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2013 10 09

PaSH is the New SaaS, or How to Jump the Long Slow Ramp of Death

The Math of SaaS

There are tons of Software as a Service apps out in the world. A big part of the reason is that the math of SaaS apps allows for single founders or small teams to achieve livable wages with low risk.

How achievable? If your SaaS app solves a business need or produces some desired outcome, and you charge an average of US $60 a month, you only need ~150 customers to break 6 figures in annual revenue. 150 customers is small enough that you can almost brute force a customer base with old-school tactics like trolling niche meetups and even cold-calling customers to setup demos.

So, if you don’t want to try your hand in the App Store Casino or the Build-The-Next-Instagram Lottery, but you also don’t want to work for the Man/Woman, SaaS is a fairly well-trodden path.

However, SaaS means less risk, not riskless. Where does SaaS break down? First, it’s got a potentially painful, long, and shallow growth curve. This was masterfully described by Gail Goodman in her talk, The Long, Slow SaaS Ramp of Death (my notes here)

Small team SaaS apps have the usual problems, such as being responsible for the customer development, product sales, and marketing, despite the fact that you may only be a domain expert in one or two of the three. This is one of the biggest problems with SaaS, especially in the early stages of development when there isn’t much cash flow.

Cash is King

With a SaaS app, the more cash you have, the more your options open up. You can spend cash on customer acquisition for long-term revenue bumps, or you can spend it on improving your product to help with customer retention.

In other words, working SaaS apps are magic green boxes that eat Cash and Time, and spit out more money.

Cash flow in a SaaS app, however, is incremental. Each new customer only gets you ~$60. The total lifetime value of the customer is locked up in the future.

The traditional workaround is to offer a month or two free if the customer pays for a year in advance. With annual prepay, each customer brings in ten times more delicious lucre than the otherwise incremental $60.

Now you have ten times as much cash to blow on customer acquisition, requested features, or that new ping pong table.

Enter PaSH apps

A more recent phenomenon I’ve seen in the wild is the notion of Product & Service Hybrid apps.

PaSH: Product & Service Hybrid

In this case, we are talking about:

The typical PaSH app can be thought of as a SaaS app with a micro-consultant add-on to help you leverage the SaaS app.

For example, Optimization Robot is an upcoming combination AB testing platform and set of experts to help you run tests, suggest new tests, and monitor the results. Lead Genius is a combination of lead gen lists as well as lead gen army. Churn Buster is a combination of email dunning as well as humans who call expired accounts. No SaaS app can compete with voices on the phone.

The more traditional path is to actually come about it the other way. Starting with a consulting service and adding product over time. Copy Hackers might be the epitome of this, productizing their consulting w/ ebooks, videos, courses, and more.

Jump the Long Slow Ramp of Death

If you’ve been reading closely, the Long, Slow Ramp Of Death refers to the slow wind-up times that SaaS apps typically run into.

PaSH apps always have the option to charge for the service component. The basic premise is that the service component delivers more value than just the monthly cost of the product, but costs less than an equivalent consultant or contractor. This can lead to large cash flow spikes and incremental monthly revenue much higher than the $60 you could charge for a code-only solution.

This potentially allows you to ride out the most grueling part of the ramp. Even one or two service add-ons might mean the difference between crashing into the end of the runway versus achieving takeoff velocity.

You will still have the awkward points while your customer count is <= 10, or when you start thinking about your first hire. PaSH is more risk mitigation and less sparkling, magical, silver bullet.

Concierge is a fancy word for Human-Assisted Onboarding

The Service part doesn’t have to be ongoing nor does it even have to have an explicit cost. The term “concierge service” is making the rounds and can have a measurable effect on customer acquisition and churn rate. Drip does this very well, and their concierge service is free as in beer, but awesome as in customer experience.

Lastly, despite being an unemotional husk, even I won’t discount the value of human contact with your customer. If you or your workers spend any time interacting with users, that’s the perfect opportunity to build trust, discover desired outcomes, and ultimately turn customers into advocates.

What then?

In the early days of a product, think of PaSH as life-support/plan B.

As your business evolves and matures, you should also be evolving the service component as well. One common direction is that the service component becomes less high-touch one-off, and a bit more scalable maintenance type work. Ideally, it evolves into an ongoing thing that benefits both parties. The SaaS operator gets higher monthly revenue and the customer reaps the benefits of improved business outcomes without the hassle of a W-2 or W-9 form. You want the customer to be thinking: “really, really inexpensive/highly optimized out-sourcing.”

