The price to sales ratio, as it relates to software as a service valuations

I have been busy looking at the entrails of the various publicly traded software-as-a-service companies.

One thing that strikes out at me is the price to sales (or price to revenues) ratio.

Intuitively speaking, let’s say your market cap is $10 and you make $1 in sales a year.

Even if your cost of sales, G&A, R&D and the like is zero, the most profitability you can have as a company is a 10x P/E.

Of course 100% profitability will never will be the case – even if the company has completely outsourced its sales functions and just took a royalty on its product or intellectual property and had zero R&D function, there will always be costs associated with obtaining revenues. Of course, the “stripped down to taking royalties” company will be a calculation about the residual future demand and sales of said products.

While Boston Pizza Royalties (TSX: BPF.un) is as far away as a software-as-a-service company as it gets, the valuation concept is similar – BPF.un takes a 4% slice of every dollar of revenues that its franchises generate. The trust has zero employees, and in 2025, the trust’s administrative expenses was about 3% of revenues. The trust itself has some leverage expenses and is subject to income taxes payable at the trust entity level. When baking in all of these other expenses, they are still able to retain 53% of its revenues after-taxes which flow to the unitholders.

Based off of this, the market is giving BPF.un an enterprise value-to-sales (EV-to-royalties) ratio valuation of about 13 times. This is a ceiling, given that it is very unlikely that Boston Pizza will miraculously proceed to monopolize the restaurant scene in Canada and extract a disproportionate amount of pricing power – they are engaged in a highly competitive and mature industry with limited opportunities for growth.

Back to the SaaS side, we look at two other companies that are generally considered unassailable in their domains – Microsoft and Autodesk (AutoCAD is not going to get vibe-coded out of existence). Microsoft’s EV/S number is about 9.1x, while Autodesk is 6.4x. Both companies are far from being “royalty-like” in that they have huge operations, staffs, supports, R&D, etc.

Synopsys (Nasdaq: SNPS) is not exactly a household name, but their software is generally regarded as the industry leader in semiconductor design, has a EV/S of 10.5x. They are even less likely than Autodesk to get vibe-coded, and their valuation shows it.

One advantage of using EV/S as a lens is that it sidesteps the distortion caused by stock-based compensation, which is pervasive in software (particularly among newer companies) and can be a genuine pain to normalize across peers when trying to make apples-to-apples earnings comparisons.

Now for the more vulnerable end of the spectrum. Adobe (Nasdaq: ADBE) is currently trading at approximately 3.7x EV/S. Constellation Software (TSX: CSU), after losing over half its market capitalization in the past year, is roughly 3.3x.

If the market perceives a particular company’s software offerings as less defensible against AI, the EV/S ratio will continue to compress. Conversely, if you believe Adobe’s product suite has the same long-term survivability as Autodesk’s, it is not unreasonable to think its EV/S ratio should rise in the direction of Autodesk’s.

This analysis is very broad brushed, a view from 100,000 feet. But as a first-pass filter for what the market currently believes about the durability of a given software franchise, it is hard to beat for simplicity.

The return of Late Night Finance! – Episode 30

Date: Thursday, April 9, 2026
Time: 7:30pm, Pacific Time
Duration: Projected 60 minutes (might go a little late this time – I won’t be offended if you clock out after an hour).
Where: Zoom (Registration)

Frequently Asked Questions:

Q: What are you doing?
A: Portfolio review over the past 15 months since I have done this. The Big Picture. AI revelations. Prognostications. And finally time permitting, Q+A. Please feel free to ask them on the zoom registration if any questions.

Q: How do I register?
A: Zoom link is here. I’ll need your city/province or state and country, and if you have any questions in advance just add it to the “Questions and Comments” part of the form. You’ll instantly receive the login to the Zoom channel.

Q: Are you trying to spam me, try to sell me garbage, etc. if I register?
A: If you register for this, I will not harvest your email or send you any solicitations. Also I am not using this to pump and dump any securities to you, although I will certainly offer opinions on what I see.

Q: Why do I have to register? I just want to be anonymous.
A: I’m curious who you are as well.

Q: If I register and don’t show up, will you be mad at me?
A: No.

