It used to be you basically had two options to make money as a founder:
* hope for an IPO many years down the road.
* Or maybe get acquired by a handful of BigCos.
Today, startups have so many more options for founder liquidity:
#1. Secondary liquidity in any hot A-B-C-D+ round
Secondary liquidity is now commonplace in any hot round with a Big Fund in it.
This means you can make at least a million or two dollars in just a few years if you build something meaningful, without selling your company
#2. Acquisition by a competitor
This used to be a bummer, but with 400+ unicorns today and so many decacorns, your competitor can now buy you for hundreds of millions or more down the road
This often makes sense to consolidate #1 position in market
#3. Sale to PE firm
Every week, PE firms buy up another SaaS company from $10m-$1000m in ARR. Some are public like Pluralsight, Realpage, etc. but most are private.
Gainsight and Pipedrive were just bought for $1B+ by PE in the past few weeks. Many others too
In short, there are 10x more ways to make meaningful money as a founder than 5+ years ago
Yes, there are also 10x more great SaaS start-ups
But put your head down, get to $10m ARR growing 100% YoY, slug it out, and build something great
The money really will come if you do
IPO + M&A by Google/MSFT/FB/SFDC etc. not necessarily required anymore to make real $$$
If you are bootstrapped in SaaS, it helps a lot to be SMB focused, viral and/or truly product-led growth
Why?
Sales.
Venture-backed startups just can >afford< to invest so, so much more in sales.
With the average SaaS enterprise/B2D/mid-market leader seeing net revenue retention of 120%-130%, or even higher, it just >pays< to invest heavily in sales if you have the $$$
The lifetime of a customer is often well in excess of 5x the first-year ACV, sometimes 10x
So paying sales reps 30%, 50%, or even more of the first-year ACV can still pay
But when bootstrapped, it's really hard to pay much more than 20% of the total ACV in sales comp. That often means a 10% commission.
VC-backed startups can just pay up here, and should
1/ Slack has become primarily an enterprise sale. Strong synergy here with SFDC.
Slack is approaching 100 $1M+ ACV customers
2/ Salesforce hasn't really made small acquisitions work.
But it's gotten really good at pushing market leaders, at scale, to grow even bigger.
The $1b+ deals -- Mulesoft, Tableau, ExactTarget, Demandware -- have all done well post-acquisition
SFDC is good at this
3/ The Communications segment has over the past 5 years overtaken other areas of collaboration to become the most important area of enterprise collaboration
This is worth owning and Slack is #1 and a pure play here