Invert, always invert... winning by not losing.
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Carl Jacobi was a German-born mathematics whiz kid.
Among the accomplishments in his short life - he died at 46 - were significant contributions to elliptic functions, dynamics, differential equations, determinants, and number theory.

Carl Gustav Jacob Jacobi, 1804-1851
One of the techniques he used to achieve all of these breakthroughs was โinversion.โ
In problem-solving, inversion is the practice of taking the opposite perspective of a desired outcome to unlock new ideas, approaches, and solutions.
Jacobi coined the phrase โman muss immer umkehren."
Invert, always invert.
Hereโs a practical example of how it works.
Letโs say you have a goal to improve your eating habits and take in fewer than 2000 calories per day.
(As my trainer says, โAbs are made in the kitchen, not the gym.โ)
To invert this goal, youโd ask the opposite question: โWhat would cause me to eat poorly?โ
I can easily identify how to do that...
Keep plenty of empty carbs on hand, including a bowl of candy on the kitchen counter for grazing.
Eat out for most meals, fast food whenever possible.
Stay up late every night watching TV (staying up late correlates with increased daily caloric intake).
Avoid water at all costs and drink plenty of alcohol and soft drinks when thirsty.
Pretty easy!
Now all I have to do is take steps to avoid these pitfalls.
Clear out the pantry and fill it up with healthy, nutrient-rich foods.
Get rid of the candy bowl on the kitchen counter.
Go to bed by 10:30pm, or better yet, make it 9.
Drink two liters of water every day.
At first glance, it feels counterintuitive to dwell on all the ways to fail at meeting a goal, but itโs also enlightening. Inversion uncovers flawed thinking and the unobvious aspects of solving a problem.
Winning by not losing
Consider guidance from the book โExtraordinary Tennis Ordinary Players.โ
โฆif you choose to win at tennis โ as opposed to having a good time โ the strategy for winning is to avoid mistakes. The way to avoid mistakes is to be conservative and keep the ball in play, letting the other fellow have plenty of room in which to blunder his way to defeat, because he, being an amateur will play a losing game and not know it.
The same concept applies in golf.
Tiger Woods is one the best pro golfers in history.
Not only could he hit all of the required shots, but he consistently made great decisions. He didnโt beat himself by making the same mistakes as every other player.
Charlie Munger, billionaire investor and businessman, quips, "All I want to know is where Iโm going to die so Iโll never go there."
Munger also applied inversion to business:
It is remarkable how much long-term advantage people like us have gotten by trying to be consistently not stupid, instead of trying to be very intelligent.
But how does the concept of inversion apply to SaaS?
Letโs take a look.
Marketing
Most marketing teams aim to create awareness and differentiate their brand to target buyers. Applying inversion, you could ask, โWhat if we wanted to blend in and appear the same as everyone else in our category?โ
Well, youโd probably want to copy your competitorsโ messaging and use the same channels and marketing tactics to reach your target customers.
To avoid blending in, marketers might target a niche or lean into an under-appreciated channel.
Sales
Sales's goal is to convert demand into paying customers. But what if the opposite was true? How could you minimize the conversion of inbound demand into ARR?
Pretty simple. You'd skip customer discovery questions and jump right into a feature demo on the first call. Youโd also leave all follow-up to the prospect and not worry about mapping out the steps required to close a deal.
To avoid this, sales leaders are likely to make investments into training, certifying, measuring, and coaching their sales reps on fundamentals.
Customer Success
The goal of customer success is to ensure that existing customers maximize value, usage, and buy more.
By inverting, you may ask, โHow could we ensure that our customers donโt renew at their next opportunity?โ
Easy. Youโd bypass onboarding, keep them in the dark about new product releases, and make it difficult to get help when they need it. Youโd only contact them when itโs time to renew (and increase prices).
That would do the trick.
Even a basic onboarding program and a set of success-focused interactions throughout the course of the year, would be a major improvement.
Product Development
Most product development teams desire to build simple products that generate healthy Gross Margins. But as products mature they become bloated, more difficult to use, and more costly to deliver.
A good inversion question for product might be, โWhat wold make our product more complex for existing customers?โ
This might lead you to consider an addition by subtraction strategy.
Founders & CEOs
Paul Graham, founder of Y Combinator, explains how he assesses a startupโs viability in the essay, Default Alive or Default Dead:
When I talk to a startup thatโs been operating for more than 8 or 9 months, the first thing I want to know is almost always the same. Assuming their expenses remain constant and their revenue growth is what it has been over the last several months, do they make it to profitability on the money they have left? Or to put it more dramatically, by default do they live or die?
Assuming the goal is โdefault alive,โ you can invert by asking the opposite: โWhat would make our company 'default dead?'โ
Simple. Hire a a bunch of marketers and salespeople before you prove a repeatable, non-founder-led selling motion.
To avoid this mistake, youโd define metrics and stage gates that signal product-market fit. Furthermore, you'd prove repeatable demand creation and conversion tactics with a handful of marketing and sales ninjas before attempting to scale up.
I admit, some of this sounds silly.
But what becomes obvious as you practice inversion is that consistency is the currency of good execution, and fundamentals are often more important than strokes of brilliance.
Use whichever sports analogy you like:
Blocking and tackling.
Dribbling and passing.
Base hits versus home runs.
Success is about avoiding self-defeat.
Whatโs the big outcome youโre chasing this year? And what inversion questions could you ask to find new pathways to success?
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