Dropbox is certainly one of the most interesting SaaS case studies. It was the fastest of its generation to get to $1B in ARR.

But after that, ARR growth has slowed to 12% year-over-year as its space has matured.

5 Interesting Learnings:
#1. 15m+ Paying Customers and 600M+ Registered Users.

These are stunning numbers for a non-consumer app (although arguable Dropbox blurs the lines somewhat), and at some point ... you can almost run out of businesses to sell to.
#2. 85% of paid teams have linked to a third-party app.

A vivid reminder of how important a partner ecosystem is as you scale. And how defensible it can be. Partners want to integrate with the #1 platform in an ecosystem first, and sometimes, only
#3. Growth in ARPU (and increased pricing) drives 30% of growth.

This is fairly common with mature products. Q3’20 saw 12% growth overall — with 3.9% ARPU growth. That means, roughly, 30% of Dropbox’s growth comes from driving up pricing on existing and new customers.
#4. Gross margins are high at 79%.

So yes, you can make plenty of money in storage. One of the knocks on Dropbox, Box etc. for years was that their costs of storage would be so high, they couldn’t make money.

Well, that was wrong.
5. Dropbox is minting cash — ~800m in free cash flow a year and $500m in operating income a year.

While growth has slowed, combine that with high gross margins lower costs … and out comes cash.

This is truly a stunning amount of cash to generate at $2B ARR.
A deeper dive here:

saastr.com/5-interesting-…

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More from @jasonlk

24 Jan
I remember when I invested in Pipedrive, my first venture investment, in 2013 I Iooked at all the low-end, SMB CRM Solutions

It was hard to tell which one was “best” .. they all looked a bit like Trello, and all were pretty feature poor

Pipedrive was growing the fastest, though
Pipedrive was just acquired by Vista for $1.5B, so clearly being the early break-out lead in this large niche paid off

But ...

I just connected with one of The Others.

It’s 7.5 long years later

They are finally at $20m ARR, growing 80% now
So this other CRM, they aren’t worth $1.5B >today<

The most value went to the fastest growing player

But they hung in there for another 7.5 (!) years to get to $20m ARR and 80% growth

They’ll get to $100m+ in ARR if they keep going

You don’t always have to be #1 to win
Read 9 tweets
23 Jan
A lot of CEOs now do detailed First 90 Day plans with potential VP hires, and those are great

You learn so much

But there’s something even more important — and simpler — to do:

The Top 5 Priority List
It’s a simple exercise

Ask your VP candidates, after they get to know the company, to list their top 5 initiatives

What they plan to do first

You don’t even have to ask them to force-rank them. Everyone does this without thinking.
Then, just look at he Top 5 list

Do you think this is the right list?

E.g., if you are hiring a VPM, and you don’t believe in paid search, or it’s wrong for your business ... and that’s their #1 or #2 priority. Pass.

It won’t work out
Read 8 tweets
23 Jan
We all use Cloudflare -- it's one of the simplest, easiest, most robust way to protect and enhance your website

But many of us know less about Cloudflare the company

Well, it's at ~$500m in ARR, has 3m+ free/paid accounts, and is worth $25 Billion!

5 Interesting Learnings:
#1. Their funnel is impressive:

3.2m Total Free+Paid ↘️
100,000 Paid ↘️
736 at $100k+ in ACV ↘️
16% of the Fortune 1000 Image
Like many similar developer-centric products, vast majority come in via self-serve, but as the deals grow, sales is brought in
Read 11 tweets
21 Jan
Twilio has rocketed to a $60B market cap -- up from $3B just after its IPO!

It's also blown past $2B in ARR, still growing 52% YoY!

5 Interesting Learnings both today, and as it just crossed its first $1B in ARR:
#1. Big customers dropped as a % of revenue.

A bit different than many of us, but Twilio’s Top 10 customer concentration risk has faded since Uber.

At IPO its Top Customers were just 13% of total revenue, from 17% the prior year
#2. Dollar-based net retention is still the key to almost all the winners in SaaS and still remains at 137% at $2B+ ARR!

Even at > $2B in ARR, NRR is still ~140% and hasn't declined.

The "gift" in recurring revenue that keeps giving -- if you do it right
Read 8 tweets
20 Jan
So Datadog has been the developer's darling for 5+ years

It just makes life running and managing software >easier<

That's enabled it to grow to 50+ $1m customers, 1,000+ $100k customers, and 13,000+ total ... while still offering Free editions

5 Interesting Learnings:
#1. $100k+ customers generate 75% of revenue, even though just 7% of customers.

Even with Free & Cheap editions, 75% of customers grow into $100k+ deals.

Datadog has 1,107 $100k+ customers out of 13,100 total customers. That means 7% of customers generate 75% of revenue
#2.  20%+ of customers now use 4 or more customers, and 70% use 2 or more products -- up from 50% last year.

This is a theme we've seen on this series.  At Box, at Salesforce, and more, customers that use more products, buy more, pay more, and have higher NRR.
Read 9 tweets
19 Jan
So Salesforce is the grandperson of SaaS software

The first to hit $100B in market cap
The first to do $10B+ in ARR (and only so far)

And yet, in many ways we know >less< about Salesforce that we used to

It's not just a CRM anymore

5 Interesting Learnings:
#1. 73% of Salesforce’s customers come from the installed base. Let that sink in.

This is why in the end, Net Revenue Retention is the #1 most important metric in SaaS.

This also means that Salesforce could basically still hit 73% of its plan with 0 new customers.
Put differently, their 2017 customers have, as a cohort, grown 2.1x
Read 11 tweets

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