Q: Will you (Sacha) be on video (i.e. this isn’t just an audio-only stream)?
A: Yes. You’ll get to see me, but the majority will be on “screen share” mode with MS-Word / Browser / PDFs as I explain what’s going on in my mind as I present.

Q: Will I need to be on video?
A: I’d prefer it, dress code is pajamas and upwards.

Q: Can I be a silent participant?
A: Yes.

Q: Is there an archive of the video I can watch later if I can’t make it?
A: No.

Q: Will there be a summary of the video?
A: A short summary will get added to the comments of this posting after the video – assisted by Zoom AI because I can’t think for myself anymore and need to let the computer do it!

Q: Will there be some other video presentation in the future?
A: Most likely, yes. Hopefully sooner than in 16 months.

Spot oil windfall

When will we start hearing, once again, “Windfall profit taxes” in relation to oil prices?

Eyeballing the chart, we have spot WTI US$60 for January, US$65 for February and so far in March, let’s call it US$85.

Just as an example, we look at Cenovus’ sensitivities:

CAD$220M/year in “adjusted funds flow” sensitivity per dollar of WTI, so a first-cut analysis of a US$20 one-month change in WTI would be about CAD$370M in cash flow, or about 20 cents a share. For a single month of elevated pricing.

Suncor is about C$215M/year per US$1 change in WTI. CNQ forces you to do your own homework, but very roughly, my paper napkin has a model going from US$65 to US$85 WTI resulting in a change from $4 to $7/share in free cash flow (assuming things go for a whole year).

Given the extreme slope on the oil futures curve (spot oil being US$88, give or take, while December 2026 crude is US$75, a 15% discount for patiently waiting 9 months for your delivery), this windfall is not expected to last. Or will it?

The perception of inflation expectations

US monetary policy functionally changed after the 2008 economic crisis. Traditional fractional reserve banking was replaced with the Fed collecting huge amounts of deposits from financial institutions due to multiple rounds of QE programs.

Fighting deflation became the overarching objective of the central banks in the name of financial system stability – for a more “pedestrian” example, take a look at Canada’s financial institutions if asset collateral were to drop (deflate – I understand this is not the usage of the word in the ‘traditional’ sense of the term, and I am more concerned with asset prices rather than consumer prices in this post by using the phrase “deflation”) by a 20% magnitude. The cascade of defaults that would occur would trigger waves of selling and it would be the proverbial landslide that conquers everything underneath.

You can take a look at a chart of Goeasy (TSX: GSY) for the scenario that central banks have been trying to avoid with the whole financial system. If you want a more extreme example, what happened with Bear Stearns and Lehman Brothers gave enough of a heart attack for central bankers that they never wanted it to ever get to that point again.

Now we live in the altered reality world where central bankers need to promote that asset price stability but their traditional tool, the short-term interest rate, loses its effectiveness the closer it gets to zero.

Keep in mind that the real rate of interest is the nominal rate minus inflation.

Your goal is to lower interest rates. Keeping bullets in your monetary policy firearm is keeping the market on notice – if you fire your bullets and drive rates to 100bps, the market knows that you’re waving around an unloaded gun. You need to keep the reserve, especially if a “true” crisis happens.

So your other policy tool is to give everybody the impression that there is inflation. By increasing the perception of inflation, you are decreasing the effective rate of interest in everybody’s heads.

Was this one reason that the middle east is erupting in conflict all of a sudden?

Safety, or lack of it

I know this was a little cryptic in “The big picture“, but one of my takeaways was:

* What we have known as “safety” is no longer going to be as such

It was partly intentional.

As I am writing this, gold, silver and platinum futures are down about 10% in really volatile trading.

This is despite spot WTI being up a few bucks – normally when energy goes up, the cost to refine metals goes up with it (not to mention all the industrial chemicals going through the Strait of Hormuz).

What’s going on?

Liquidity. The safe haven is being cashed out. The Persian Gulf needs money. What can be liquidated? Since you can’t get crude oil out of the Persian Gulf anymore, you get the next best thing out of there – precious metals.

The next safe asset on the liquidity list? Government debt.