Living Standards in Ontario, Canada ?

Ok, here’s the deal…
I would like to repatriate to Canada (I was born there but moved to Europe when I was a kid) I haven’t experienced the Canadian life, so I would like some honest and optimistic advice from people living in Ontario. My wife and I would like to move there next year. We don’t have children yet, so we figured now would be the right time to relocate. My only concern is finding work… this really worries me. I told my wife that I would go alone first, as I could lodge with my relatives while I find work, and a place to rent. She would then follow with our two dogs. We’ll have $28,000 for backup. We’re hoping we won’t need to use that money as we were saving for a down payment towards our own home. I work as a computer technician/systems administrator for a company of 30 users. I have CompTIA A+ and MCSA (No formal education, except high school, and some college) Would I be able to find work in this field in Toronto or surrounding areas? I don’t think my wife would have a problem finding a job. She would do something in sales, or work as a receptionist. We’re both eager to work… Where we live now, we go from paycheque to paycheque, with very little money left at the end of the month. How are the living expenses in the GTA? Do you think we could get by with our salaries? I would need to get a car, and I know car insurance is expensive for new drivers. We don’t expect to start off with a luxury car and a four bedroom house. We will most likely rent for a year until we get the feel of thing’s. After that, I guess we would like to buy a 2-3 bedroom bungalow. It would make this whole process easier if I secured a job before moving there, but don’t companies prefer to take the easier route of hiring people who are within driving distance, and not a plane ride away? Where are the best places to search for work in this instance? What tips could you give me to ensure our success in Canada? We don’t want to set ourselves up for failure. I know many people that have moved abroad without doing research, and act alarmed when they see thing’s weren’t how they imagined them to be. We have vacationed in Canada several times, and loved the climate, and people etc.
I would appreciate any advice you can give me.