There are so many important thing to running your own business, identifying the important one(s) is pretty tough. You can likely do the physical end of the tree work, business skills will make or break you. You need a high profit margin, meaning you need to keep your costs as small as possible. Some people do this by cheaping out on old equipment then lose profits as equipment fails and time is lost.
I would seriously look at wether your area can sustain you full time. Nova Scotia is pretty rural and poor in some areas. Are there enough customers to support a fulltime service? Are you fighting a losing battle trying to be paid well enough? Are you customers even open to the idea of an arborist vs. tree cutter? It has been suggested that you educate the public, do you have time to educate enough people to make a living from?
Lots of questions but remember as a self employed person you only get paid what is left over after everybody else gets their money.