Don't bootstrap yourself to death
saastr.wordpress.com
saastr.wordpress.com
You know what you call semi-mythical things with existence proofs? Empirically observable facts. As contrary to, say, unnamed $1 MM run rate SaaS businesses killed by competition. I'm having great difficulty thinking of one. Granted, I don't know the histories of all the hundreds of companies that fit the terrible nightmare of selling millions of dollars of software at 90% gross margins, so it's possible you could come up with an anecdote or three...
Also, if you sell a million a year in software, and you need help, you buy help. People who are additive to revenue aren't cheap but they are, well, additive to revenue. Support folks? Very inexpensive - a plumbing firm with 30% gross margins at the same scale can trivially hire them.
The difference is the $1M VC funded SaaS company will have been wildly unprofitable while the bootstrap will have been profitable every step. The VC world rightly regards SaaS as a landgrab and some of Jason's other posts approach it that way. Hence the companies are run unprofitably so they can be grown faster.
My impression from his posts is he doesn't have a lot of experience with the bootstrap world or doesn't think much of it. I frequently write counterpoints to his posts on my Smoothspan blog.
I imagine this is one of the reasons folks like pg are keen on multiple founders since one founder could more easily be 'spared' to handle things like recruitment, process, and other things important to growth that are separate from sales or product development. I can do all the sales and production and do it well, but then that leaves little time for anything else.
I'm not necessarily saying I disagree with the premise of this article, but the owners need to make a choice about what kind of company they are running and take the necessary steps to achieve that.
If you're bootstrapping, like we did, you absolutely have to take each step up as soon as you can, and push as hard as you can, as otherwise you'll find yourself in the time-trap described, where you bootstrap growth while neglecting organisational development.
We haven't cashed out for £800,000,000,000,000, but we've taken (small) investment after 6 years of growth and operation in order to open up opportunities (investor's customer base nom nom nom).
Ultimately, I think the main issue in startups is expectations. You probably won't make a billion dollars. You probably won't make a million. You probably won't even make $100k. But you might.