crack 😉

[Simon Letchford @SwaggerSalesHQ]

@alexiskold Great article, Alex. Love the classical analogies. And this:

‘The AI bots are “talking” the way tea kettles are “singing.’