Venture-Backed or Bootstrapped? There’s a Third Way. Just Raise One Round.

Venture-Backed or Bootstrapped? There’s a Third Way. Just Raise One Round.

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There’s so much debate on social media and elsewhere on bootstrapped vs VC. ?Bootstrapped you maintain control, and the unit economics. ?But many see it as so much harder. ?And it’s almost always longer. ?VC can let you go faster, but it can become an addiction. ?And the dilution all-in generally ends up being 60%-70% by the time you approach an IPO.

The debate misses a simple, clear Third Way: ?Just Raise One Round.

A few folks that have done this, more or less:

  • Klaviyo. ?Now worth $8 Billion, they mainly just raised a seed fund and didn’t raise material additional capital until the pre-IPO phase.
  • The Trade Desk. ?Now worth $34 Billion, they weren’t sure how big it would get, so they raised just one core VC round.
  • Zapier. ?Raised one core seed round, and then got to nine figures of ARR.
  • Veeva. ?Raised single-digit millions, worth $35 Billion today.

They just raised enough to get a real business going.

There are more stories like this. ?It doesn’t have to literally just be 1 round. ?Raising 2 small VC rounds < $10m or so together can also work.


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The point is, if you raise less than $10m, especially less than $5m or so, you really do maintain almost all your optionality and control. ?And most of the cap table.

One round might dilute you from 100% ownership to 70%, but that’s it. ?And if you raise say $3m, your investors may hope for a $3 Billion IPO. ?But realistically, any “exit” will make them money, ?No one (or at least, almost no one) is going to block an exit or create a lot of drama.

Raise $3m, you can sell for $10m, $30m, $100m, whatever you want really. ?Maintain control. ?And still use that $3m to get off the ground and fund the initial core team.

It’s not so crazy. ?Really, I did a version of this myself, raising $9m in each of my two startups and stopping there. ?It has its cons. ?You have to stay very efficient, and the competition can often outspend you. ?It’s not always the right strategy.

But there is a lot of freedom in being capital efficient but also raising just enough to start that people can eat.

It’s at least worth thinking about.

One and Done in raising VC. ?It’s a real option.


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Greg Head

Board Director & Trusted Advisor , CEO, Business Owner, Chair, CFO, AI Consultant, Cyber, Digital Solutions, Board Strategic Planning Facilitation | M&A 100+ Deals, $400M+ Capital Raised

9 个月

Interesting perspective! ??

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Michael Ohana ??

Founder @AlumnEye | Executive Search & Training | ESSEC | Y Combinator | Business Angel

9 个月

Francescu Santoni “just raise one round”

Swetaa Dhuliya

Build Your Authority and Influence on LinkedIn | Designed for Founders, Leaders and Professionals

9 个月

Fascinating insight into the early IPO and private raise strategies. Your experience is valuable in today's startup landscape. The Third Way is intriguing.

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Simon Small

Driving Revenue Growth from Organic Search with Game-Changing Tech | Unlocking SEO ROI, Transparency & Profitability for Online Brands (eComm & SaaS) | AI Keynote Speaker, Trainer & Early Gen AI Pioneer

9 个月

Xero Diligent Arria - all had New Zealand Founders and did a massive early round sans VCs / Angel Groups. Early IPOs / private raises. $15m raised at IPO on NZX Limited zero revenue at $55m value; $24m raised at IPO on NZX Limited with $1m ARR at $115m value; $20m private raise zero ARR at $100m value (respectively Xero, Diligent & Arria). This is the world I come from. Such an outlier. Occasionally I teach the playbook to those who listen (intimate knowledge of all 3, heavily involved in 2 of these). Most of the kids are hooked on the drugs though. Addicted to the allure of the VC wisdom & capital. It’s gone from my main passion for the last four years in SaaS Elevator, to becoming a side gig for me these days because for all the effort to find the needle in the haystack that really wants to know how to do this, after four years, it’s easier to just funnel this knowledge into companies that I am heavily involved in. Maybe the season will change & people will crave the know-how but right now it’s like I am trying to sell the yellow pages. Kegai is where it’s at for me now. People want to know about Generative Ai for Enterprise. Bringing people together in London for this, is as easy as giving away ChatGPT to the kids.

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