At the end of the day, your options are not limited to the typical indie playbook of contractor moving into download or SaaS product. As long as you have customers who value business outcomes, a hybrid product/service is a potentially less perilous option.

Thanks to Micheal Buckbee, Tim Cull, Andrew Culver, Aaron Francis, Jeffrey Abbott for reading drafts & providing feedback.

2013 10 15

Venture Capital Math 101: Pre-money, Post-money, Seed, Series A, B, C, D, up rounds and down rounds

Have you ever heard someone say “We raised 4mil A round at 20 pre”?

Like all trades, tech financing has its own vernacular. There is nothing you can’t figure out with basic math in the above quote. Soon, you as well can decode the crazy moon language spouted by entrepreneurs, investors & tech media.

Raising money from investors (VCs, angels, even friends & family) is always about two things:

  1. Price
  2. Control

This post will focus on the price of ownership bit. Also caveat lector: like snowflakes, the process of raising funds is unique, fragile and sometimes packed into a hard ball of ice which will give you a black eye. Every statement and example in this post has variations and exceptions.


Step 0 is to split initial ownership among the founders.

If you are a single founder, this step is quite easy. Most of our examples will use a 2575 split between two cofounders, just to make the math interesting.

Seed round

If you raise a seed round in Silicon Valley, odds are that you are getting money from Angels. Odds also are high that using something called a convertible note.

This means that the angels are essentially loaning you money, and expect to be paid back when you raise a Series A in the form of Stock.

The thing about raising money is that you need a valuation. If you don’t know how much a company is worth, then people cannot buy shares. In the stock market, the buyer and seller agree to a price of some shares and multiply that by all outstanding shares and you have a simple calculation of the value of the company.

During the fundraising process, this is flipped around. The investors and the founders usually start with a ballpark number of how much money the company wants to raise. Our example here is 1 million dollars. Starting with that, the parties negotiate out how much percentage ownership of the company that 1 million dollar buys. The actual valuation is then just simple math:

Founders want = 1 million
VC wants = 20% ownership

ownership calculation:
founders  |  VCs  | total
   80%    |  20%  |  100%

valuation calculation:
founders  |  VCs  | total
   4MM    |  1MM  |  5MM

Back to convertible notes:

The problem, is that early, early seed stage companies cannot accurately set valuations. During the seed round, convertible notes allow angels and other early, early investors to give money to the company without setting a valuation. Basically, the angels are saying that “I will give you this money now, and later during your series A, when you do set a valuation, use that number to issue me the right number of shares.” In practice angels can get essentially bonus shares issued to them as a reward for taking higher risk that comes with investing so early. These bonus shares are usually done through caps or discounts, but for now, just be aware of the terms and their purpose.

So the typical Seed Round looks like this:

ownership calculation:
founders  |  Angels  | total
   100%   |   TBD    |  100%

valuation calculation: 
TBD, but angels have put in $X in convertible notes with a 50% discount.

Series A

Here’s where things get fun. In our story, the founders are doing well. They raised money from angel investors, launched a product and got traction.

This is a story, so we skip the part about self-doubt, the valley of sorrow, the struggle to grow and the lack of communication and accusations of level of commitment between co-founders.

In our story, the founders started with a 7525 split. Got 200k from angels & now want to raise 2 million dollars (2MM) in the form of a Series A.

We now have to get a little bit into the mechanics of ownership. Ownership is done through shares. In the simple case, your ownership is the number of shares you own divided by all outstanding shares. Fairly simple. Our founders originally issued 1 million shares, so Founder A, got 750,000 shares and Founder B got 250,000 shares.

Initial ownership calculation:
founders  | total
   1MM    |  1MM

Series A ownership calc (in shares):
founders  |  Series A  | total
   1MM    |     TBD    |  1MM + TBD

If the Series A investors and the founders agree to give up 20% of the company for the 2MM dollars, then we can start filling in the table:

Series A ownership calc (in shares):
founders  |  Series A  | total
   1MM    |     TBD    |  1MM + TBD

Series A ownership calc (in %):
founders  |  Series A  | total
   80%    |     20%    |  100%

At this point, basic algebra kicks in, just solve for TBD:

Series A ownership calc (in shares):
founders  |  Series A  |  total
   1MM    |     250k   |  1.25MM

Also, at this point, we calculate the price of a share. The VC’s paid 2MM and got 250k shares: 1 share is 2MM/250k or 8 dollars a share.

