Usually if you have > 2 and < 10 sales reps,

Just moving on from the lowest performer (or two) gives you a 10%+ boost right then and there

Leads are precious for quite a while
Once you hire a strong VP of Sales, this problem will solve itself. She’ll make the calls, and backfill her team, and cover all the leads one way or another.
But if you’re still running sales yourself after 2 reps or so, you’ll usually hire a few reps that simply can’t repeat the quirky playbook of the 2 you hired that can close

That’s your fault, not theirs. But it happens in almost every startup I’ve worked with.
A bit more here:

saastr.com/5-simple-tips-…

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More from @jasonlk

13 Nov
Datadog is the latest Cloud leader to grow faster than ever

It's now growing 75% at $1.2 Billion in ARR!!

The key? Getting customers to buy 4+ products

5 Interesting Learnings: 🔽🔽🔽🔽🔽
#1. 1,800 customers with ARR of $100,000 or more, a year-over-year increase of 66% from 1,082.

Datadog isn’t leaving smaller customers behind, but they are increasingly a smaller % of revenue. $100k+ customers have gone from 50% of revenue in 2016 to almost 80% today:
#2. More product, more products, more products.

10 new products this year. Almost all the Cloud leaders accelerating after $100m ARR, let alone $1B ARR, are multi-product.
Read 10 tweets
6 Nov
6 Insights for SaaS Sales in 2022:

#1. The classic high volume cadence-based outbound playbook is declining in effectiveness — but you still need to run it.

It still works. Just not nearly as well as a few years back.
#2. Your VP of Sales needs to own outbound themselves.

The toughest hire is a “Director of Outbound” today. You can’t outsource great outbound, & a VP of Sales that’s not good at it or has never done it can’t just go find a unicorn Director of Outbound.
#3. Top CROs and late-stage SVPs of Sales are getting better and better at retaining that first VP of Sales that got the company to scale.

The best CROs and such don’t replace a winning leader when they join — they augment them and help them scale further.
Read 7 tweets
31 Oct
Top 5 SaaStr Posts of the Week:

#5: "Is It Now “Triple, Triple, Triple, Double, Double, Double” — T3D3 — For Top Tier SaaS Startups? Probably."

saastr.com/is-it-now-trip…
#4: "The Benefits of Hiring a Stretch VP of Sales (and The Risks)" with @BrendonCassidy

saastr.com/the-benefits-o…
@BrendonCassidy #3: "5 Interesting Learnings from Expensify at $140,000,000 in ARR"

saastr.com/5-interesting-…
Read 4 tweets
30 Oct
Amplitude is the first pure-play analytics SaaS company to IPO in quite a while

It's growing a stunning 57% at $150m+ ARR ... and that's up from 50% just a year ago

It's a $7B leader so many of us rely on in our products

5 Interesting Learnings: 🔽🔽🔽🔽🔽
#1. 1,200 total paying customers, with 300 of them at $100k ARR and 22 at $1m+ ARR

Amplitude has consistently gone upmarket, but not radically. This is the sort of organic upmarket path a lot of us see, growing more enterprise each year:
#2. Customer count growing as fast as revenue — rare, & a great sign for future

New customers grew from +41% in 2020 to +51% in 2021! Most leaders at scale with high NRR get more & more revenue from existing base. Having that high a ratio is a strong sign of future growth.
Read 8 tweets
27 Oct
Expensify was founded way back in 2008, in the dawn of mobile, and took 13 years to file to IPO

When Covid hit, the business was hit hard as travel stopped

But then ... it's roared back to 60% growth (!) at $140m ARR. And on to IPO shortly!

5 Interesting Learnings: 🔽🔽🔽🔽🔽
#1. Only 140 employees (!).

$1M in ARR per employee could be a new efficiency record at IPO for SaaS. Expensify kept it lean, maybe almost too lean. They raised little VC capital and became cash-flow positive.
As part of that, they learned to outsource anything they could (vs hiring internally), and maximized the PLG playbook … leading to a stunning $1m in ARR per employee. We can’t all do this. But it shows it can be done.
Read 13 tweets
22 Oct
3 weeks after SaaStr Annual 2021, I think I've learned IRL events will be more important than ever before ... but with some significant caveats:

My learnings: 🔽🔽🔽🔽🔽
1/ Marketers + Sponsors really want to run the field events playbook

And ... channels are ever-more saturated, and marketers have ever bigger budgets that have to deploy

The >top< events have buyers attending

So if your prospects and customers are there, you want to be there
2/ Top speakers still want to connect with their audiences IRL

I wasn't actually sure this would be true post Covid

But top speakers want to connect with their customers, prospects, partners, potential hires (especially)

They now want do digital events AND the top IRL events
Read 7 tweets

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