Canadian Contractor

John Bleasby   

One week left to enter our new ‘Contractor Dilemma Contest!’

Canadian Contractor

The boss has lost his mojo. Help these brother decide and win a Dewalt Cordless Compressor

Win a DeWalt FLEXVOLT® 60V MAX* 2.5 Gallon Cordless Air Compressor if your proposal is accepted as our Dilemma winner!
Do they stay or do they go? Brothers Doug and Al Harvey have often talked about starting up their own contracting business. But Dick Zimmerman has been a good boss for almost 10 years now. Doug is the site supervisor/project manager and Al is the go-to carpenter. The three men have always operated as partners, if not in terms of dollars (Dick is the sole owner) then at least in terms of decision-making. They even have a profit-sharing plan.

Yes, Dick has paid the brothers well. He’s given each of them a company truck, started matching their RRSP contributions, and has more or less let them run the business. Lately however, much has changed. Dick seems to have lost a step. He rarely shows up on jobsites. He’s stopped chasing down new business. And lately, Doug and Al have heard Dick exchanging harsh words on the phone with his wife Pat who does the books. Are the Zimmerman’s having problems at home?

The brothers really like Dick, but he’s in his mid 60s now and the Harvey boys worry that their future may be less secure than they thought.


  1. Start making plans to launch their own business.
  2. Leave Dick alone to solve whatever is bothering him and Pat, and carry on.
  3. Talk to Dick and see if there’s a problem or ask if he wants to sell out.
  4. Consider working for another contractor instead.
  5. Something else.

Email your answer to John Bleasby

Deadline for entries is October 26.

Your suggested solution can be any of the above ideas, a combination, or your own solution entirely. Please explain your answer in up to 300 words of text.

The contractor-submitted answer chosen will win a DeWalt FLEXVOLT® 60V MAX* 2.5 Gallon Cordless Air Compressor (DCC2560), including one 6.0Ah FLEXVOLT® Battery and a fast charger with a total retail value of $449.



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