Can You Actually Bet 10 Million Pounds to Win 100?

How do you know the right time to sell your company? One answer to this age-old question is that the time to sell is when someone else is willing to invest more in your business than you are.

When you start a business, nobody is willing to invest in its success more than you. You have already worked a 40-hour week by Wednesday and, if you are like most founders, you have spent a big chunk of your liquid assets in getting your business going. You are all in. In the early days, you are willing to risk your business on a new strategy because the firm is pretty much worthless. As the Bob Dylan, lyric goes,

“When you ain’t got nothing, you got nothing to lose.”

As your business grows and becomes more valuable, you may find yourself becoming more conservative, unwilling to risk the equity you have created inside your business on your next big idea. You have reached a point where someone else may be willing to risk more time and money than you are, for your business.

Peach New Media

David Will is the founder of Peach New Media, which he started back in 2000 as a reseller of web conferencing. In the early days, David Will changed his business strategy frequently, trying to find an idea with legs. After some pivots, he landed on selling learning management software to associations.

The business grew nicely, and by 2015 Peach New Media had 40 employees and then received an attractive acquisition offer from a large private equity company. David Will was conflicted. He loved his business and treasured the team he had built. At the same time, the acquirer was offering him a life-changing check.

In the end, David Will realised that he had become somewhat more conservative as his business had grown and the potential buyer was willing to make a big bet on integrating Peach New Media into another one of its acquisitions. David Will realised he had reached a point where his appetite for risk in his own business was lower than his potential buyer.  David Will then decided to sell.

When To Sell?

The point where a buyer is willing to risk more than you are happens at a different stage for everyone. Let’s say you have a business worth £1 Million today. Would you be willing to risk the entire thing on a new strategy for a shot at making it a £10 million company? Many entrepreneurs would take that bet.

Now imagine you have a company worth £10 million and your business represents the bulk of your net worth. Most would argue £10 million is life-changing money. Would you be willing to risk your entire company for a chance to make it a £100 million company? The marginal utility of an extra £90 million is minimal—we all only need so many cars—but the risk is significant. Fewer owners would bet £10 million for a chance at £100 million.

What if your business was worth £100 million? Would you risk it all for a long shot at becoming a billion-pound company? It is hard to imagine any one person betting 100 million pounds on anything, but if you are the CEO of a billion-pound corporation with ambitious growth goals, £100 million is a gamble you may be willing to make.

When someone else is willing to invest more in your business than you are, it is probably time your company finds a new owner.

Can your business survive without you?

Take the free mini value builder test

If you wish to build up the value of your business and would want to explore what you could do to make it sellable, please do not hesitate to call Jean-Bertrand de Lartigue on +44 1656 766 363 or email him,

Be the first to comment

You may also like...

Why Is Now the Riskiest Time To Own Your Business?

Most people think of starting a business as risky, but unless you invest a significant amount of start-up cash in your venture, you’re not really risking much other than your …Read more  »

Actually, Why Do Cash Rich Businesses Sell Better?

A potential buyer for your business may not be able to rely on banks or other financial institutions for providing them with cash injections they would need to put in …Read more  »

Do You Know The Surprising Secret To Big Exit?

We get to see a lot of company founders who are contemplating an exit. Some of our customers get lucky early in life, but in the vast majority of examples …Read more  »

See! Why Should You Absolutely Say “No” to Venture Capital?

The primary factor that drives the saleability of your organisation is it’s potential to scale up and grow in the future. Scaling up requires that you transform your business  creating …Read more  »