Series A ownership calc (in shares,%):
founders  |  Series A  |  total
   1MM    |     250k   |  1.25MM
   80%    |     20%    |  100%

What about the Angels? Normally they would get their own column, but Here, the angels got rolled up into the Series A. In our example, the Angels got a discount on their price of their shares of 50%. That means, they were able to buy shares at 4 dollars a share. Their original convertible note is now magically transformed into 50,000 shares. For the sake of the simplifying the math, assume that 50k of the 250k Series A shares belong the angels above.

Pre, Post

We also see that there are 1.25 million shares outstanding, worth 8 dollars a share. Simple math gets us a total company post-money valuation of 10 million dollars.

Since the founders raised 2MM, the pre-money valuation is 8MM.

The simple formula works like this:

pre-money val + size of round = post-money val

Series B

The real fun comes with Series B. We two basic ways things can go from here: better or worse. In the case of better, The founders can raise more money at a higher price, (an up round). In the case of worse, the founders raise more money at a lower price (a down round).

Let’s be optimistic: The founders are doing very well. They’ve got product market fit, and good cash flow and now want to raise 20 million dollars to accelerate the business. Time for a Series B.

Series A ownership calc (in shares,%):
founders  |  Series A  |  Series B  |  total
   1MM    |     250k   |    TBD     |  1.25MM + TBD
   ???    |     ???    |    ???     |  100%

The math is similar, but we have a reference point.
In this round, the founders and Series B investors have agreed that the company is doing well and worth much more than before.

When a startup is doing well, the Series B is usually made up all of the Series A investors plus some new ones.

In this case, the founders and investors have agreed to a 20 million round at a pre-money valuation of 180 million dollars.

Our post money valuation is 200 million dollars. It also means that the Series B investors have 10% of the company:

Series B ownership calc (in shares,%):
founders  |  Series A  |  Series B  |  total
   1MM    |     250k   |    TBD     |  1.25MM + TBD
   ???    |     ???    |    10%     |  100%

To solve for TBD, we know that 1.25MM/TBD = 90%/10% TBD resolves to 138,888 shares at 144 dollars per share. At this point, we can use algebra to solve for ???

Series B ownership calc (in shares,%):
founders  |  Series A  |  Series B  |  total
   1MM    |     250k   |    139k    |  1.39MM
   72%    |     18%    |    10%     |  100%

One more quick term: dilution

See how the founders % of ownership drops at each round? That’s called dilution. When you join a startup and have X%, you have to expect your % to go down. This is okay, though because the shares you owned are essentially worthless the day you start the company. But after every up round, they are worth more. In our fictitious case here, the price per share went from 0 to 8 to 144. Dilution is no fun, and unfortunately, built in to the system.

Series B(ad)

In our optimistic example, we saw an up round. What about a down round?

Imagine our founders have not quite yet nailed product-market fit or are trying to add a bit more features to reach critical mindshare or need an influx of funds to finally do a huge marketing push. As long as the investors believe in you, you are okay.

If the investors have lost faith, you might be in trouble. A down round looks like this:

Instead of a humongous 200MM post-money valuation, you get a much smaller X valuation and are only able to raise 2.5MM instead of the 20 you wanted. Further more, that 5 MM is at 2 dollar per share. That means the Series B team bought two thirds of the company (5MM/2 = 2.5MM):

Series A ownership calc (in shares, ~%):
founders  |  Series A  |  Series B  |  total
   1MM    |     250k   |    2.5MM   |  3.75MM
   27%    |      7%    |    66%     |  100%

At 2 dollars per share, the new post-money valuation of company is 2 * 3.75MM or just 7.5 million dollars.

Also, notice how much more severe the dilution is during a down round. Your pride and joy and blood and sweat and tears just got gobbled up. Furthermore in the event of an exit, your personal stake is cut sharply.

Nobody (not even the investors) like down rounds.

There’s one last variation called an even round. Those aren’t great, but they are better than down rounds.

Series C and beyond.

Series C works just like Series B. So does D-Z.

On last point. That table we made above? It’s called a cap table. It’s usually a rather unremarkable excel spreadsheet, that investors and founders have been fighting over for months.


These are fictitious examples with numbers pulled out of thin air for the purpose of education. No founders or investors were harmed in the authoring of this post.

Do you want a real education? Go buy this book: Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist

Let’s revisit our pithy lead: “We raised 4mil A round at 20 pre”

Now you know that 20MM pre-money + 4MM round = 24 MM post money valuation. The series A investors got 17% of the company and the founders and seed/angels got the rest.

Concepts you should have learned:

the fine print:
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