Need landscaping help

The yard in my new house in Montlake is weirdly half-landscaped, half-not. When is the right time to plant bushes and shrubs? Do you know anyone who can help? I don't need anything complicated like hardscaping or lighting, just someone to help pick out the right plants for the right places and get them into the ground. Ideally this would not cost a fortune. (I already have someone for basic maintenance thanks to Matthew Berk.)