Exiting Tips From One Of The Top 40 Under 40

Wind Mobile founder Anthony Lacavera has started 12 businesses, six of which
he has exited. His exits have ranged in value from the $6 million he got for one of
his recent start-ups to $1.3 billion when he sold Wind Mobile. He did it by
following two key tips.

  1. Understand what kind of company you are running

Lacavera has owned hyper-growth unicorns and lifestyle businesses and urges
entrepreneurs to be clear about their long-term prospects. Lacavera started a
business supplying hotels with internet access and understood the company
would be a good cash generator, but would never sell for a mint. He ran the
business for almost two decades and used the cash it generated to fund various
other ventures. Recently, he finally sold the business, which was generating $1.5
million in pre-tax profit, for $8 million—a relatively modest 5 times earnings,
which was fine by Lacavera, because it had served its purpose of funding other
companies along the way.

2. The role of CEO and owner are not the same

Lacavera encourages entrepreneurs to separate the role of CEO and business
owner. Even though they may be the same person, they have different functions
and, at some point, your business may be better served by separating the two
roles. Entrepreneurs who are comfortable handing the reins to a professional
manager may do better in the long run than those who need to control

Lacavera had great success, which is visible in the fact that he has won just about
every business award there is, including 2010 CEO of the Year, Top 40 Under 40,
Deloitte Technology Fast 50, and Canada’s Fastest Growing Company. One of the
top secrets to Lacavera’s success — knowing when to bring in a CEO to replace
himself in any of his ventures.


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