The Game of Risk – Tolerance vs Time | Compass Point Skip to main content

The Game of Risk_600 (1)

As I was working on this blog, a timely piece of wisdom from Seth Godin hit my inbox. Seth writes:

“We talk about risk like it’s a bad thing. But all forward motion involves risk.”

He is spot on.

There was risk in starting the business.
Risk with each new hire.
Risk growing a geographical market.
Risk with the newest product launch.
Risk with expanding your production line.

Risk is a constant in business. How many times did someone tell you starting a business was risky? Yet YOU did it anyway.

What changes is how we perceive risk.

And that shift in perception comes down to time span.

Facilitating planning sessions with multi-generational companies, I have witnessed this dynamic in action. The Next Gen bubbling with ideas that tap on the latest trends and technologies, while the Baby Boomers & Gen X leaders list out all the things that might derail the company with these “risky” ventures.

For Next Gen, they have the energy, ideas, and time to recover financially, physically, and emotionally if a plan doesn’t go as designed. Their time span of risk is long because they are young.

Ah, but the Senior Gen has a different view. They remember a time when they were willing to take on a LOT of risk – most have the “wounds” to prove it. They now see an economic landscape that is changing exponentially faster than when they started out and their tolerance for risk is receding. The Senior Gen is aware that they have a shorter time span – less energy to recover, and literally less time to recoup if there is a financial misstep.

Same initiative. Two entirely different perceptions of risk.

Next Gen’s perception vs Senior Gen’s perception.

The question is how does a family business strike a balance?

The discussion of the time span of risk is critical for families in transition.  It emphasizes even more how critical it is to develop Next Gen now to be the leaders of tomorrow because successful businesses must take risks.  How much, how fast, amount of exposure, etc… are all factors to be taken into consideration.

A brutal fact: the business that starts to limit risk, holds back on innovative and forward-thinking, begins a slow decline to death.  You can’t coast in business.

There’s no changing this time span of risk. It just is.  That is why it is so important to recognize it and begin to move the Next Gen into senior leadership, including the CEO seat BEFORE the avoidance of risk starts to hurt the company.  When each generation recognizes where the other one is coming from and finds some common ground, then the Senior Generation can ultimately have confidence in Next Generation is weighing the risk to take the business in the best direction.

This balance comes from having good governance in place, talking as a family, and being crystal clear on what the big picture is for the family business.  Where you want to go and the values you want to attain/retain, who you want to be in the community, what you want to do with your brand, etc.  When everybody is aligned to that, you have set the Next Gen – and the family – up for success.

And I guarantee you it’s going to be different than what the Senior Gen is currently doing.

Markets change, people change, customers change, and your business must change in order to remain relevant in the marketplace. Don’t fight that. It is going to happen.

Risk is not a bad thing WHEN we recognize risk for the teacher it is:

●  Teach the Next Gen what risk looks like within your industry

●  Talk of the trigger points you experienced

●  Explain it is okay to pause and seek the counsel of advisors

●  Coach the value of stepping back to reassess and reposition the company’s path

●  Mentor the Next Gen to manage the risk they will have to take on to make the business successful during their time at the helm.

And soon enough it will be their turn to do the same with their “Next Gen”. That is the ebb and flow of any legacy business.

“We don’t try something simply because there’s no downside. Instead, we intelligently choose projects where the downside is understood and the work is worth doing.”

Thanks, Seth. Could not have summed it up any better myself.

You may also like…


Where’s your road map for 2023?

Do you have your plan for first quarter 2023? Is it written down for the team to see, understand and act upon? Or is it still tucked away in your head, and shared as needed?

Read More


Business Lessons Found in One of History’s Biggest Battles

Here’s the first lesson from the Allied victory on D-Day that’s directly relevant to business in 2022. Planning is essential because things rarely go as planned. Sound like a day in your life as a business owner?

Read More


The Journey Starts Here

We are consultants. We are coaches. But more importantly we are change agents for the family who wants to build a more successful business, align the ownership, forge a stronger family and leave a legacy for generations to come.

Read More

Where Family Businesses Come to Grow & Learn

At Compass Point, we make it easy to get insights, training, tools, and articles straight to your inbox and help family business owners and their team continue to grow, learn, and lead.